Tax Advisory
Proactive Tax Advisory for Profitable Business Owners
If your CPA only talks to you at filing time, Level helps you plan before the year is over — coordinating your business, personal tax picture, bookkeeping, cash flow, and entity structure so you keep more of what you earn.
Year-round
Quarterly planning, not a filing-season scramble
One relationship
Business + personal planning coordinated
No surprises
Know what you owe before year-end
Defensible
Practical strategies, not risky gimmicks
The Problem
Reactive tax advice costs business owners money
Most business owners don't need another last-minute tax meeting in March. They need a year-round plan that connects the books, the business entity, owner compensation, retirement options, real estate decisions, and personal tax exposure.
“My CPA only talks to me after the year is over.”
“I’m making money but getting crushed on taxes.”
“I don’t know what I’ll owe until it’s too late.”
“My books, payroll, entity structure, and personal tax plan aren’t coordinated.”
“I want legal, practical tax strategies, not risky gimmicks.”
“I need someone who understands both my business and my personal financial picture.”
Who This Is For
Built for profitable, owner-operated businesses
Best fit is usually business owners with $500K+ in annual revenue or meaningful taxable income — up to middle-market companies with more complex planning needs.
Profitable service businesses
Contractors
Construction companies
Medical and dental practices
Clinics
Property managers
Landscapers
Cleaning companies
Field service businesses
Other owner-operated companies with meaningful taxable income
The Toolkit
Tax Strategies We Help Evaluate
Not every strategy fits every owner. Whether a strategy applies depends on your facts, entity, income, and documentation — which is exactly what we work through together.
Short-Term Rental + Bonus Depreciation
For owners with qualifying real estate activity, short-term rentals paired with depreciation strategy may create accelerated deductions. The details around material participation, property use, and documentation matter — so it has to fit your facts.
Cost Segregation
For commercial buildings, rental properties, and certain real estate, cost segregation may accelerate depreciation by identifying components that qualify for shorter recovery periods.
Augusta Rule
Owners may be able to rent their personal residence to their business for qualified meetings or events — potentially a deductible business expense and tax-free rental income, within IRS limits.
Accountable Plans
Reimburse legitimate business expenses properly through a formal plan, instead of treating them casually or missing them entirely.
S-Corp Salary & Distribution Planning
Review reasonable compensation, payroll, and owner distributions to avoid both overpaying and under-documenting — two of the most common and costly mistakes.
Retirement Plan Design
Choose the right retirement vehicle for your income, entity type, employee count, and cash flow — so contributions actually fit the business.
Solo 401(k), Safe Harbor, Cash Balance & Defined Benefit Plans
Where appropriate, higher-contribution plans may let profitable owners shelter significantly more than a standard 401(k) — based on income and headcount.
Roth IRA, Backdoor Roth & Mega Backdoor Roth
Roth, Backdoor Roth, and Mega Backdoor Roth planning where available — coordinated with your income and plan design rather than treated as an afterthought.
Self-Directed IRA Considerations
For qualified investors, self-directed IRA structures may open alternative investment options, but they require careful compliance around prohibited transactions and related-party rules.
Entity Structure Review
Review whether your current LLC, S-Corp, partnership, or C-Corp still fits your income, growth plans, and exit goals.
Real Estate & Depreciation Planning
Coordinate property purchases, improvements, and depreciation timing with the rest of your tax picture so real estate decisions work in your favor.
Cash Management & Estimated Tax Planning
Plan estimated payments, distribution timing, and idle-cash decisions so you aren’t surprised by a bill — or leaving interest on the table.
Year-End Planning Before It’s Too Late
Quarterly planning instead of once-a-year cleanup, so strategy is implemented while there is still time to act on it.
Why Level
Sophisticated enough for complex planning, practical enough for everyday decisions
Tax planning works better when the advisor actually understands the business — the books, the payroll, the owner's comp, and the cash flow behind every decision. That's the lens we bring.
