A Better Financial Advisor Experience In Naples, FL

At Wagon Wheel Financial, we simplify retirement with clear, tax-smart strategies and personalized plans to grow and protect your wealth.

Unlike most firms that overlook tax planning, we make it a cornerstone of your retirement plan, ensuring you keep more of your hard-earned money. Enjoy life on your terms with confidence.

Have A Financial Advisor Call Me

Too busy to chat now, but want a fiduciary advisor to give you a call? Complete this form and we'll reach out to you!

By checking this box, I consent to receive transactional TEXT messages related to my account, including appointment reminders, orders, or services I have requested. I also consent to receive occasional promotional message with product updates and/or special offers. Message frequency may vary. Message & Data rates may apply. You can reply STOP at any time to opt-out.

Listen to a message from our founder, Aaron Tuttle, CPFA®

No Matter Where You Are in Your Retirement Journey, We’re Here to Guide You

At Wagon Wheel Financial, we specialize in helping you make the most of what you’ve worked so hard to build. Whether you’re preparing for retirement or already enjoying it, our team partners with you to create a personalized plan designed to grow and protect your wealth. With expertise in tax-smart strategies, investment management, and estate planning, we’ll help you keep more of your hard-earned dollars and enjoy the peace of mind you deserve.

a laptop computer sitting on top of a wooden desk

Estate Planning That Protects More Than Assets

At Wagon Wheel Financial, we believe estate planning isn’t just about having a will or trust—it’s about safeguarding your legacy and protecting your loved ones from costly mistakes. One overlooked detail, like how you designate beneficiaries, can mean the difference between passing on your wealth efficiently or leaving behind a tax burden that drains hundreds of thousands of dollars from your estate. That’s why we take a personalized, tax-smart approach, helping you structure your estate plan in a way that minimizes taxes and ensures your assets go exactly where you intend.

From optimizing retirement account distributions to aligning charitable giving with your financial goals, we help you navigate the complex rules that impact how your wealth is transferred. Whether you’re leaving assets to family, supporting causes you care about, or both, we’ll design a plan that avoids tax traps and maximizes what you leave behind. Don’t leave your legacy to chance—partner with us to create an estate plan that protects your family and preserves more of what you’ve built.

a laptop computer sitting on top of a wooden desk
A hand is placing a piece of wood into a pyramid
A hand is placing a piece of wood into a pyramid

Don’t Let Taxes Drain Your Retirement

Most advisors overlook one of the biggest threats to your wealth in retirement: taxes. At Wagon Wheel Financial, we take a proactive approach to tax planning that helps you keep more of what you’ve earned. By reviewing your tax returns and creating a lifetime tax reduction strategy, we uncover hidden opportunities to lower your tax burden—potentially saving you hundreds of thousands of dollars over the course of your retirement.

A Smarter, Tax-Efficient Strategy
From optimizing withdrawals across IRAs, Roth accounts, and investments to exploring Roth conversions and charitable giving strategies, we design tax-smart plans that align with your long-term goals. Retirement gives you more control over your income—don’t leave that opportunity untapped. Work with a fiduciary team that knows how to minimize taxes and maximize your financial security.

A desk with a keyboard and a monitor

Retirement Income Planning That Adapts to Your Life

Retirement isn’t just about reaching a number—it’s about turning what you’ve saved into a steady, reliable income stream that supports the life you want to live. At Wagon Wheel Financial, we help you create a personalized income strategy designed to make your money last, while staying flexible for life’s planned—and unplanned—moments. From Social Security timing to tax-efficient withdrawal strategies, we’ll guide you through each decision so you can retire with confidence and clarity.

Smarter Strategies for a Secure Future
We go beyond basic budgeting to address the complexities of retirement income planning. That includes balancing withdrawals from taxable, tax-deferred, and tax-free accounts, avoiding costly Required Minimum Distribution (RMD) mistakes, and planning for healthcare expenses like Medicare. Whether you want to travel, support loved ones, or simply enjoy peace of mind, our goal is to help you sustain your lifestyle without worrying about outliving your savings.

