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Legend Financial Partners We offer Financial Management, Estate and Retirement services, and 401 rollovers. Insure, Invest, Retire

McConnell Insurance
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Most people think about retirement in very binary terms.You either:keep workingorstop workingThis is the vision of retir...
06/02/2026

Most people think about retirement in very binary terms.

You either:

keep working
or

stop working

This is the vision of retirement that society continues to show us over and over. Gardening, walks on the beach, spending time with your grandchildren, golf/pickeball etc…. all good things, if they are want you want.

But in truth, this vision of retirement is outdated.

Especially for people who have spent decades building careers, businesses, expertise, routines, and identities around work.

Because once you move past the fantasy version of retirement, many people discover something very uncomfortable.

They don’t necessarily want to stop working (some of us, even love working ).
They want something to feel different.

Less pressure.
More freedom.
More meaning.
More control over their time.
More space for themselves.

That’s why one of the most important parts of the EDIT Method is Design.

Design is the intentional act of building. Putting pieces together that make a whole that is unique to you.

Because the question is no longer:

“Should I retire?”

The better question is:

“What kind of life do I actually want now?”

For some people (fewer than you think), the answer really is full retirement.

But for many others, the next chapter looks more like:

consulting

seasonal work

mentoring

volunteering

board work

passion projects

portfolio life

part-time work

entrepreneurship

The challenge is that many high achievers never pause long enough to intentionally design their next phase.

They react instead.

To burnout. Stress. Corporate politics. Exhaustion.

But reacting and designing are not the same thing.

🛠️Try This
Most people spend more time planning a vacation than they do designing the next 20 years of their lives.

Don’t confuse escape with clarity. The goal of this phase of the Edit Method, is to intentionally Design what comes next.

Using this template, start by thinking about what a perfect day might look like for you.


My Perfect Day Template
110KB ∙ PDF file
Download
Ask yourself:

What are your biorhythms and patterns? Are you a morning person or a night owl? How will this impact your daily schedule?

What are your non-negotiables? Things you just will not do without? Think about things like 8 hours of sleep, daily walks or workouts?

What daily, weekly, monthly commitments do you need to account for?

How might weekends look different than week days?

What plans do you already have in place for the coming weeks/months/year

How much time do you have “free”?

How much of it do you want to fill?

What do you think you’d like to fill it with?

✂️The Final Edit
Design what comes next requires asking:

What do I want more of?

What do I want less of?

What pace fits me now?

What still matters?

What no longer does?

What kind of days do I actually want to live?

Because retirement is no longer simply about leaving work.

It’s about building a life that fits the person you are becoming now.

People spend decades fantasizing about freedom from work.No meetings.No deadlines.No email.No Sunday night dread.And for...
05/26/2026

People spend decades fantasizing about freedom from work.

No meetings.
No deadlines.
No email.
No Sunday night dread.

And for a while, retirement can feel exactly like you imagined. Relief. Freedom. Space to breathe again.

But eventually the trips end.
The house projects get finished.
The novelty wears off.

And then comes 10am on a random Tuesday.

No one needs anything from you.
No one is waiting for your opinion.
No calendar telling you where to go or who to be.

That’s the moment many people realize something surprising:

Work was doing a lot more than providing a paycheck.

There’s an old lyric that says:

“You don’t know what you’ve got till it’s gone.”

Most people think that applies to relationships.

It also applies to work.

Because work quietly fills spaces in our lives we rarely notice while we’re busy living them.

It gives us:

Structure

Identity

Purpose

Connection

And when those things disappear all at once, retirement can feel far more disorienting than people expect.

Not because retirement is bad.
But because transition is harder than most people prepare for.

The challenge is that many high achievers misdiagnose what they’re feeling long before retirement even happens.

They think:
“I want to retire.”

But often what they really mean is:

I’m exhausted.

I’m burned out.

I’m bored.

I’ve outgrown this version of my life.

I want more freedom.

I want more meaning.

I want to feel like myself again.

Retirement may be the answer.

But it is not the only answer.

