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Eliminating the Fear Factor of Retirement

“People experience retirement emotionally before they experience it mathematically.”

That may be one of the smartest things I’ve read about retirement planning. It immediately reminded me of the television show Fear Factor. Remember it? Contestants willingly jumped from helicopters, crawled through confined spaces, balanced high above the ground, and ate things most of us wouldn’t go near. The premise was simple: fear changes behavior. Sometimes it causes us to freeze. Sometimes it causes us to overreact. Sometimes it convinces us to avoid something altogether. And sometimes it makes us do things we would never choose if we felt calm, safe, and in control.

Retirement has its own version of Fear Factor. Only instead of spiders, snakes, and impossible stunts, the fears sound like this: Will I have enough? Can I really stop working? What if the market crashes? What if healthcare costs wipe me out? What if I become a burden to my children? What if I make the wrong decision and can’t recover?

Those aren’t simply mathematical questions. They are emotional questions. And until those fears are acknowledged and addressed, it can be very difficult to make confident financial decisions.

Why Retirement Feels So Emotional

Retirement represents one of the biggest transitions most people will ever make.

For decades, you receive a paycheck. You know when it will arrive. You know roughly how much it will be. You build your life around that rhythm. Then retirement asks you to turn accumulated savings into income and trust that the money will last for the rest of your life. This is a major psychological shift.

Even people with substantial savings can struggle with it. A retirement account balance may look reassuring on paper, but spending from it can feel very different. Every withdrawal can feel like a permanent reduction. Every market decline can feel like a threat. Every unexpected expense can raise the question: What if this is the beginning of running out?

This is why many retirees become overly cautious, even when they can afford to spend more. They postpone trips, avoid helping family, and deny themselves experiences they spent decades saving for.

The fear of running out can become so powerful that people never fully enjoy the money they worked so hard to accumulate.

The Science of Fear and Financial Decision-Making

Our brains are designed to protect us from danger.

Thousands of years ago, fear helped humans survive immediate threats. Today, the same biological response can be triggered by a falling account balance, a frightening news headline, or uncertainty about future expenses.

When fear takes over, long-term thinking becomes harder. We tend to focus on avoiding immediate pain rather than making the best decision for the future.

Behavioral finance has shown that people generally feel the pain of a loss more intensely than the pleasure of an equivalent gain. Losing $10,000 often feels much worse than gaining $10,000 feels good. This emotional imbalance can influence retirement decisions in powerful ways.

Fear may cause someone to sell investments after the market has already fallen, locking in losses. It may lead someone to keep too much money in cash for years, reducing growth and purchasing power. It may cause a person to delay retirement even when the numbers show they are financially prepared. It may also lead to endless second-guessing, constant account checking, and an inability to enjoy retirement.

Ironically, one of the greatest risks to a retirement plan may not be market volatility itself. It may be the decisions fear causes us to make.

Retirement Planning Should Address Both Math AND Emotion

Traditional retirement planning often focuses on projections, rates of return, withdrawal strategies, and probability-of-success calculations. Those tools are important. But they do not automatically create peace of mind. A plan can work beautifully on paper and still leave someone terrified to spend. That is why retirement planning should answer two questions:

  1. Will the money work?
  2. Will the plan help you feel secure enough to live?

A strong retirement plan should do both.

Introducing the Confidence Foundation™

At Her Retirement, I believe every retirement plan should begin by building what I call a Confidence Foundation™. Think of it as the financial base that helps you sleep well at night. The purpose of the Confidence Foundation™ is to provide dependable income for the expenses you simply cannot avoid.

Ask yourself this question: If the stock market dropped 30% tomorrow, would I still be able to pay my essential monthly expenses? If the answer is yes, you have reduced one of retirement’s biggest emotional risks.

Your essential expenses may include housing, food, healthcare, insurance, utilities, taxes, and basic transportation. These are the costs that continue regardless of what the market does. The goal is to match as much of those expenses as reasonably possible with income sources that are reliable, predictable, or guaranteed.

What Can Make Up a Confidence Foundation™?

There is no single product or strategy that works for everyone. The right combination depends on your income needs, assets, health, risk tolerance, tax situation, and goals.

For many people, Social Security forms the first layer. Because it provides inflation-adjusted lifetime income, it can be one of the most valuable components of a retirement income plan. The decision about when to claim can have a lasting impact, which is why it deserves careful consideration.

A pension may provide another dependable monthly income stream. Some retirees may also choose an annuity to create guaranteed lifetime income that helps fill the gap between Social Security, pension income, and essential expenses.

For others, a bond ladder, Treasury ladder, or CD ladder may provide predictable cash flow over a defined period. Cash reserves can also play an important role by covering near-term spending needs and reducing the chance that investments must be sold during a market downturn. Some people may use several of these strategies together.

The important point is this: the Confidence Foundation™ is not one product. It is a planning outcome. Its job is to make sure the money needed for basic living expenses is not completely dependent on short-term market performance.

Where Annuities May Fit

Annuities can be useful for some retirees because they can convert a portion of savings into a predictable income stream that lasts for life. This can be especially valuable for someone who does not have a pension, is concerned about outliving her money, or wants more certainty around essential expenses.

But annuities are not all the same, and they are not appropriate for everyone. Fees, liquidity, guarantees, riders, surrender periods, and the strength of the issuing insurance company all matter.

The question should never be: Do I need an annuity? A better question is: Do I have an income gap in my Confidence Foundation™, and what is the most appropriate way to fill it?

An annuity may be one possible answer. It should not be the automatic answer, or the answer that an insurance salesperson pushes on you.

Building Your Freedom Fund™

Once your Confidence Foundation™ is in place, the rest of your assets have a different job. I call this your Freedom Fund™.

The Freedom Fund™ is designed to help you enjoy retirement, maintain flexibility, keep pace with inflation, and support the life you want to create. It may include stock mutual funds, ETFs, individual stocks, Roth IRAs, traditional IRAs, 401(k)s, brokerage accounts, real estate, or other long-term growth assets.