- ✓Experience across business tax, personal tax planning, bookkeeping, cash flow, and fractional CFO work
- ✓Experience supporting complex family office and high-net-worth planning environments with approximately $1.5B in combined assets
- ✓Experience with international relocation and cross-border planning considerations
- ✓Practical enough to help with everyday planning like 401(k), Roth IRA, owner compensation, and cash management
- ✓Sophisticated enough to coordinate more complex entity, real estate, and high-net-worth planning situations
Partner Ecosystem
Level is supported by a broader partner ecosystem, including Overline for operational and business development systems and FreeCostSeg for cost segregation and real estate tax strategy support.
How It Works
A plan that stays current all year
Review, identify, implement, and monitor — so strategy is in place before deadlines, not discovered after them.
Review
Entity structure, books, prior tax returns, payroll, owner goals, and cash flow — so we understand where you actually stand.
Identify
Missed opportunities and planning strategies that genuinely fit your business and personal situation.
Implement
Coordinate bookkeeping, documentation, payroll, retirement plans, real estate strategy, and tax planning so it actually happens.
Monitor
Revisit throughout the year so planning happens before deadlines, not after them.
Usually a monthly relationship
Tax planning works best when we can see the books, cash flow, and business decisions throughout the year — not just at filing time. So engagements are usually monthly. More complex businesses can layer in fractional CFO support when they want deeper financial leadership alongside the tax plan.
See If You Qualify
Is this a fit?
Proactive tax advisory isn't right for everyone. Here's a quick gut check.
This is a fit if…
- ✓You own a profitable business
- ✓You are paying meaningful taxes
- ✓Your CPA is mostly reactive
- ✓You want planning before year-end
- ✓You are willing to keep clean books and document strategies properly
- ✓You want practical, defensible tax planning
This is probably not a fit if…
- —You only have W-2 income
- —You are looking for a one-time loophole
- —Your business is not profitable
- —You are unwilling to share books or coordinate planning
- —You want aggressive tax shelter tactics
Don't wait until tax season to find out what you owe.
Build a plan before year-end — coordinated across your business, books, cash flow, and personal return.
Frequently asked questions
Do you replace my CPA?
Not necessarily. Many owners keep their existing CPA for compliance and filing while Level acts as the proactive planning layer that's missing the rest of the year. Where it makes sense, we can also coordinate filings directly. The goal is year-round strategy, not just a return.
Can you work with my existing CPA?
Yes. We regularly coordinate with a client's existing CPA — sharing the plan, the supporting documentation, and the bookkeeping so everyone is working from the same numbers and your filings reflect the strategy.
Do you only help real estate investors?
No. Real estate strategies like cost segregation come up often, but most of our work is with profitable operating businesses — service companies, contractors, medical and dental practices, property managers, and similar owner-operated companies.
What types of businesses are the best fit?
Profitable, owner-operated businesses with meaningful taxable income — usually $500K+ in annual revenue, up to middle-market companies with more complex planning needs. Stable, cash-flow businesses where the owner wants planning coordinated across the business and their personal return.
Do you guarantee tax savings?
No. Tax outcomes depend on each owner's facts, entity structure, income, documentation, and applicable law. We focus on identifying practical, defensible strategies and implementing them properly — not on promising a specific number.
Why is this monthly instead of one-time?
Tax planning works best when we can see the books, cash flow, and business decisions throughout the year and act while there's still time. A one-time plan goes stale the moment income or circumstances change. A monthly relationship keeps the strategy implemented and current.
What information do you need to get started?
Typically your last year or two of business and personal tax returns, your entity documents, access to your books (or QuickBooks), payroll details, and a sense of your goals. We start with a call to understand your situation, then tell you exactly what we'd need to build the plan.
Tax strategies depend on each owner's facts, entity structure, income, documentation, and applicable law. Level does not guarantee specific tax savings. Planning recommendations should be reviewed with the appropriate tax and legal professionals before implementation.
Book a tax strategy call
Tell us about your business and we'll show you where proactive planning could change your tax picture before year-end. Free audit included.
No commitment. Real numbers, not generic advice.