For some people, the better path looks more like and “edit”:

consulting

part-time work

mentoring

portfolio life

a slower pace

starting something new

redesigning work instead of eliminating it entirely

That’s why I think the question is no longer:

“When can I retire?” or “Am I ready to retire?”

It’s:

“What is important to me now?” or “How do I want to spend my time now?

Because if you don’t understand what work has been providing emotionally and psychologically, it’s very easy to remove the job… and still feel stuck.

This is the reason I created the EDIT Method.

Not as a retirement plan. But as a way of thinking more intentionally about transition - to whatever is next.

The definition of EDIT that I like to use is the act of making modifications.

“Editing is about making intentional changes - keeping what still works or feels right, getting rid of what doesn’t or is holding you back and moving forward towards the next version of you”.

For the next few weeks, we will take a look at each step in the EDIT Method and how you can use it to figure our and move forward in your transition to whatever is next.

We start with “E”.

Evaluate
One of the biggest mistakes I see high achievers make is that they misinterpret being tired or exhausted for being “done” and ready to leave.

The tricky part, is that they can feel identical, but they have very different outcomes. Being tired can be fixed with rest. Being ready for something else can’t.

Understanding what you are feeling and why is critical to making solid choices going forward and the best way to avoid making a choice based on exhaustion, is to know the difference.

🛠️Try This
You can start by taking the readiness assessment below to help you pinpoint where you are and why you might “off”.

Another day of learning and discussion on new social security, financial and estate planning to better serve our communi...
05/22/2026

Another day of learning and discussion on new social security, financial and estate planning to better serve our community

05/20/2026
Landed in Florida getting ready for training with some of the top Finacial advisors in the country. I will be learning h...
05/20/2026

Landed in Florida getting ready for training with some of the top Finacial advisors in the country. I will be learning how to better serve our clients and community. I am very thankful for this opportunity.

You’ve found something.It’s interesting. It works… on paper.But it doesn’t feel like enough.Not big enough.Not meaningfu...
05/19/2026

You’ve found something.

It’s interesting. It works… on paper.
But it doesn’t feel like enough.

Not big enough.
Not meaningful enough.
Not worthy of replacing what you had before.

So you hesitate.

You question it. You keep looking for “the thing” that will make it all make sense.

That’s the mistake.

You’re probably not going to replace your 30 year career with one thing. And why would you want to?

You have a unique opportunity at this moment - you don’t have to do one thing. you can build a build a portfolio.

What’s actually happening
For 30+ years, your life was structured around one primary role:

one title

one source of income

one place to focus your time

one clear identity

That model worked then.

It doesn’t work now.

Trying to find a single replacement is what makes this phase feel disappointing.

Of course it doesn’t measure up.

Nothing will.

Stop looking for “the next big thing.”

That mindset keeps you stuck in comparison.

Not sure what phase your in? Find out by taking the quiz here.

What Phase Are You In?

🛠️Try This
1. Build a simple portfolio (3 buckets max)
Think in categories, not roles:

Income
(consulting, part-time work, board roles)

Interest
(things you enjoy, want to learn, or explore)

Impact
(mentoring, volunteering, giving back)

You don’t need all three fully defined.
You just need something in each.

2. Map your current week
Where is your time actually going?

Too much in one bucket?

Nothing in another?

That imbalance is usually the issue.

3. Make one adjustment
Not a full redesign.

Just:

add one thing

remove one thing

or rebalance time

Read This
“Working Identity” – Herminia Ibarra
Less about retirement, more about how professionals evolve their identity through multiple experiments and roles.

The Final Edit
You’re not building a replacement.

You’re building a mix.

And the mix is what makes it work.You’ve found something.
It works. It’s interesting.

But it doesn’t feel like enough.

Not exciting enough.
Not meaningful enough.
Not certain enough.

So you hesitate.
You question it.
You keep looking.

You’re not off track.
You’re in The New Beginning.

And this is where people quietly walk away from things that could have worked.

Not because they were wrong.
But because they didn’t feel big enough—yet.

🛠️Try This
Commit to it for 90 days.
Add structure.
Keep it small.

