Tax Planning & Strategy Services
Proactive tax strategy that keeps more money in your business. We plan quarterly, coordinate your CPA, and implement the operational side of every tax decision.
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Circular 230
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Compliance
Tax Savings Opportunities
Multi-State Nexus Reviews
Wayfair sales threshold compliance
QSBS Strategy Planning
Founder capital gains exclusions
ETR Forecast Modeling
Quarterly liability projection analysis
Recognized by the best
Our Featured Clients
Here are some of the clients we have empowered to forge ahead with confidence
Nancy - Vintage Charm
"We can't speak highly enough about Frak Finance. Their customized CFO services
have transformed the way we manage our retail business. Their team took the time to understand our industry, challenges, and goals, allowing them to provide tailored financial strategies that have significantly improved our profitability. Their insightful analysis of our financial data has given us a competitive edge, and their responsiveness to our needs has made them an integral part of our strategic planning. Working with Tom has been a game-changer for our business."
Mark Oden - BIM Designs
"Frak Finance has worked with BIM Designs, Inc. from June 2022... as a Fractional CFO.
During this time, Tom brought his extensive financial and people management expertise to support rebuilding our finance organization from the ground up while the firm transitioned out of a startup mindset and into a mature organization. Tom would excel in an organization where leaders hold themselves accountable and own true to their commitments, needs are explored and clearly stated, and collaboration is considered paramount."
Dhruv Singh - Aktivate
“I recommend Frak Finance for any early-stage, high-growth company that needs a smart,
reliable team who has done it before and can get things done well and quickly, all with a smile on their face. Tom sees the big picture as a founder/investor himself. He can also understand the details quickly as a prior operator. I personally threw Tom in the deep end to build our financial model prior to our 10MM+ raise with little guidance on the eve of a holiday weekend (it was a pre-emptive opportunity). Tom delivered in the face of this aggressive deadline with a smile on his face.”
Jeff August - August Medical
“What Frak Finance has really done for me is give me time back to spend with my family
and clarity around how my business is really performing. They cleaned up our books, built a proper chart of accounts, and completely changed the conversation with my accountant by providing structured, reliable books. Even when things feel messy on my end, I know the financial foundation is solid — and that’s been huge.”
Adam Elias - WhirlyBall
“I needed a solution that was cost effective but high quality and high caliber.
So that's where Frack comes into mind because... Level of attention and care and transparency. They take care of what your needs are and they tailor it exactly to what your business requires. You're not just hiring Frack, you're hiring an entire team of experts and you're not just getting this one individual on your team, you're getting our entire network."
Get Ahead Of The Bill
Tax Strategy That Keeps More Money Working for You
Turn tax strategy into a coordinated financial advantage. At Frak Finance, we coordinate quarterly planning, entity structure reviews, compensation optimization, and cash flow decisions to ensure every tax move aligns with your operations, financial goals, and long-term growth strategy.
Quarterly Tax Planning
Founder Tax Optimization
Building Your Tax Team
The Strategic Layer Between Your CPA and Your Business Operations
Proactive tax planning puts money back in your business and removes the stress of year-end surprises.
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Lower tax exposure through entity structure optimization strategies
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Improved deduction utilization across depreciation and research credit planning
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Compliant tax positioning aligned with evolving IRS regulatory standards
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Greater cash predictability using integrated effective tax rate forecasting
Your Business Tax Planning That Looks Ahead, Not Backward
Proactive tax planning puts money back in your business and removes the stress of year-end surprises
Review Your Tax Position and Advisory Team
We start by understanding your current tax situation — entity structure, compensation setup, existing deductions, CPA relationship, and wealth management strategy. We identify the areas where proactive planning will have the greatest impact: quarterly estimates, compensation optimization, depreciation strategies, and advisor coordination. If your CPA and wealth manager aren’t already communicating, we facilitate the introduction and set the cadence.
Build Your Tax Planning Cadence
We establish a quarterly review rhythm that aligns your tax strategy with actual business performance. Every quarter, we assess year-to-date financials, project your full-year tax liability, adjust estimated payments, and model the impact of any upcoming decisions, capital purchases, hiring, entity changes, distributions. Your CPA receives updated financials and planning notes on their timeline, not in a year-end rush.
Optimize Compensation and Entity Structure
We model the founder compensation structure that minimizes your tax exposure while keeping you compliant, salary, distributions, retirement contributions, and payroll tax elections. If your entity structure needs a review, we coordinate the analysis with your CPA and legal counsel. Every change is implemented inside your books and payroll system so the strategy is operational, not theoretical.
Coordinate, Implement, & Support Year-Round
Tax planning is ongoing. We maintain coordination with your CPA and wealth manager throughout the year, implement depreciation schedules and write-off strategies inside your accounting system, and ensure that when filing season arrives, everything is organized, reconciled, and ready. The goal is a CPA who opens your books and has no questions — because the planning happened proactively all year long.
Business Tax Planning Services
Built Around Profit, Payroll, Purchases, and Growth
Tax Planning and Advisory Services for Decisions That Need More Than Filing Support. Here’s What The Strategy Puts In Front Of You.