Because essential expenses are already being addressed through the Confidence Foundation™, the Freedom Fund™ does not have to carry the full emotional burden of paying next month’s bills. This can make market volatility feel less threatening.

Instead of viewing a market decline as a threat to your ability to buy groceries, you may be able to view it as a temporary fluctuation in assets intended for long-term growth and discretionary goals.

The Freedom Fund™ can support travel, hobbies, family experiences, charitable giving, home improvements, education, starting a business, or simply enjoying more of the life you worked so hard to build.

Why the Two-Part Strategy Can Work Emotionally

The power of the Confidence Foundation™ and Freedom Fund™ is not only financial. It’s emotional.

When the basics are protected, retirees may feel more comfortable leaving growth assets invested. They may be less likely to panic during market declines. They may also feel more confident spending on the things that bring joy and meaning to retirement.

This structure creates clarity. One part of the plan is designed for security. The other is designed for growth, flexibility, and possibility. This separation can reduce the feeling that every dollar must perform perfectly at all times.

Confidence Changes Behavior

When every dollar in your portfolio has to perform perfectly just to pay the electric bill, every market headline feels personal. But when your Confidence Foundation™ covers your essential lifestyle, something shifts. Fear begins to loosen its grip. You make calmer decisions. You stay invested more consistently. You become more comfortable spending. You stop treating every market decline as an emergency.

Most importantly, you may begin to experience retirement as a life to be lived rather than a financial problem to be managed. The goal is not simply to maximize returns. The goal is to maximize confidence.

At Her Retirement, we believe retirement planning is about far more than spreadsheets, rates of return, and investment performance.

We help women make informed financial decisions so they can retire with confidence and create a life of meaning. Because the best retirement plan is not necessarily the one with the highest projected return. It’s the one that helps you feel secure enough to live the life you planned for.

If you’d like some guidance on creating a life (and a retirement) with confidence and freedom, reach oout. We can help you Get Her Done.

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The Purposeful Portfolio™: The Cornerstone of a Confident Retirement

For years, retirement planning has been framed as a quest for the perfect portfolio. The ideal asset allocation. The optimal withdrawal rate. The precise mix of stocks, bonds, and alternatives that will mathematically guarantee success.

But in my experience, perfection has never been the real driver of retirement confidence.

Purpose has.

Women don’t lose confidence in retirement because their portfolios are slightly sub-optimal. They lose confidence when their money doesn’t reflect how they actually live, what they value, or what they’re trying to protect. A portfolio can be technically sound and still fail if it doesn’t feel right to the person holding it.

Research shows that women tend to be less focused on relative portfolio performance and more focused on outcomes, whether their money will support their life, protect them from major setbacks, and align with what matters most to them.

Interestingly, this way of thinking is beginning to surface more broadly across the retirement industry. Recent commentary from Christine Benz, Director of Personal Finance and Retirement Planning at Morningstar, who was awarded the inaugural Realie Award for her blog on the value of a “good enough” portfolio echoes something I’ve believed for a long time: most people don’t need perfect portfolios. They need portfolios they can live with, and stick with.

That conviction and lots of research over the last ten years, is what led me to create Her Purposeful Portfolio™—a framework designed specifically for women who want their money to support not just longevity, but meaning, flexibility, and peace of mind.

The Problem With Chasing the “Perfect” Retirement Portfolio

Traditional retirement advice often assumes that better outcomes come from better math. More precision. More fine-tuning. More comparisons.

In reality, that approach often leads to:

  • Analysis paralysis
  • Ongoing second-guessing
  • Emotional decision-making during market stress
  • Plans that look great on paper but fall apart in real life

Christine Benz describes two common investor mindsets: maximizers, who endlessly seek the best possible option, and satisficers, who aim for a solution that is good enough to meet their goals.

Her insight is critical for retirees: the incremental gains from optimization are often outweighed by the stress, time, and behavioral mistakes that come with it.

In other words, a portfolio you can stick with often outperforms the one you abandon.

This idea often gets confused with the familiar saying “time in the market beats timing the market,” but it’s slightly different. Timing the market assumes people fail because they misjudge markets. Abandoning portfolios happens because people misjudge themselves. A plan can be mathematically sound and still fail if it doesn’t align with how someone actually experiences risk, uncertainty, and change. Time in the market only works if the portfolio fits the person holding it.

 

From “Good Enough” to Purposeful

A “good enough” portfolio is a powerful starting point.
A purposeful portfolio is what makes it sustainable.

The Purposeful Portfolio™ shifts the question from..
“What allocation is optimal?”
to
“What is my money meant to do for me?”

Traditional bucket strategies organize money by time horizon. The Purposeful Portfolio™ builds on that idea by organizing money around purpose, and how each piece is meant to feel.

Instead of organizing retirement assets solely by risk and return, the Purposeful Portfolio™ organizes money by function and feeling, because behavior, confidence, and clarity matter just as much as performance.

 

The Five Pillars of Her Purposeful Portfolio™

1. Security (SecureHER)

What it’s for:
Covering essentials and protecting the rest of the portfolio. This pillar is designed to fund non-negotiables like housing, food, insurance, and basic living expenses while also buffering against market volatility and sequence-of-returns risk, especially in the early years of retirement.

How it feels:
Calm. Reliable. Reassuring. Grounded.

Common tools:
FDIC-insured cash, high-yield savings accounts (HYSAs), money market funds, short-term bonds, T-Bills, and for some women, protected strategies such as fixed or fixed indexed annuities.

In retirement, cash held in an HYSA isn’t just an emergency fund, it becomes part of a Stability strategy that provides liquidity, smooths income, and reduces the need to sell long-term investments during market downturns.

For women who want additional protection, certain fixed or fixed indexed annuities can also play a role in this pillar. These strategies are often used as bond alternatives, offering principal protection with the potential for more upside than traditional bonds, and are frequently designed to create future income later in retirement, rather than immediately.

This pillar exists so the rest of the portfolio doesn’t have to carry emotional or timing risk. When essentials are protected and income pressure is reduced, long-term investments are given the space they need to do their job.

