For Solopreneurs With $50k+ Tax Bill

Apply Below to Work With Us

Once you apply, you'll be able to schedule a call

Free Tax Strategy Intro Call

Note: This is for business owners paying $50k or MORE in taxes. If you do not meet that criteria, we unfortunately won't be able to help you.

Click here to select

$50,818.

That’s how much Steve saved in taxes after working with us.

He was a high-earning solopreneur, doing everything right—at least he thought so.

His client wanted to move him to a W2, and it sounded like a great deal. But after a deep dive, we showed him how keeping everything under his LLC and restructuring his setup could save him over $50,818 in just one year.

That’s the power of proactive tax planning.

No cookie-cutter tactics. No fluff. Just strategic, legal tax savings.

Steve W. went from owing -$38,000 to getting a $32,000 refund.

If you’re scaling fast but still getting slammed with tax bills… it’s not your fault.

You just haven’t been shown what’s possible yet.

Let’s fix that.

Steve W. went from owing -$38,000 to getting a $32,000 refund.

Meet The Team

Daniel Sleep, CPA

Founder of Oakenshield

Camilo Rojas

Senior Tax Advisor

Jessica Romero

Account Manager

Mary Lagman

Senior Bookkeeper

Samuel Beck

Business Development

Schedule a Free Tax Strategy Call Today

The results speak for themselves...

Steve W.

Saved over $50k his first year working with us and gained financial clarity in his business.

Shirley G.

Saves $95,000 annually from her tax plan with our team.

Paul F.

Saves over $59,000 annually in taxes from his plan with Oakenshield Tax Advisors.

Questions?

We’ve Got Answers.

Why do I need a Tax Strategist?

If you're making over $175k and own a business, it's almost certain you are overpaying in taxes. While tax preparation focuses on "reactive" compliance, our services emphasize proactive strategy and planning, helping you save tens, if not hundreds of thousands in taxes, freeing up cash to do more of what drives you.

What does working with Oakenshield Tax Advisors look like?

We start with a free discovery call to understand your unique needs. If it's a good fit, we'll do an in-depth Tax Savings Analysis ($1997) where we'll look through your past 2-3 tax returns, YTD financials and you'll meet with our expert Tax Advisors. From there, you'll receive a personalized proposal to begin implementing tax saving strategies with us throughout the tax year.

What is the 3X ROI guarantee?

We’re confident in our process and our promise. If we can’t find over $35,000 in potential savings (a 3X ROI) on your FIRST analysis call, then we’ll refund you 100% of your investment.

What makes Oakenshield Tax Advisors different from others?

At Oakenshield, we're proactive, personal and offer a hands-on approach to ensure you get the tax savings you're after. We even offer a 3X ROI guarantee to give you peace of mind and confidence that you'll save big.

We have a simple 7-Step Tax Precision Processwith a no-BS client dashboard to ensure you see the numbers and know what to expect and what to do next.

We're your strategic partner and are as invested in your financial success as you are.

FAQ image

Copyright ©2025 Oakenshield Tax Advisors

All Rights Reserved

2300 Killearn Center Blvd

Tallahassee, FL 32309

United States of America

Privacy Policy | Terms