Fort Lauderdale to Miami: Whittmarsh's Regional Tax Planning Expertise for South Florida's Most Successful Businesses

Get expert tax advice for your South Florida business.

There's a fundamental problem with how most accounting firms operate across South Florida: they treat Fort Lauderdale businesses exactly like Miami businesses, Boca Raton investors exactly like Hollywood entrepreneurs, and Aventura professionals exactly like Pembroke Pines contractors—as if the entire region were one homogeneous tax landscape.

It's not.

And that cookie-cutter approach is costing business owners throughout Broward and Miami-Dade counties tens of thousands of dollars every single year in missed opportunities, generic advice, and tax strategies that don't account for the unique characteristics of South Florida's diverse business ecosystem.

At Whittmarsh Tax & Accounting, we've built our reputation by understanding something most regional accounting firms completely miss: South Florida isn't just one market—it's a sophisticated corridor of distinct business communities, each with unique opportunities, challenges, and tax optimization strategies that generic CPAs will never identify.

Whether you're managing luxury real estate portfolios in Bal Harbour, running a growing medical practice in Coral Gables, operating international business ventures from Fort Lauderdale's financial district, or building wealth through Brickell-based investment firms, you need tax planning expertise that understands exactly where you operate—and more importantly, how to leverage South Florida's unique advantages while protecting you from its specific risks.

Why South Florida Businesses Need Regional Tax Expertise (Not Generic National Firm Templates)

Here's what happens when you work with a typical accounting firm serving the Fort Lauderdale to Miami corridor:

They use the same template for everyone. Whether you're in Deerfield Beach or Coconut Grove, they pull out the exact same tax return checklist, ask the same generic questions, and deliver the same mediocre results that leave massive money on the table.

They miss regional opportunities. South Florida offers unique tax advantages—from Florida's zero state income tax environment to international business incentives, luxury asset opportunities, and real estate strategies specific to our coastal markets. Generic accountants trained on national templates have absolutely no idea how to maximize these.

They don't understand your client base. A Fort Lauderdale yacht broker serving international buyers faces completely different tax planning needs than a Miami personal injury attorney or a Boca Raton medical aesthetics practice. Most accountants treat them identically.

They can't navigate cross-border complexity. With South Florida's massive international business community—from Latin American entrepreneurs to British expats to Canadian snowbirds—you need an accounting partner who understands dual tax obligations, FBAR compliance, foreign entity structuring, and treaty optimization. The typical regional CPA is completely lost.

They disappear after April 15th. They show up annually to collect documents, prepare returns using outdated information, and vanish until next tax season—leaving you navigating 11 months of critical financial decisions without strategic guidance.

This isn't how sophisticated tax planning works in 2025.

The Whittmarsh Difference: True Regional Expertise from Fort Lauderdale to Miami

What sets Whittmarsh apart across South Florida is simple: we're not a generalist firm trying to serve everyone the same way—we're specialists who understand the distinct characteristics, opportunities, and challenges of businesses operating throughout the Fort Lauderdale to Miami corridor.

We Understand South Florida's Unique Business Landscape

International Business Concentration: South Florida isn't Des Moines. We serve as the gateway to Latin America, the Caribbean, and increasingly Europe. Our clients routinely navigate:

  • Cross-border tax treaties (US-UK, US-Canada, bilateral agreements with Latin American nations)
  • Foreign Bank Account Reporting (FBAR) requirements for accounts exceeding $10,000
  • Passive Foreign Investment Company (PFIC) taxation on international holdings
  • Transfer pricing for multinational operations
  • Currency exchange implications for international revenue

Generic accountants panic when they see foreign accounts. We specialize in them.

Luxury Asset Economy: From Miami Beach to Fort Lauderdale's Intracoastal, our region concentrates wealth in unique assets:

  • Yacht ownership and charter operations (Section 179 deductions, charter income optimization, depreciation acceleration)
  • Exotic vehicle collections (business use documentation, Section 179 luxury vehicle limits, proper substantiation)
  • High-value art and collectible portfolios (donation strategies, like-kind exchange history, estate planning integration)
  • Luxury real estate portfolios (cost segregation studies, short-term rental strategies, 1031 exchange planning)

The typical CPA has never optimized a $2M yacht charter business. We do it regularly.