2. Flexibility (LiveHER)

What it’s for:
Travel, hobbies, experiences, spontaneity, and joy.

How it feels:
Free. Ready. Guilt-free.

Common tools:
Balanced funds, laddered CDs, dividend-focused ETFs.

Flexibility is often missing from traditional plans, especially for women who feel hesitant to spend. This pillar gives permission.

3. Wellness (HealthiHER)

What it’s for:
Healthcare, longevity risk, caregiving, and life’s “what-ifs.”

How it feels:
Protective. Grounded. Peace of mind.

Common tools:
HSAs, long-term care planning, health-focused assets.

This pillar acknowledges a reality many plans ignore: health is both a financial and emotional issue in retirement.

4. Growth (FutureHER)

What it’s for:
Long-term security, inflation protection, and future purchasing power.

How it feels:
Empowered. Energized. Strategic.

Common tools:
Equities, diversified index funds, REITs.

Growth doesn’t disappear in retirement, it just becomes more intentional.

5. Legacy (ImpactHER)

What it’s for:
Who—and what—you want to leave behind.

How it feels:
Intentional. Values-based. Enduring.

Common tools:
Trusts, beneficiary planning, donor-advised funds, ESG-aligned strategies.

Legacy isn’t just about inheritance. It’s about meaning.

 

Why This Framework Matters, Especially for Women?

Women tend to:

  • Live longer
  • Earn less over their lifetimes
  • Take on more caregiving responsibilities
  • Retire alone more often due to divorce or widowhood

The old rules of retirement planning were not built with these realities in mind.

The Purposeful Portfolio™ recognizes that retirement success is not just about accumulation, it’s about confidence, continuity, and clarity. It creates structure without rigidity and flexibility without chaos.

 

Where Her Retirement PersonaTM Fits In?

One reason a “good enough” portfolio works for some people—and fails for others—comes down to behavior.

At Her Retirement, we use the Her Retirement Persona™ framework to identify the patterns that shape how a woman thinks about money, risk, freedom, security and her retirement life. It’s not about labels. It’s about understanding how she makes decisions so her portfolio works with her instincts instead of against them.

For example:

  • A Security Seeker naturally emphasizes stability, predictability, and wellness planning.
  • An Adventurer tends to weight flexibility and growth more heavily to support experiences and freedom.
  • A Giver often prioritizes legacy, protection for loved ones, and impact beyond herself.

There is no single correct mix, only the mix that aligns with who she is and how she wants to live. When portfolio design reflects personality, confidence rises and second-guessing fades.

This is where purpose replaces perfection—and where personality comes before portfolio design.

 

The Real Goal: A Portfolio That Supports Your Life

Christine Benz’s work reminds us that retirement planning doesn’t need to be flawless to be effective. In fact, striving for flawlessness often undermines confidence.

Her Retirement’s concept of the Purposeful Portfolio™ builds on that insight by giving retirees a framework that is:

  • Understandable
  • Adaptable
  • Behaviorally realistic
  • Aligned with real life

Not perfect.
Not optimized to death.
But intentional, personal, and strong enough to support a long life well lived.

That’s what a good enough portfolio looks like…when it’s built with purpose.

 

A Purposeful Next Step

If you’re a woman who wants to build a portfolio that reflects who you are, not just what the market expects, one that balances protection, flexibility, growth, wellness, and impact, you don’t have to figure it out alone. We can help connect you with a retirement planner who understands purposeful, behavior-aligned planning for women.

If you’re a financial advisor who wants to build better, more meaningful portfolios for women (portfolios that account for personality, longevity, lifestyle, and real-life decision-making), we invite you to reach out to learn more about the Her Retirement Purposeful Portfolio™ and Retirement Persona™ framework.

Because retirement planning works best when it’s not just technically sound, but personally aligned.

Reach out to me, Lynn Toomey, founder and creator of Her Retirement and Her Purposeful Portfolio at: lynnt@herretirement.com.

 

Sources & Research

This article is informed by ongoing research and industry studies on women, investing behavior, and retirement confidence, including:

  • Fidelity Investments, Women & Investing Studies (various years)

  • UBS Global Wealth Management, Investor Watch reports

  • Vanguard, research on investor behavior and long-term outcomes

  • Global Financial Literacy Excellence Center (GFLEC), research on financial confidence and behavior

  • Morningstar research on retirement planning, investor behavior, and sustainable portfolio design

 

Home

Home Sweet Retirement Home – Best Places to Retire 2026

We’re not talking about finding a “retirement home” in this blog post, but a place to call home in retirement.

Retirement isn’t just about when you stop working, it’s about where you continue living your life. The place you choose becomes the backdrop for your daily rhythm, your relationships, your health, your finances, and ultimately, your happiness.

Your location influences nearly everything about this next chapter…from how active and connected you feel to how far your retirement savings stretch. That’s why the question “Where should I retire?” deserves just as much attention as “When can I retire?”

Choose wisely … because it will profoundly affect your quality of life in those decades ahead.

Happiness Is the New Metric That Matters

One of the biggest shifts in retirement planning today is a growing focus on happiness, not just affordability.

In its 2025 Best Places to Retire rankings, U.S. News & World Report gave happiness the highest weighting of all factors—27 %—ahead of affordability (25 %), health-care quality (15 %), retiree taxes (13 %), desirability (12 %), and job market (8 %).

That was a major turning point, recognizing that the best place to retire isn’t just the cheapest, it’s where you’ll feel the most fulfilled, healthy, and connected.

The brand-new 2026 list (just released) builds on that same idea, reaffirming that where you live in retirement plays a defining role in how you live. You’ll find a list of the top 250 U.S. cities in rank order.


1. Lifestyle and Happiness

Your surroundings shape your sense of purpose and joy. Think about the climate, scenery, community, and social opportunities where you’ll live. Do they energize you or isolate you?

Research consistently shows that social connection and happiness are two of the strongest predictors of longevity. Your zip code can be as important to your health as your genetics. So choose a place that encourages movement, curiosity, and connection.


