Tax Planning
Strategy-first
Personalized Tax Planning for High-Income Professionals
Most people think of taxes once a year, but for high earners with complex finances, tax planning isn’t a filing task. It’s a year-round strategy. At Prolific, we help professionals proactively mitigate their tax exposure (across income, investments, estate), maximize deductions, and create a roadmap that supports long-term financial growth — not just compliance.
Whether you’re earning income from multiple employers, from your own business, or a combination of W-2 and 1099 work, we help you take control of the numbers before they control you.
A smarter approach to your taxes
Why Tax Planning Matters
For many professionals, taxes are a reactive experience; a rush in March, a surprise in April, and then forgotten until next year. But that approach leaves real money on the table.
Tax planning is different. It’s the process of intentionally structuring your income, deductions, and financial decisions throughout the year so you’re not just compliant, but efficient.
Planning vs. Preparation
Tax preparation is historical. It records what happened.
Tax planning is strategic. It shapes what happens next.
Without a plan:
- You miss key deduction windows
- You risk overpaying or underpaying quarterly taxes
- You rely on guesswork during important decisions i.e. when to invest, contribute to retirement, or draw income
Built for Complexity
High-income professionals — including those running private practices or balancing multiple income streams — face tax decisions that can’t be solved with basic software or last-minute forms.
Our tax planning services give you:
- Forward-looking projections across the tax spectrum i.e. income, investment, estate, etc.
- Custom strategies tied to your income type and structure
- Coordination with your CPA (not replacement)
This is about clarity. Confidence. And keeping more of what you earn.
Who Benefits From Strategic Tax Planning
Designed for Professionals With More Than Just a Paycheck
Tax planning isn’t just for business owners or the ultra-wealthy. It’s for anyone whose income is layered, volatile, or consistently taxed at the highest rates.
Independent Professionals with 1099 Income
Whether you consult part-time, moonlight, or run a private practice, 1099 income comes with extra tax responsibility — and extra opportunities to reduce liability.
High-Earning W-2 Employees
If your compensation includes bonuses, equity, or deferred comp, proper timing and strategy can save thousands annually.
Physicians & Practice Owners
Specialists often have both W-2 and business income — plus malpractice insurance, retirement plans, and reimbursements to navigate. We help you keep the moving parts aligned and tax-smart.
Small Business Owners
From S-Corp elections to owner compensation planning, entity structure plays a major role in what you owe and when you owe it.
Anyone Nearing Retirement
We help evaluate when to trigger taxable events, how to structure withdrawals, and how to reduce the tax bite on your lifetime savings. Tax planning services aren’t about squeezing deductions. They’re about understanding how your income flows and putting the right strategies in place while there’s still time to act.
Keep more of what you earn
What Our Tax Planning Services Include
What’s Included in a Strategic Tax Plan
We don’t just review your return — we redesign how your income works, year-round.
Our tax planning service is built to align with your cash flow, income type, career stage, and long-term goals. Whether you’re navigating multiple income sources, planning for retirement, or trying to make the most of business deductions, every element of your plan is handled with the highest level of strategy and thought equity.
Entity Structure Review
Your business structure affects everything from tax brackets to liability to retirement options. We help evaluate or refine your setup whether you’re running a private practice, consulting on the side, or managing K-1 distributions.
Scenarios we address:
- Should you elect S-Corp status?
- Is your compensation split appropriately?
- Are you overpaying self-employment taxes?
Quarterly Tax Projections & Payment Strategy
We take the guesswork out of quarterly estimates and help avoid penalties or overpaying unnecessarily.
- Real-time forecasting
- Withholding and safe harbor strategy
- Guidance for balancing W-2 and 1099 taxes
Retirement Contribution Planning
Retirement savings can also reduce taxable income if structured right.
We help choose and optimize:
- Solo 401(k)
- SEP IRA
- Defined Benefit Plan
- Backdoor Roth strategies
- Catch-up contributions
Investment Tax Efficiency
We review your current investment accounts to ensure they’re not quietly increasing your tax bill.
- Tax-loss harvesting strategies
- Asset location (taxable vs. tax-deferred)
- Coordination with your financial advisor if needed
Coordination With Your Existing Advisors
We don’t replace your CPA, we work alongside them. And when needed, we collaborate with your attorney or insurance professional to make sure your tax strategy touches every part of your plan.