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Multi-Year Tax Plan
The strategy written across the next several years, each move sequenced and tied to a number.
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Opportunity Map
The timing, credit, and deferral levers available to the business, sized and put in priority order.
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Structure Review
Entity and owner compensation checked against the business, with the changes worth making named.
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CPA Coordination Plan
The handoff to your tax preparer. What they file, what we plan, how the two stay in sync all year.
Case Studies
Our Featured Projects
Real tax planning outcomes from real engagements. Here’s what proactive strategy makes possible.
INDUSTRIES WE SERVE
Partnering with Businesses Across Every Sector
Different industries create different tax opportunities. Our strategy changes according to your business model.
Tax Planning and Advisory Services Built Around Real Financial Decisions
About Frak Finance
We’re Operators Turned CFOs Who Get What You’re Building
With over 20 years of experience, we’re the CFOs who’ve actually built, scaled, bought & sold businesses. Now we guide yours.
We are Always Dedicated to our Work
Are Leading Consultants that you can Trust
“Build your professional team and let them talk. When your CPA, wealth manager, and CFO are aligned, you keep more of what you earn.”
— Tom Dillon, CFA
Founder, Frak Finance
Serving founder-led SMBs
Tax Planning Connected to Everything Else
When Frak handles the tax planning, it’s already connected to every adjacent discipline in your financial infrastructure.
Entity & Structure
Whether the entity set years ago still fits the business today. The structure gets checked against the size, income, and direction now.
Owner Compensation
How the owner takes money out of the business. Salary, distributions, and the balance between them, reviewed against the current picture.
Timing & Credits
When income and expenses land, what gets accelerated or deferred, and the credits the business qualifies for but hasn't claimed.
Transaction & Exit
sale, raise, or recap on the horizon, where structure decides what the owner keeps. The planning happens before the deal, not after.
Scaling, Acquiring, or Preparing to Sell? Let’s Talk.
Run Your Business on Numbers You Can Trust.
Looking to have a real conversation about your numbers? Book a call today to discuss the gaps standing between you and your goals.
A Strategy Call With Senior Leadership
Honest Read Of Where You Stand Financially
Clear Next Steps, Scoped To Your Situation
Call Us Support 24/7: (312) 685-1627
Call Us Support 24/7: (312) 685-1627
View All Consulting Office Locations
View All Consulting Office Locations
Schedule a Free Consultation
Frequently Asked Questions
Common questions business owners ask before engaging a proactive tax planning service.
Does Frak Finance file my tax returns?
No. We provide proactive tax planning and strategy, the work that happens before your CPA files. We review your financials quarterly, model your tax liability, optimize your compensation structure, and coordinate with your CPA to ensure they receive clean, organized data on their timeline. Your CPA handles the filing. We handle the planning and implementation that makes their job easier and your liability lower.
How does Frak work with my existing CPA?
We work alongside your CPA, not instead of them. Every quarter, we deliver updated financials, estimated payment calculations, and planning notes. We facilitate coordination calls between your CPA, your wealth manager, and our team so everyone is aligned on entity decisions, compensation structure, and deduction timing. Most CPAs appreciate the partnership because it means cleaner data, fewer year-end surprises, and a more informed client.
What if I don’t have a CPA or wealth manager yet?
We can help you build that professional advisory team. Part of what Frak Finance does is connect clients with the right CPA and wealth management relationships for their stage and industry. Once those relationships are in place, we serve as the coordination layer that keeps everyone aligned. Building the team is one of the most valuable things we help our clients do.
What does tax planning pricing look like?
It depends on the complexity of your tax situation — entity structure, compensation setup, number of advisory relationships to coordinate, and the specific strategies being implemented. Some engagements are quarterly retainers; others are project-based around a specific event like an entity restructure or exit. We’ll scope it on the fit call. No rigid packages. No surprises.
Blogs & Insights
Tax strategy thinking for founders who want to keep more of what they earn.
23
Apr
Your Revenue Is Growing. So Why Are You Always Broke?
Revenue growth and cash flow are not the same thing. Stretched receivables, inventory bloat, and…
27
Mar
What Happens When You Don’t Plan Your Exit Until It’s Too Late
Owners who wait until they're "ready to sell" are already too late. Owner dependency, untransferable…
27
Mar
Quality of Earnings Report: Why Every SMB Buyer & Seller Needs One
The P&L tells you what was reported. The QoE tells you what the business actually…
27
Mar
Why Your CPA Can’t Help You Sell Your Business
Your CPA files clean returns. They don't normalize EBITDA, manage diligence, or prepare buyer-ready financials.…
27
Mar
The Financial Roadmap Every SMB Owner Should Be Following Right Now
A clean exit doesn't happen at the negotiation table. It happens in the five years…
— BUILT TO EXIT —
Monthly Finance Briefings to Grow, Acquire, or Exit Your Business
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Finance and accounting leadership for privately held businesses at every stage. Ready to see what the right financial partner changes? Get in touch with Frak Finance today.