2. Health and Access to Care

As we age, proximity to quality health care becomes essential. Make sure your chosen area has good hospitals, specialists, and wellness resources. Living in a place that supports prevention and access—not just treatment—will give you peace of mind and potentially save you money down the line.


3. Affordability and Retiree Taxes

Even though happiness may now top the charts, affordability still matters. Housing prices, state tax policies, and cost of living all impact how far your retirement dollars stretch.

A “best place” isn’t always the cheapest, it’s where your resources align with your goals and lifestyle. Some retirees prioritize no state income tax; others care more about affordable housing or lower health-care costs. Know what matters most to you.


4. Climate, Location, and Community

Do you want four distinct seasons or endless sunshine? A walkable neighborhood or a lake view? The answers influence how you spend your time and how happy you feel doing it.

Many of the top-ranked U.S. News cities, like Homosassa, Florida, balance weather, culture, and amenities that support active, social living. But smaller, more affordable cities in the Midwest and South are also climbing the list as hidden gems.


5. Purpose and Meaning

The right location isn’t just about geography…it’s about finding a place that supports your next purpose. Whether that’s volunteering, mentoring, exploring hobbies, or starting a business, your community can either nurture or limit your opportunities.

Think beyond “Where can I afford to live?” and ask, “Where can I thrive, grow, and contribute?”


2026 U.S. News & World Report Ranking

The U.S. News 2026 rankings offer more than a list, they reflect what retirees truly value today:

  • A blend of quality of life, overall value, tax rates, senior population/migration trends, and health care quality

  • A shift from “retirement as escape” to “retirement as engagement”

  • A reminder that well-being is just as important as wealth

So while national rankings are a great starting point, the real measure of the “best place” is how it fits your version of a fulfilling life.

Check out sthe 250 cities that made the 2026 list. Perhaps your next chapter starts here: Best Places to Retire in the U.S. in 2026 | U.S. News


How to Find Your Best Place?

Here are six steps to help you narrow it down:

  1. Define Your Priorities – What matters most to you: weather, proximity to family, lifestyle, or cost?
  2. Do Your Research – Explore rankings, but also look at crime rates, walkability, amenities, and hospitals.
  3. Visit in All Seasons – Spend time there. You’ll know quickly if it feels right—or not.
  4. Project Ahead – Will this place still work for you in 10 or 20 years?
  5. Balance Cost with Quality – The “cheapest” option isn’t always the wisest one.
  6. Think Beyond Finances – The happiest retirees choose communities that enrich their body, mind, and purpose.

Final Thoughts

Where you live in retirement is one of the most powerful decisions you’ll make. It influences your health, your wealth, your happiness, and even your longevity.

The 2026 U.S. News & World Report rankings remind us that retirement isn’t about retreat—it’s about redesign. So as you plan your next chapter, choose a place that fuels your joy, supports your lifestyle, and feels like home.

Because where you live shapes how you live and your best years deserve the right backdrop. As a reminder, if you need help planning the financial or non-financial aspects of retirement, we can help you Get Her Done. Reach out: retire@herretirement.com.

BagLadyImage

To Hell With Bag Lady Worries: The Real Fear Too Many Women Carry

If you’re a woman over 50, chances are you’ve had at least one “3 a.m. money panic.”
You know the one…that quiet, anxious thought that creeps in uninvited:
“Will I be okay? What if I run out of money? What if I end up alone… and broke?”

It’s the fear so many women don’t talk about out loud, but it’s one of the most common emotional undercurrents in midlife. My mother talked about it and it kinda got ingrained in my psychy.

The financial services industry has a name for it. They call it Bag Lady Syndrome.
And while it’s not an official medical diagnosis, it’s very real.

What Is Bag Lady Syndrome?

Bag Lady Syndrome describes the deep, often irrational fear of running out of money and losing financial independence later in life.

It’s not limited to women who are struggling financially. In fact, research shows it often affects successful, educated, and high-earning women too.

It’s a fear that doesn’t always match reality, but it feels real, visceral, and ever-present.

The image of the “bag lady” — an older woman alone, carrying all her belongings in bags has become shorthand for a universal female anxiety: that one day, you could lose everything.

What the Research Tells Us

The numbers confirm that this fear is not imagined.

A 2013 Allianz Life Study of more than 2,000 women found that 49% of women, including many earning well over $200,000 a year, worried about becoming a bag lady.

Even among the financially secure, this anxiety runs deep.
In that same study:

  • 46% of single women,
  • 43% of divorced women, and
  • 54% of widowed women admitted to feeling this fear often.

Other data reinforces the same truth:

  • The American Psychological Association has found that women report higher levels of money-related stress than men, regardless of income.
  • The Transamerica Center for Retirement Studies reports that only 12% of women feel “very confident” about retiring comfortably.
  • A Merrill Lynch and Age Wave study found that 61% of women would rather discuss their own death than talk about money.

Let that sink in.
More than half of women would literally rather talk about dying than discuss finances.

Why It Happens: The Emotional and Cultural Roots

  1. Lifelong Money Messaging

Many of us were raised with unhelpful money narratives. We were told not to talk about money, not to worry about money, or to let someone else “handle it.”

For years, the financial industry largely ignored women or worse, talked down to us. That “you wouldn’t understand” tone has kept generations of women disconnected from their own financial confidence.

  1. Real Economic Disadvantages

This fear isn’t all in our heads. Women face structural financial challenges that make retirement riskier:

  • The pay gap: Women still earn about 82 cents for every dollar men make.
  • The caregiving gap: Many women step out of the workforce to care for children or aging parents, losing years of income and savings.
  • The longevity gap: Women live about 5 years longer than men, meaning our money has to stretch further.

It’s no wonder so many women worry about whether they’ll have enough.

  1. Financial Isolation

Women often feel alone in their financial decisions. A widow or divorcée may suddenly face money decisions she’s never had to make before. Even confident professional women can feel paralyzed when it’s time to turn savings into income.