A desk with a keyboard and a monitor
black android smartphone on black textile
black android smartphone on black textile

Protect Your Wealth. Prepare the Next Generation.

Your legacy is more than just numbers on a balance sheet—it’s the values, security, and opportunities you leave for those you care about most. At Wagon Wheel Financial, we help you design a customized wealth transfer strategy that minimizes taxes, avoids costly legal pitfalls, and ensures your assets are distributed exactly as you intend. From trusts and gifting strategies to preparing heirs for the responsibilities of wealth, we take a proactive approach to help you preserve family harmony and maximize the impact of what you’ve built.

Whether you want to support loved ones, leave a charitable legacy, or do both, we’ll work closely with your estate planning attorney to coordinate every detail. Together, we’ll create a plan that protects your wealth today and prepares your family for tomorrow. Don’t leave these critical decisions to chance—start the conversation now to ensure your legacy reflects your vision.

black android smartphone on black textile

Safeguard What You’ve Built

When you’ve spent a lifetime building wealth, protecting it becomes just as important as growing it. At Wagon Wheel Financial, we help you identify and address the risks that could threaten your financial security—from market volatility to tax inefficiencies and unexpected life events. Our holistic approach includes assessing your portfolio for proper diversification, evaluating insurance needs, and creating tax-smart strategies to help you preserve what you’ve worked so hard to achieve.

As fiduciary advisors, we’re not here to sell products or push one-size-fits-all solutions. Instead, we act as your trusted partner, working to design a plan that adapts to your life and keeps your wealth secure for the years—and generations—ahead. Let’s create a strategy that gives you confidence and peace of mind, no matter what the future holds.

Whether you want to support loved ones, leave a charitable legacy, or do both, we’ll work closely with your estate planning attorney to coordinate every detail. Together, we’ll create a plan that protects your wealth today and prepares your family for tomorrow. Don’t leave these critical decisions to chance—start the conversation now to ensure your legacy reflects your vision.

black android smartphone on black textile

Frequently Asked Questions

Your Financial Questions Answered by Wagon Wheel Experts

What makes Wagon Wheel Financial different from other financial planners

We deliver a tailored, dynamic financial planning approach with a sharp focus on retirement. Our specialization ensures exceptional expertise in crafting strategies that secure your future. Most importantly, unlike many firms that neglect tax planning, we prioritize tax-smart strategies, empowering you to grow your wealth and keep more of your hard-earned money.

Can I get help with my current investment portfolio?

Yes, absolutely! At Wagon Wheel Financial, we specialize in uncovering blind spots in portfolios that many money managers miss. Our focus goes beyond just returns—we emphasize tax-smart strategies to ensure you keep more of your wealth, maximizing what matters most for your retirement.

I'm new to financial planning. How do you cater to beginners?

At Wagon Wheel Financial, we love guiding beginners through the financial planning process with clarity and care. We start by sitting down with you to understand your unique situation, goals, and concerns. Our approachable team answers your questions, simplifies complex concepts, and creates a clear, personalized roadmap—complete with tax-smart strategies—to help you move forward with confidence and ease.

How often will I meet with my financial advisor

At Wagon Wheel Financial, meeting frequency is tailored to your needs. Some clients prefer quarterly check-ins, while others opt for biannual reviews, often around tax season and year-end. We’re always proactive, reaching out with tax-smart strategies or key updates to keep you informed and on track

Are there any upfront costs or fees for your services?

We provide a free initial consultation, with clear, detailed fee outlines for subsequent services.

What should I bring to my first financial planning meeting?

To make the most of our initial discussion, please bring your recent tax returns, annuity statements, bank statements, investment account details, insurance policies, and a summary of your income and expenses. These documents help us create a personalized, tax-smart financial plan tailored to your retirement goals.

Let's Secure the Future You've Worked For!

Your wealth deserves more than a one-size-fits-all plan. At Wagon Wheel Financial, we help you protect, grow, and transfer what you’ve built—with strategies designed around your life, your family, and your goals. Take the first step toward a smarter, more secure financial future today.