05/14/2026

Key takeaways
Try to save enough in your 401(k) or other workplace retirement account to capture the full amount of any employer match.
Employee stock purchase plans (ESPPs) often come with features that function similarly to an employer match, but can be an overlooked part of workplace benefits.
HSAs, FSAs, rewards credit cards, and tax deductions are some other valuable sources of potential savings.
When it comes to building wealth, some of the best opportunities aren’t about earning more—they’re about not leaving money on the table.

There may be no such thing as truly free money in this world, but some financial opportunities could be close. Whether it’s an employer benefit you didn’t realize you were missing, or a tax credit you didn’t know you qualified for, these benefits can add up.

Here are 7 ways to make the most of money that may already be within your reach.

1. Health savings accounts (HSAs)
HSAs come with a triple tax advantage: You can contribute pre-tax dollars, pay no taxes on earnings, and withdraw the money tax-free now or in retirement to pay for qualified medical expenses. That means if you pay qualified medical costs out of an HSA, the money you take out is tax-free.1

Because an HSA is one of the most tax-efficient savings options currently available, you may want to consider contributing the maximum allowed and paying for current health care expenses from other sources of personal savings. If you really want the power of HSA compounding to work for you, don't tap into it unless necessary, and consider investing it for long-term growth potential.

One key to being able to use an HSA is that you must be enrolled in an HSA-eligible health plan at work or in the private and public marketplaces. If you are, then you should consider if it makes sense to contribute to an HSA.

Learn more about HSA annual contribution limits and eligibility rules, and about 5 ways HSAs can help with retirement.

2. Flexible spending accounts (FSAs)
FSAs let you set aside pre-tax dollars to pay for qualified medical and dependent care expenses. While they don’t offer the same long-term potential benefits as HSAs, they can still help you save on taxes.

One key difference is that FSAs are generally “use it or lose it,” meaning you need to spend the funds within the plan year (though some plans offer a short grace period or allow a small carryover). Another key difference is eligibility: Whether you can enroll in an HSA depends on your health insurance. Whether you can enroll in an FSA depends on your employer, and whether they offer it as a benefit.

Note that while you can’t contribute to an HSA and a health care FSA in the same year, you can contribute to an HSA and a dependent care FSA and limited purpose FSA in the same year. Learn more about HSAs vs. FSAs.

3. Your 401(k) match
If your employer offers a 401(k) match, it may be one of the most powerful ways to boost your retirement savings—essentially free money added to your account. This money is intended to help encourage you to keep saving, but it’s really also part of your compensation.

However, many employees miss out on some or all of this compensation, by not contributing enough themselves to capture the full match. How much you have to save to capture the full match depends on the matching formula your employer follows.

For example, suppose an employer uses this formula: They match dollar-for-dollar until you've contributed 3% of your salary. Then they match 50 cents of every dollar up to another 2% of your salary. In that case, you would need to contribute a minimum of 5% of your salary yourself in order to get the full match.

Ideally, Fidelity suggests trying to save 15% of your pre-tax income each year toward retirement (including any employer contributions). If that goal is out of reach, try to start by saving enough to capture the full amount of any match. If you’re not hitting that threshold, you’re leaving money on the table.

4. Employee stock purchase plans (ESPPs)
An ESPP is a plan that lets you buy your company’s stock on a set schedule with payroll deductions.

Even if investing in your company doesn’t rank high on your to-do list, it’s worth your while to research the terms of your plan, because ESPPs often come with features that function similarly to an employer match.

Specifically, many ESPPs allow employees to buy their company stock at a discount—often 15%—which means employees may earn a return even if they don’t hold their company stock for the long term. Another common feature is called a “lookback,” which lets employees purchase shares at the lower of the price at the beginning or end of the purchase period. Some plans offer a company match—either matching a portion of the dollars you contribute to your ESPP or matching a portion of the shares you purchase.

Many plans even offer more than one of these features, potentially compounding the benefits of participating.