And when women feel uncertain, they often delay decisions, which feeds even more anxiety.

The Truth Behind the Fear

Bag Lady Syndrome isn’t about greed. It’s about safety. It’s about knowing you’ll be okay no matter what life throws your way.

It’s also about identity…wanting to stay independent, not be a burden, and continue to live with purpose and dignity.

At its core, it’s about control. And that’s exactly where the transformation begins.

How Her Retirement® Helps Women Move from Fear to Freedom

At Her Retirement, we know Bag Lady Syndrome isn’t just about math. It’s about mindset.

That’s why we built the first retirement wellness (and readiness) platform designed specifically for women. One that connects soul-searching and number-crunching.

Here’s how we help women replace fear with confidence:

  1. Self-Discovery Through Education

Everything starts with knowing yourself. Our Retirement Persona Quiz helps women understand their unique financial personality — how they think, feel, and behave around money and planning.

From there, we guide them through a personalized learning journey that builds both financial literacy and emotional readiness for retirement. Because before you can manage your money, you have to understand your relationship with it.

  1. A Safe, Supportive Community

Fear thrives in isolation. Confidence grows in community. Inside The More for Her Collective, women connect with others who are learning, planning, and preparing for their next chapter too. It’s a space where it’s safe to ask questions, share worries, and celebrate wins, without judgment or jargon.

  1. Tools and Frameworks That Simplify the Process

Her Retirement offers education, tools, and technology to make planning approachable and actionable. From budgeting to income strategies, we make financial topics clear and relatable. You’ll find videos, guides, courses, and insights that help you move from knowing you should to knowing how to.

  1. Coaching and Expert Connections

When you’re ready for more personalized support, we connect you with trusted Her Retirement-approved coaches and professionals who are aligned with our mission…not driven by sales quotas or product commissions.

This means you get the education, insight, and expert access you need, without the bias or pressure of traditional advisory firms.

  1. A Philosophy That Puts Women First

Everything we do is built on one simple belief: When women know more, they have more, and they live more…both now and in retirement.

We’re not here to sell you a product. We’re here to help you build a plan, a mindset, and a lifestyle that feels right for you.

The Bottom Line: You’re Not Alone

If you’ve ever worried about becoming the proverbial “bag lady,” you’re not crazy, weak, or behind. You’re human. You’re a woman.
And you’re part of a generation of women who are rewriting what financial and retirement wellness looks like.

With the right education, support, and strategies, you can replace fear with freedom, and step into the confident, empowered version of yourself that’s been there all along.

So here’s your permission slip:
To hell with bag lady worries.
Let’s become HappiHER, HealthiHER, and WealthiHER…together.

Next Steps

Take the Retirement Persona Quiz
Join the More for Her Collective
Or learn more at HerRetirement.com

Because your retirement should be personal, purposeful, and full of possibilities.

 

VarsityBlog

From Two Miles to a Movement

How My Varsity Jacket Inspired the Her Retirement Varsity Club

Perusing my closet today, I decided to pull out my high school varsity jacket — which is a few decades (or more) old now.

In 7th grade, I was one of just two junior high kids in my school’s history to earn a varsity letter. Back then, our junior high was part of the high school, so we were allowed to compete with the older athletes.

I ran the grueling two-mile event, meet after meet, pushing through every lap, every sprint to the finish. I went out for track just to stay in shape for field hockey and basketball. Little did I know that by the end of the season, my best friend and I had earned enough points from meets to be awarded our varsity letters. At just 13 years old, we weren’t just “junior high athletes” anymore — we were varsity athletes!

A few years later, after adding field hockey, basketball, and more track seasons to my name, I had enough varsity pins under my belt to finally earn a varsity jacket — stitched with hard work, perseverance, and a lot of heart. My jacket is more than just a memory. It’s a reminder that you can GET HER DONE.

Trying it on and having my son take a picture of me in it, inspired me to create a new jacket: The Her Retirement Varsity Club jacket.

Only for this jacket, the badges aren’t for field hockey, basketball, or track. They’re for:

Health — because longevity is the new goal.
Wealth — because freedom beats flash every time.
Happiness — because what’s the point if you’re not actually enjoying it?

Retirement isn’t a finish line however, it’s a new season. One you train for, plan for and earn. That’s what the Her Retirement Varsity Club stands for.

Maybe the best part of this story is that my jacket still fits. My son said I shouldn’t hide it away in the closet. I should wear it with pride. He even got out his leather cleaner and spiffed it up for me. The second best part of this story is that I can still run two miles. I still got game. Because showing up for your future never goes out of style.

My new motto:  Strength. Freedom. Happiness. Always in Training. Still Getting Her Done After All These Years.

I’m ready to order my new Her Retirement Varsity Club jacket, and I’ll wear it with pride too. Who’s with me? ‍♀️

Action

The Consequences of Inaction vs. the Power of Getting Her Done

Why waiting costs more than you think—and how taking small steps now changes everything

We’ve all been there.

You have that moment where you know you should do something—book that call, check that account, ask the big questions—but instead… you push it off.

“I’ll deal with it next week.”
“I need to get more organized first.”
“I’m not ready yet.”

But here’s the truth most women don’t hear enough:
Inaction has a cost.
And often, that cost grows silently until it becomes a crisis.


The “Vanishing Prospect” Phenomenon

We’ve seen it time and time again. A woman books an intro call with us. We have a great conversation. She nods. She agrees this is important. She even says: “This sounds great—I’ll circle back after I think about it.”

Then… crickets.

Weeks pass. Sometimes months. And when she finally resurfaces, things have shifted. Maybe she lost a loved one. Maybe a job change forced her hand. Maybe her finances hit a wall.

And she says the one line we hear over and over:

“I wish I had done this sooner.”


The Psychology of Procrastination (It’s Not Laziness)

Let’s be real—putting off financial planning isn’t about laziness. It’s about overwhelm. Uncertainty. Fear of what you might discover.

Behavioral psychologists call this avoidance coping—a way to reduce anxiety in the short-term by avoiding a decision that feels too big or too emotional.

