Kelly Financial Planning

10/14/2026

The more I learn about AI, the more convinced I am that one of the biggest risks for organizations may be what we don’t know.

Boards have an important role to play. Not by becoming technology experts, but by asking good questions: Where are we using AI? What decisions is it helping us make? What are the risks? And do we have the right safeguards in place?

As with so many things in leadership, it starts with awareness and asking the right questions. Checkout the latest edition of Board Recruitment by BoardProspects.
https://links.boardprospects.com/board-recruitment-2026-fall

08/05/2026

Success isn't just about what you accomplish. It's also about what it costs you.

I recently had the opportunity to share part of my own leadership journey in this conversation with Sean Trace, EMBA on his Growing Money with Sean Trace show. For a season, I was achieving the kind of success many people strive for, but I was paying a price in my health, relationships, and overall well-being that simply wasn't sustainable.

I'm grateful for the opportunity to share what I learned and why I now believe that leading yourself well is truly the foundation for leading others well.

I hope that you will invest a few minutes in listening to the interview then joining us in the conversation. Have you ever had to redefine what success means to you?

I sat down with Mike Kelly, CFP®, founder of Kelly Financial Planni...

05/06/2026

The Leadership Habit That Prevents Burnout (And No One Talks About It)

Let me guess: You're working harder than ever. Making tough calls. Managing pressure from every direction. Leading through uncertainty with fewer resources.
And somewhere along the way, you stopped checking in with yourself.

I see this with executives and business owners constantly. They're so focused on putting out fires, hitting targets, and keeping teams together that they never pause to ask: "How am I actually doing? And is the way I'm leading sustainable?"

Here's what I learned the hard way: You can't lead others well long-term if you're not leading yourself well consistently.

Early in my career, I measured leadership by output: results, growth, outcomes. I was obsessed with leading others better.

But I kept hitting walls. Frustration. Exhaustion. Repeating the same mistakes.
The shift came when I started doing weekly self-assessments. Not annual reviews. Not when things fell apart. Weekly.

Three questions:
What actually worked this week - what gave me energy and momentum?
What didn't work - what drained me or created friction?
What needs to change - one specific thing I can adjust this week?

A client recently told me this simple practice saved him from burnout. Not because it reduced his workload, it didn't. But because it gave him clarity and control in the middle of chaos.

Right now, when everything feels urgent, self-assessment isn't indulgent. It's essential.

You can't improve what you won't examine.
You can't sustain what you won't monitor.
You can't lead effectively if you're running on empty.

Here's my challenge:
Think about last week. What's one thing that drained your energy or effectiveness? Not to beat yourself up but to do something different this week.

The best leaders aren't the ones who never struggle. They're the ones who pay attention, adjust, and keep moving forward intentionally.

Awareness → Adjustment → Sustainability.

What's one adjustment you're making this week to lead more effectively and sustainably?


Interested in a resource? Check this out.
https://kellyfinancialplanning.com/blog/why-self-assessment-is-essential-to-leadership-growth

04/29/2026

The money patterns you learned as a kid. Believe it or not, they're still running the show - especially during tough times.

When I was young, I'd occasionally go downtown to pay bills for my family. I didn't think much of it then, but looking back, those trips taught me about responsibility and planning ahead.

Here's what I've learned working with people over the years: Most of our money habits didn't start when we got our first job. They started way before that.

And when things get uncertain - layoffs in the news, economic pressure, unexpected changes - those old patterns come rushing back.

I recently worked with a couple who were both doing well financially but were stressed about money constantly. When we dug into it, both had grown up in homes where finances felt unstable. So they were saving like crazy… but not really enjoying any of it or planning for what they actually wanted.

Saving is smart. But saving out of fear instead of intention? That's different.

Right now, with everything happening in the economy, it's worth asking:
Are my financial decisions based on what's actually happening today… or what I learned to fear a long time ago?

Sometimes our protective instincts are exactly what we need. Other times, they hold us back from opportunities we can't see yet.

What's one money belief you picked up as a kid that still shows up in your life today?


Interested in a resource? Check this out.
https://kellyfinancialplanning.com/blog/from-old-patterns-to-new-possibilities-leading-and-living-beyond-past-conditioning

04/22/2026

What if your financial plan actually reflected what matters most?