Of course, there are tradeoffs and potential tax implications to understand before participating, and accumulating a lot of your employer’s stock can potentially leave you with too much in one investment, which can be riskier than investing in a diversified portfolio. So it’s important to do your research before you enroll. Learn more about what ESPPs are and how they work, plus how to evaluate if participating in your ESPP is worth it.

5. Tax credits
Tax credits are generally more beneficial than tax deductions because they directly reduce your tax liability dollar for dollar, while deductions only reduce your taxable income. Common examples include the Child Tax Credit, the Child and Dependent Care Credit, the Saver’s Credit (for low- to moderate-income retirement savers), and the American Opportunity Tax Credit.

Many people miss out on credits simply because they don’t know they qualify. It’s worth reviewing your eligibility each year—especially if your income, family size, or employment situation has changed. With recent tax law changes, it may be particularly important for taxpayers to double check what they may be entitled to.

6. Other workplace benefits
Beyond retirement and health accounts, many employers offer additional benefits—such as freebies or reimbursements—that could put more dollars into your wallet. These might include commuter benefits, tuition reimbursement, gym benefits, or help with paying off student loans.

Even if you haven’t changed jobs, consider re-reviewing your full benefits package every year during annual enrollment, or even a few times a year. Your employer could have changed or added new benefits since the last time you checked. Or your routines and needs might have changed—meaning some benefits that previously weren’t relevant to you now are.

Find out about 4 ways employer benefits can help you save money.

7. Rewards credit cards
Used wisely, rewards credit cards can turn your everyday spending into cash back, travel points, or other perks and freebies. The key is to choose the right card that matches your spending habits and the types of perks and rewards you’d like.

To maximize the benefits you get out your rewards card, you’ll want to understand how you accumulate rewards, what types of spending can earn you bonus rewards, and how you can redeem your rewards for cash back, travel expenses, or other benefits. And of course, you’ll want to pay off your balance in full each month and be aware of any fees. Otherwise, interest and other charges can quickly outweigh the benefits.

You’re doing all the right things.Exploring options. Having conversations. Trying new things.And yet… nothing is really ...
05/12/2026

You’re doing all the right things.
Exploring options. Having conversations. Trying new things.

And yet… nothing is really clicking.

So you start to question your judgment.

If you were doing this right, something would feel clearer by now.

That’s the trap.

You’re not doing it wrong.
You’re in The Messy Middle.

This phase is supposed to feel unclear.
It’s where you collect data by trying things—not thinking.

Most people in this phase are trying to answer:

“What should I do next with my life?”

That question is too big - it can overwhelm you.

Instead ask, “What’s worth doing again next week?”

That’s answerable.

You don’t need clarity.

You need better data.

Not sure which phase your in? Find out by taking the quiz here.

Are You In The Messy Middle?

🛠️Try This
Step 1: Pick 3 Things (Max)
Not 10. Not “everything you’re considering.”

Just 2–3 things you’re currently exploring.

Examples:

advisory work

volunteering

starting something of your own

part-time role

creative pursuit

If you can’t narrow it down, that’s the problem.

Step 2: Define a Small Experiment
For each one, answer:

What does this look like for the next 2 weeks?

How many hours will I spend on it?

Keep it small:

2–5 hours per week

Clear start and stop

This is not a commitment.
It’s a test.

Step 3: Track Two Things Only
After each time you do it, write down:

1. Energy (1–5)
Did this give me energy or drain me?

2. Evidence
What did I learn about myself doing this?

Not:

Was I good at it

Did it “work”

Just:

Did I want to do it again?

Step 4: End of 2 Weeks — Decide
For each experiment:

Continue

Modify

Drop

No overthinking.

If it’s a “maybe,” it’s usually a modify or drop.

📚Read This
Designing Your Life Bill Burnett and Dave Evans

How design thinking can help us create a life that is both meaningful and fulfilling, regardless of who or where we are, what we do or have done for a living, or how young or old we are. The same design thinking responsible for amazing technology, products, and spaces can be used to design and build your career and your life, a life of fulfillment and joy, constantly creative and productive, one that always holds the possibility of surprise.

05/06/2026

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West Frankfort, IL
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