But here’s the kicker:
❗Avoiding the decision doesn’t make the stress go away. It just postpones it—often with a bigger price tag.


So How Do You Move Past Inaction?

Start by asking yourself the same questions we ask in our Get Her Done meetings:

  • Can you give a specific example of a money worry that’s been nagging at you?

  • How long have you been feeling this way?

  • Is it impacting any of your decisions right now?

  • What would happen if nothing changed for the next 5 years?

These aren’t meant to scare you—they’re meant to wake up your awareness. To move from vague discomfort to concrete clarity.

Because that’s where action starts.


Why Getting Her Done is Easier Than You Think

At Her Retirement, we get it—life is busy, emotions are high, and finances feel complex. That’s why we’ve built a platform and a Collective that meets you exactly where you are, and gives you:

✅ Step-by-step education (at your pace)
✅ Tools and quizzes to know yourself and your money
✅ Guidance from RetireMentors who’ve walked this path
✅ A community of women cheering you on
✅ And a clear plan to turn “someday” into “Let’s Get Her Done”

You don’t have to figure it all out today. You just have to take the next step.


The Takeaway

Waiting feels safe. But it’s sneaky-expensive.

Whether it’s missed tax opportunities, poorly timed Social Security, or just years of stress over the unknown… inaction quietly chips away at your options.

So ask yourself:
What’s one small thing I can do this week to feel more in control of my future?
And then…

Join our newly refreshed Collective (about to be launched) and Get Her Done.

SmallBizLynn

Retirement Planning for Small Business Owners: Tips to Achieve Financial Freedom

As a small business owner, you’ve worked hard to build your dream, wearing multiple hats and navigating countless challenges along the way. But when it comes to retirement planning, many business owners find themselves unprepared. Unlike employees with a traditional 401(k), you’re responsible for setting up your own path to financial freedom.

The good news? With the right strategies, you can build a secure retirement while continuing to grow your business. Here are actionable tips to help you plan for the future you deserve.

  1. Start Early—But It’s Never Too Late

The earlier you start saving for retirement, the more time your money has to grow. But even if you’re getting a late start, don’t let that discourage you. Begin today by creating a plan and committing to consistent savings.

Tip: Use retirement calculators to determine how much you’ll need based on your lifestyle and goals. Her Retirement has a great calculator you can try out for free.

  1. Separate Your Personal and Business Finances

It’s common for small business owners to reinvest heavily in their businesses, but relying solely on your business as your retirement plan is risky. Market conditions, competition, or unforeseen events can impact your business’s value.

Tip: Open a retirement account separate from your business finances to build a diversified portfolio of investments.

  1. Leverage Tax-Advantaged Retirement Accounts

As a business owner, you have access to a variety of retirement savings vehicles, many of which offer significant tax advantages:

  • SEP IRA: Simplified Employee Pension plans allow you to contribute up to 25% of your income ($70,000 or 25% of an employee’s compensation, whichever is lower in 2025).
  • Solo 401(k): Designed for self-employed individuals, this plan allows contributions as both employer and employee, with limits.
    – Employee contributions
    Employees can contribute up to $23,500, or 100% of their compensation, whichever is less.
    – Catch-up contributions
    Employees who are 50 or older can contribute an additional $7,500. Employees who are 60 to 63 can contribute an additional $11,250.
    – Employer contributions
    Employers can make a profit-sharing contribution of up to 25% of the employee’s compensation or net self-employment income. The limit on compensation that can be used to factor the contribution is $350,000.
  • Defined Benefit Plan: If you’re nearing retirement and need to catch up on savings, a defined benefit plan offers the potential for high contributions.
  1. Plan for the Sale of Your Business

Many small business owners hope to fund their retirement by selling their business. While this can be a significant source of income, it’s essential to plan carefully.

  • Get a professional valuation to understand your business’s worth. Reach out to Her Retirement, we can connect you to a great resource for this.
  • Develop an exit strategy that outlines how and when you’ll sell.
  • Consider working with a financial/retirement advisor to reinvest the proceeds into a diversified portfolio.

Tip: Don’t count on selling your business as your sole retirement plan—it’s wise to have multiple streams of income.

  1. Create a Contingency Plan

Life is unpredictable, and events like illness, disability, or economic downturns can disrupt your plans. Protect yourself and your family by:

  • Purchasing life insurance and disability insurance. Reach out to Her Retirement, we can help you with this.
  • Creating a succession plan for your business.
  • Building an emergency fund to cover unexpected expenses.
  1. Automate Your Savings

Running a business can be unpredictable, but automating your retirement contributions ensures that you stay on track. Set up automatic transfers to your retirement account to make saving consistent and effortless.

  1. Reduce Debt and Increase Investments

Paying off high-interest debt can free up more money for retirement savings. At the same time, focus on growing your investments to build wealth over time.

Tip: Work with a financial/retirement advisor to balance debt repayment with investment growth.

  1. Maximize Your Business’s Value

Boosting your business’s profitability not only helps in the short term but also increases its value when it’s time to sell. Focus on building systems, reducing expenses, and developing a strong customer base.

  1. Prioritize Health and Longevity

Financial freedom in retirement isn’t just about money—it’s about having the health and energy to enjoy it. Invest in your well-being by staying active, eating healthy, and scheduling regular check-ups.

Tip: A healthier lifestyle can also reduce long-term healthcare costs, which are often a major expense in retirement.

  1. Work with a Retirement Specialist

Retirement planning for small business owners can be complex. A professional can help you:

  • Develop a personalized retirement strategy.
  • Minimize taxes.
  • Create a succession and estate plan.

Reach out to us at: retire@herretirement.com for help with your retirement (aka financial freedom) plan.

Bonus Tip: Use a Business Credit Card Wisely

A great business credit card can help you separate expenses, track spending, and even earn rewards points that can be reinvested into your business or used for travel perks. Consider a card like the Chase Ink Business Preferred® for its generous points system and benefits tailored to entrepreneurs. Just be sure to pay off your balance monthly to avoid interest charges!

