Tax Planning & Strategy

Proactive Planning That Protects What You Earn

Most people react to taxes once a year.
Our clients plan three to five years ahead.

At Simonsgroup Tax Advisory, tax planning is not about finding last-minute deductions. It’s about designing a structure that minimizes tax drag, supports smart decisions, and protects wealth over time.

We work with business owners and individuals who know they’re overpaying—but want clarity on why, where, and how to fix it before it’s too late.

Professional tax planning and financial strategy discussion

Why Tax Planning Matters

Filing a tax return tells you what already happened.
Tax planning shapes what happens next.

Without proactive planning, major decisions are made without understanding their tax consequences.

Hiring, investing, exercising stock options, or taking distributions often happens long before filing season—when it’s already too late to change the outcome.

Our approach changes that.

We model future outcomes, evaluate multiple scenarios, and help you make decisions with full visibility into their tax impact—so choices are intentional, not reactive.

Strategic tax planning and financial advisory discussion

Who This Service Is Built For

This service is designed for clients with complex financial lives, including:

If your income comes from more than one source—or your decisions feel too important to guess—this service is for you.

What Changes When You Plan Proactively

Proactive tax planning shifts decision-making from reactive compliance to intentional strategy—changing outcomes across every part of your financial picture.

01

Reduced Tax Drag

We identify where taxes are leaking through inefficient structures, timing issues, or missed planning opportunities—and fix them legally and strategically.

02

Smarter Entity & Compensation Decisions

We evaluate whether your current entity structure and owner compensation strategy still make sense. Many clients are using structures that once worked but now cost them thousands each year.

03

Predictable Tax Outcomes

No more April surprises. We forecast tax liability in advance so you know what’s coming and can plan accordingly.

04

Better Investment Timing

Capital gains, depreciation, equipment purchases, and reinvestment decisions work best when coordinated with tax strategy—not handled in isolation.

05

Protection at Exit

The structure you build today determines how much you keep tomorrow. We help design exit and liquidity strategies that reduce unnecessary tax exposure.

Our Tax Planning Approach

Tax planning at Simonsgroup is structured, documented, and actionable. We don’t offer vague advice or one-off suggestions. Every engagement follows a clear process.

Step 1: Strategy Audit

We review your current tax situation, income sources, entity structure, and past filings to identify risks and missed opportunities.

Step 2: Multi-Year Modeling

We model tax outcomes three to five years forward, accounting for income growth, legislative changes, and life or business events.

Step 3: Strategy Design

You receive a written plan outlining recommended actions, timelines, and expected impact—so you can make informed decisions.

Step 4: Ongoing Guidance

Tax strategy isn’t a one-time event. We stay engaged year-round to adjust the plan as your situation evolves.

What’s Included in a Tax Planning Engagement

Every engagement includes:

You’ll always know what’s included—and what it costs—before we begin.

Fixed-Fee Pricing, Clearly Defined

Tax planning engagements are quoted as fixed-fee packages based on complexity and scope—so expectations are clear, aligned, and predictable from the start.

Your Strategy Audit Process

  • 1Assess your complete financial situation
  • 2Identify the level of planning required
  • 3Provide a clear, upfront fixed-fee quote
No hourly guessing. No surprise invoices.

Common Situations We Help With

  • I’m earning more but paying more tax every year
  • I set up my business years ago and haven’t revisited the structure
  • I have multiple income streams and no clear plan
  • I’m planning a sale or major financial move
  • I want to stop reacting and start planning

If any of these sound familiar, proactive tax planning can make a meaningful difference—by replacing uncertainty with clarity, structure, and control.

Ready to See What’s Possible?

If you’re earning $150K+ and suspect you’re overpaying—or simply want clarity before making your next move—we invite you to start with a short conversation.

Ready for financial clarity?

Book your complimentary 15-minute strategy call today.

Book a Call →

Simonsgroup Tax Advisory

Financial decisions should feel clear, not complicated. We help you move beyond filing into confident financial decisions.

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