This is tax planning designed to support your income trajectory — not slow it down
Mistakes We Help You Avoid
Where Good Income Meets Missed Opportunity
High earners don’t just face higher taxes; they face more chances to pay more than necessary. Without a proactive tax strategy, even smart professionals can fall into costly habits.
Here are some of the most common issues we help clients fix or avoid altogether.
Overpaying Estimated Taxes
Many professionals guess at quarterly payments or simply overpay to be safe — tying up cash unnecessarily or getting hit with surprise bills later.
Missing Retirement Deduction Windows
Backdoor Roth opportunities, profit-sharing plans, and defined benefit contributions often go unused, especially for those earning both W-2 and 1099 income.
Overlooking Entity Strategy
If you’re operating as a sole proprietor or haven’t revisited your S-Corp setup in years, you might be paying more in self-employment tax than you should.
Tax-Heavy Investment Accounts
Allocations in the wrong account and investment types can quietly generate unnecessary tax drag especially when not coordinated with your overarching financial roadmap.
Last-Minute Decisions Under Pressure
Once the calendar year closes, your planning options narrow fast. We help you act when there’s still time to make a difference.
Relying Solely on a CPA for Strategy
CPAs are critical, but their job is often to report what already happened. We help guide what happens next.
A comprehensive strategy for tax mitigation
Our Process
A Simple, Strategic Approach to Tax Planning
You don’t need more paperwork; you need clarity, coordination, and a plan that runs in the background while you focus on what you do best.
Here’s how we make tax planning simple yet significant:
Step 1: Discovery & Intake
We start by understanding your income sources, filing history, business structure, goals, and any current frustrations. No long forms or unnecessary busywork — just focused conversation.
Step 2: Tax Strategy Design
We build a forward-looking strategy aligned with your income type, business setup, and savings goals. This may include entity restructuring, contribution planning, investment tax efficiency, and more.
Step 3: Coordination & Implementation
We sync with your CPA or attorney (when needed) to execute the plan — ensuring nothing is missed and everything moves efficiently.
You don’t have to manage communication between professionals. We do.
Step 4: Ongoing Support & Adjustments
Income shifts. Rules change. Life evolves. We revisit your plan regularly to adjust for what’s new before it becomes a problem.
Tax planning isn’t a one-time event. It’s part of your long-term strategy — and we’re here to help you stay ahead.
Why Prolific for Tax Planning
CFP®-Led, Strategy-First Planning
Our team is led by CERTIFIED FINANCIAL PLANNERS™(CFP®) who focus on proactive strategy, not product sales or checklists.
Built for Complex Income Profiles
We specialize in working with professionals who have layered income — W-2 + 1099, equity compensation, practice ownership, and more.
Seamless Coordination With Your Team
You shouldn’t have to chase your CPA or explain your plan to your advisor. We coordinate (and orchestrate) with your team to ensure every piece works together.
Time-Efficient & Outcome-Focused
You don’t need more meetings. You need clear answers, a defined path, and support that respects your schedule.
Fiduciary Commitment
No commissions. No conflicts. Just tax planning that prioritizes your best interest — always.
Frequently Asked Questions (FAQ)
Tax preparation looks backward; it’s about filing past activity. Tax planning looks forward — it helps you structure income and decisions to minimize future tax liability.
That’s certainly possible — with accurate projections and the right deductions, many clients pay less over time while still meeting safe harbor rules. It’s about being precise, not just cautious.
Yes — a CPA is essential, but their primary scope is compliance and reporting. As fiduciary advisors, we focus on strategy and orchestration. Our work complements your CPA’s, not replaces it.
For high earners with complex financial lives, strategic tax planning can lead to dramatic, recurring reductions in tax liability—producing savings that are not only meaningful in the short term, but potentially transformative over time. By proactively optimizing contributions, restructuring income, and leveraging the right entity structures, the benefits often compound year after year, creating a material advantage in long-term wealth building. Not to mention the saved capital on taxes can be deployed elsewhere where it can take advantage of compounding interest.
Absolutely. We routinely coordinate with CPAs, estate attorneys, actuaries, etc. to make sure your tax strategy fits into your overall financial roadmap.
Go fast alone. Go far together.
The best tax strategies aren’t made in the month of April — they’re ‘always on’, being calculated, fine-tuned and executed at the highest level.
If you’re ready to stop guessing, reduce your tax burden, and take control of your income strategy, we’re here to help.
Tax planning isn’t just for the ultra-wealthy; it’s for professionals who want their money to work smarter, not harder.