Build the Future You Deserve

Retirement planning isn’t a one-size-fits-all approach, especially for small business owners. By taking proactive steps today, you can build a retirement that provides financial freedom and aligns with your goals.

Remember, it’s never too early—or too late—to start planning. Begin with small steps, stay consistent, and don’t hesitate to seek guidance: retire@herretirement.com. Your future self will thank you!

#RetirementPlanning #SmallBusinessOwners #FinancialFreedom #EntrepreneurLife #PlanForRetirement #HerRetirement #WomenInBusiness #WealthManagement #FinancialPlanningTips

I Quit

Quitters Day: Why Most Resolutions Fail and How to Stay on Track

Each year, millions of people set ambitious New Year’s resolutions—promises to eat healthier, exercise more, save money, or achieve personal growth. Yet, for many, the excitement fizzles out within weeks. This phenomenon even has a name: Quitter’s Day—the second Friday in January, often cited as the day most people abandon their resolutions (88% give up by the end of the second week of January).

The Numbers Behind the Drop-Off

The statistics reveal how challenging it is to stick with resolutions:

  • 91% of people fail to keep their resolutions. According to research by Strava, a fitness app, Quitter’s Day is identified based on data showing when users’ activity levels begin to drop.
  • A 2023 study by Statista found that 35% of people who set resolutions gave up within one month, while only 9% reported sticking to their goals by year-end.
  • The most common reasons for quitting include lack of motivation (50%), unrealistic goals (35%), and poor planning (30%).

Why Do We Give Up?

Understanding the psychology behind why resolutions fail can help us avoid falling into the Quitter’s Day trap:

  1. Setting Vague or Overwhelming Goals
    Many resolutions are too broad, such as “lose weight” or “save more money.” Without specific, measurable plans, it’s easy to feel overwhelmed or unsure of how to proceed.
  2. Lack of Immediate Results
    In a culture of instant gratification, waiting weeks or months to see progress can be discouraging. This is especially true for goals like weight loss or financial savings, which require sustained effort.
  3. Focusing on Willpower Alone
    Relying solely on willpower to resist temptation or make big changes is a recipe for burnout. Without systems or habits in place, motivation often fades.

How to Avoid Becoming a Quitter’s Day Statistic

If you’re determined to stick with your goals this year, here are some strategies to help:

  1. Set SMART Goals
    Make your goals Specific, Measurable, Achievable, Relevant, and Time-bound. For example, instead of saying, “exercise more,” commit to “walking 30 minutes, 3 times a week, for the next month.”
  2. Track Your Progress
    Use a journal, app, or calendar to log your efforts. Seeing progress, no matter how small, can boost motivation. Strava’s data shows that people who track their workouts are more likely to stick with fitness goals.
  3. Start Small
    Break your goal into manageable steps. For example, if your goal is to save $1,000, start with $20 per week. Small successes build momentum and confidence.
  4. Create Accountability
    Share your goals with a friend or join a group with similar aspirations. Studies show that people who have accountability partners are 65% more likely to achieve their goals.
  5. Celebrate Milestones
    Reward yourself for progress. Hit a savings milestone? Treat yourself to a small indulgence. Consistently meal-prepped all week? Take time for self-care.
  6. Adjust and Adapt
    Life happens, and setbacks are normal. Instead of giving up, reassess your goals and strategies. Flexibility is key to long-term success.

Success Stories to Inspire You

  • Fitness Goals: A 2021 survey by the International Health, Racquet & Sportsclub Association found that 81% of people who worked out regularly after the New Year continued exercising beyond March by setting realistic goals.
  • Financial Resolutions: Fidelity’s 2023 New Year Financial Resolutions Study revealed that people who automated savings or debt payments were 50% more likely to achieve their financial goals.

A Better Approach to New Year’s Goals

Instead of viewing January as a do-or-die moment, consider thinking of your goals as ongoing experiments. Every day is a chance to start fresh, learn from challenges, and make adjustments.

By setting realistic goals, creating sustainable habits, and staying kind to yourself, you can beat the odds—and avoid being a Quitter’s Day statistic. Remember: progress, not perfection, is the key to success.

So, as January rolls on, don’t be discouraged if your resolutions hit a bump in the road. With the right mindset and tools, you can make 2025 the year your goals stick.

If you need someone to hold you accountable to being HappiHer, HealthiHer & WealthiHer, reach out. I got you. You can also check out my HappiHer, HealthiHer & WealthiHer journal at: www.HHWJournal.com

 

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How Much Money Did You Lose in 2024 Due to Financial Illiteracy?

Stop! Before you read this article, take a guess at how much money you lost (and didn’t save or invest) last year due to your own financial illiteracy? Here at Her Retirement, we want to take our own survey on this question so feel free to go to this link and let us know the number, and then feel free to read the rest of this article.

Take the ONE Question Survey here

During the past year (2024), about how much money do you think you and other people, on average, lost because you/they lacked knowledge about personal finances? It may be difficult to pinpoint exactly, but a new survey sheds light on the high cost of financial illiteracy in America. According to the National Financial Educators Council (NFEC), Americans lost an estimated $1,015 per person on average in 2024 due to not having the financial knowledge to manage their personal finances effectively.

The survey, which was conducted between December 26th and December 30th, 2024, asked 1,200 U.S. residents from across the country to estimate how much money they lost because they lacked financial literacy. The results are both startling and eye-opening.

Key Findings: The High Cost of Financial Illiteracy

The respondents’ answers revealed that financial illiteracy was costly. On average, participants believed they had lost $1,015 throughout the year due to decisions stemming from a lack of financial knowledge. If we apply this average loss to the entire U.S. adult population of approximately 240 million, the total cost of financial illiteracy in America in 2024 amounts to more than $243 billion.

This staggering figure emphasizes the profound impact that a lack of financial education can have on individuals and the economy as a whole. From missed investment opportunities and unoptimized budgeting to costly financial mistakes, the consequences of not understanding personal finance can be far-reaching.