In the latest from Kelly Financial Planning, Mike Kelly shares how to move beyond surface-level goals and focus on what truly drives fulfillment aligning your financial decisions with purpose.

You’ll also hear highlights from his keynote at the 45th Annual MLK Prayer Breakfast, centered on leadership, service, and making a meaningful impact.

And with tax season behind us, now is the time to refocus and realign your financial plan for 2026.

Read more:
👇

Leadership in Action: MLK Prayer Breakfast Keynote Mike recently had the honor of serving as keynote speaker at the 45th Annual MLK Prayer Breakfast in Asheville. His message centered on purpose-driven leadership, service, and the responsibility we each have to make a difference. Learn more and vie...

04/15/2026

You can be successful on paper or in the eyes of others and still feel way off track.

As a life planner, financial planner and executive coach, I’ve seen this often - strong careers, good income, solid savings - but something feels disconnected and just off.
It’s usually not a money issue. It’s often an alignment issue.

When your values, time, and financial decisions are working together, things start to click. When they’re not, no amount of income or wealth fixes it.

Where in your life do things feel out of alignment right now?

If you’re feeling stuck personally, professionally, or financially, start here:
Write down your top 5 priorities and prioritize them based on their importance to you.

Then, take a few minutes to compare them to:

• How you spend your time
• How you spend your money

I recently walked through this with a client approaching retirement, who assumed that he was aligned. He wasn’t.

His top priority was family. But his calendar and spending told a different story.
That gap explained his frustration more than anything else.

Clarity reveals misalignment. And once you see it, you can do something about it.

Have you ever done this exercise? If not, based on my experience, you’ll benefit from taking a few minutes to complete it.


Checkout this resource:
https://kellyfinancialplanning.com/blog/living-on-purpose-aligning-what-matters-most

04/08/2026

As a former corporate executive with a couple of large organizations and now an entrepreneur, I have come to realize that most of us don't struggle with effort. We struggle with clarity.

When we’re clear on what matters most to us, decisions get simpler. Your calendar reflects your priorities. Your life and financial plans start to feel like tools and not a burden.

Without that clarity, it’s easy to stay busy and still feel stuck and stressed out.

Clarity creates confidence. And confidence drives better decisions at work, at home and in all areas of life.

What’s one priority in your life right now that deserves more clarity?

If you’re feeling stuck, try this simple exercise:

Write down your top 5 priorities and afterwards, rank them from 1 (most important) to 5. Then compare them to how you spend your time and money.

The gap between the two is where most frustration lives.


Check out this resource:
https://kellyfinancialplanning.com/blog/clarifying-essential-life-priorities

03/20/2026

At Kelly Financial Planning, our work goes beyond financial strategies—it’s about making a meaningful impact in the communities we serve.

In our latest newsletter, we’re proud to introduce a new Community Page on our website, highlighting the organizations and initiatives that matter to us—from Rotary International to the Martin Luther King, Jr. Association of Asheville and Buncombe County, and other efforts focused on leadership, education, and opportunity.

We’re also sharing timely insight on a topic many investors are thinking about right now: why staying invested matters. A perspective from the American Association of Individual Investors reinforces how discipline through market uncertainty has historically rewarded long-term investors.

Take a few minutes to explore both:
https://kellyfinancialplanning.com/community/community-involvement

https://mailchi.mp/kellyfinancialplanning/feb2026newsletter-17240345

02/13/2026

Our latest Kelly Financial Planning, LLC monthly newsletter is now available.
🔗 https://mailchi.mp/kellyfinancialplanning/feb2026newsletter-17239291

In this issue, I share a few reflections on leading well — at work, at home, and in our communities — including lessons from speaking at the 45th Annual MLK Prayer Breakfast in Asheville and serving with leaders from around the world at Rotary’s International Assembly in Orlando.

If you’re committed to living and leading with intention, I think you’ll find it worthwhile. Take a look and if it resonates, feel free to subscribe.

12/10/2025

What if your financial plan actually reflected what matters most to you?

Our latest article, “Living on Purpose,” explores how aligning your values, priorities, and money decisions can transform your life.

If you’re ready to rethink success and live with greater intention, this is a quick, powerful read.
➡️ https://kellyfinancialplanning.com/blog/living-on-purpose-aligning-what-matters-most