The Methodology Behind the Survey

The poll was conducted using Organic Sampling, a methodology designed to ensure a diverse and representative sample. By utilizing Random Device Engagement (RDE), this approach delivers a framework of randomized digital interactions with participants, reducing bias and helping to achieve a more accurate reflection of the financial challenges faced by Americans.

Why Financial Education Matters

These findings underscore the importance of financial literacy. In an increasingly complex financial world, it’s essential for individuals to understand the basics of budgeting, saving, investing, and planning for retirement. Whether you’re managing everyday expenses or preparing for long-term financial goals, having the right knowledge can make all the difference in securing a healthier financial future.

Tech-Powered Platforms for Financial Literacy and Retirement Wellness

As the need for financial literacy grows, platforms like Her Retirement and Retirement Solved are stepping up to provide essential education and support for different groups of people.

Her Retirement focuses specifically on empowering single, divorced, and widowed women, helping them navigate the complexities of retirement planning with a comprehensive approach and software to financial wellness. The platform offers coaching, courses, and a community for women to take charge of their financial futures and ensure a secure and fulfilling retirement.

On the other hand, Retirement Solved is tailored to accomplished individuals, professionals, small business owners, and employers who want to implement retirement wellness programs for their employees. By addressing the needs of both individuals and organizations, Retirement Solved helps ensure that everyone is well-prepared for a financially stable and rewarding retirement.

Both platforms emphasize the importance of financial education, retirement planning, and wellness, empowering individuals and organizations to make informed decisions and avoid the costly consequences of financial illiteracy.

If you’d like some help improving your literacy or you’d like to find out more about Retirement Solved @Work employee retirement wellness, go to: Employers – Retirement Solved

Email me at: lynnt@herretirement.com with any questions or help.

NewYear

New Year, New Markets: How to Stay Financially Strong in 2025

As we approach the end of 2024 and start looking ahead to 2025, it’s time to reflect, plan, and prepare for the year ahead. Sure, we all make resolutions (and sometimes keep them), but one goal should be universal: ensuring our financial futures are secure, no matter what the new year brings. A new year means new opportunities—and potentially new market challenges.

Let’s be honest: markets can be unpredictable, like that one relative with overly long holiday dinner stories (LOL). While we can’t control every twist and turn, we can prepare. Here’s how to step into 2025 with confidence, protect your money, and keep your peace of mind intact.

 

  1. Take Stock of Your Current Financial Situation

Before setting goals or making big changes, take a moment to evaluate where you stand financially. Are you saving enough? Investing wisely? Tracking your spending? Now is the perfect time to create a clear picture of your income, expenses, debts, and savings.

Break it into manageable steps:

  • Review your income sources.
  • Track your monthly expenses.
  • Evaluate your debts and interest rates.
  • Assess your savings and emergency fund.

If you’re unsure where to start, consider working with a financial planner or retirement coach. Women in transition can find tools designed just for them—like the ones I offer on my platform—to create a personalized roadmap.

Check out my Retirement Readiness platform to take an inventory of what you have and what you’re missing. Check it out here.

 

  1. Reassess Your Retirement Strategy for 2025

Markets change, and your strategy should evolve with them. Take the time to review your portfolio, risk tolerance, and asset allocations to ensure they align with your goals.

Ask yourself:

  • Is my portfolio diversified enough to weather market volatility?
  • Am I taking advantage of tax strategies that could save money in 2025?
  • Are my income streams sustainable in case of market downturns?

Adjusting now can help you navigate the year’s inevitable ups and downs while staying on track for your retirement goals.

 

  1. Set Clear and Achievable Financial Goals

Instead of vague resolutions like “save more” or “spend less,” set specific, actionable goals for 2025. Examples include:

  • Increase your 401(k) contributions by 2%.
  • Pay off a specific credit card by June.
  • Open a Roth IRA or HSA to maximize tax benefits.

If planning for retirement is your focus, download my Her Retirement Roadmap to create a clear, actionable plan that empowers you to take control.

 

  1. Prioritize Your Mental Health

Financial planning isn’t just about numbers; it’s also about mindset. Stress over market volatility or financial uncertainties can lead to poor decision-making.

Combat financial stress by:

  • Practicing mindfulness or meditation.
  • Taking breaks from constant market monitoring.
  • Exercising to reduce anxiety.
  • Leaning on supportive communities or financial coaches.

Remember, a calm and clear mind helps you make better financial decisions.

 

  1. Prepare for the Unexpected

Life loves throwing surprises our way. Whether it’s a medical emergency, an unexpected job change, or market shifts, having a solid financial cushion is essential.

Start building or bolstering your emergency fund: aim for 3–6 months’ worth of living expenses. Also, make sure your insurance policies—health, life, and long-term care—are up to date to protect against unforeseen events.

 

  1. Think About Your Legacy

2025 could be the year you focus on your legacy. Ensure your estate plan, will, and beneficiary designations are current. Consider what you’d like to leave behind, whether it’s financial security for your loved ones, charitable donations, or a well-organized estate.

Check out: www.GetHerWillDone.com for a number of resources.

 

  1. Seek Support and Resources

You don’t have to tackle financial planning alone. Whether you work with a financial advisor, take one of my retirement courses, or join a community of like-minded women (that I’m launching on January 1), support can make all the difference.

I recommend checking out my Her Retirement Roadmap MasterCourse or exploring our membership program for tools, guidance, and encouragement.

 

Final Thoughts

As we say goodbye to 2024, let’s celebrate the wins, learn from the challenges, and get ready for a fresh start in 2025. With preparation, adaptability, and a focus on your goals, you’ll be ready to thrive—no matter what comes your way.

Cheers to a year of financial empowerment, peace of mind, and progress. The ball might drop, but your financial confidence doesn’t have to. Let’s make 2025 your best year yet! If you need some help getting your health, wealth and happiness on track, check out my HappiHer, HealthiHer, WealthiHer Journal & Planner at: www.HHWJournal.com.

If you need some guidance, reach out to lynnt@herretirement.com. She can help you Get Her Done!