Real Estate Investment Intensity: South Florida's real estate market operates differently than Phoenix, Nashville, or Cleveland:

  • Short-term rental regulations varying by municipality (Miami Beach vs. Fort Lauderdale vs. Hollywood)
  • Coastal property risk management and insurance implications
  • International buyer dynamics affecting exit strategies
  • Tourist-driven rental income seasonality
  • Cost segregation opportunities specific to South Florida construction
  • Property tax considerations in Florida's unique assessment environment

We don't just understand real estate tax planning—we understand South Florida real estate tax planning.

We Serve Your Entire South Florida Operation (Not Just One Location)

Most businesses operating across our region face a common problem: their accountant is located in one city but doesn't truly understand the nuances of serving clients throughout the corridor.

A Fort Lauderdale-based firm might understand Broward County business dynamics but struggle with Miami-Dade specifics. A Miami Beach accountant might know coastal luxury markets but miss opportunities in inland Broward communities. A Boca Raton CPA might serve wealthy retirees brilliantly but completely misunderstand Brickell's international business environment.

Whittmarsh operates differently. Currently based in Aventura—strategically positioned in the heart of the Fort Lauderdale to Miami corridor—we serve sophisticated business owners, real estate investors, British expats, and high net worth individuals throughout:

Miami-Dade County:

  • Miami (Brickell, Downtown, Wynwood, Design District)
  • Miami Beach (South Beach, Mid-Beach, North Beach)
  • Aventura
  • Bal Harbour
  • Sunny Isles Beach
  • North Miami Beach
  • Hallandale Beach
  • Coral Gables
  • Coconut Grove
  • Pinecrest
  • Kendall

Broward County:

  • Fort Lauderdale (Downtown, Las Olas, Victoria Park, Harbor Beach)
  • Hollywood
  • Pembroke Pines
  • Weston
  • Davie
  • Plantation
  • Sunrise
  • Lauderdale-by-the-Sea
  • Pompano Beach
  • Deerfield Beach
  • Boca Raton (northern markets)

Our comprehensive outsourced accounting service operates seamlessly across all these markets, with cloud-based systems that provide the same sophisticated tax planning whether you're headquartered in Fort Lauderdale's financial district or operating from a Coral Gables estate office.

What Sophisticated Tax Planning Actually Looks Like Across South Florida

Let's talk about what you should actually expect from a regional tax planning specialist—not the mediocre minimum your current accountant delivers.

Year-Round Strategic Planning (Not Annual Document Collection)

Generic South Florida CPAs:Surface in February asking for documents. Prepare returns using 4-month-old information. File by deadline. Disappear until next year.

Whittmarsh's Approach:

  • January-March: Comprehensive review of prior year, planning for current year strategic moves
  • April-June: Q1 review, proactive adjustments, entity structure optimization
  • July-September: Mid-year tax projection, implementation of remaining strategies
  • October-December: Year-end planning meetings, final optimization moves, preparation for next year

Advanced Entity Structuring (Not One-Size-Fits-All Recommendations)

Case Study: Fort Lauderdale Medical Practice

Generic CPA Approach:"You should probably be an S-Corp. That'll save some self-employment tax."

Tax Savings: Maybe $12,000 annually if they even bother to calculate optimal salary.

Whittmarsh's Strategic Analysis:

Operating Entity: Professional S-Corporation for medical practice

  • Optimized salary at $180,000 (balancing reasonable compensation requirements with tax efficiency)
  • Distribution of remaining $320,000 in profits avoiding 15.3% self-employment tax
  • Self-employment tax savings: $48,960 annually

Equipment Holding LLC: Separate entity owning medical equipment, MRI machines, diagnostic tools

  • Leases equipment back to practice, creating deductible expense
  • Section 179 acceleration on $450,000 in equipment purchases
  • Additional tax deductions: $450,000 first year

Real Estate LLC: Owns medical office building

  • Triple-net lease arrangement with operating entity
  • Cost segregation study identifying $680,000 in accelerated depreciation
  • Bonus depreciation deduction: $680,000 first year

Management Company: S-Corporation providing administrative services

  • Employs physician's spouse for legitimate marketing/admin functions
  • Implements accountable plan for expense reimbursement
  • Maximizes family income splitting
  • Additional family tax optimization: $15,000 annually

Total First-Year Tax Impact: Approximately $180,000 in federal tax savingsOngoing Annual Benefit: $65,000+ in recurring tax reduction

The generic CPA saves you $12,000. We save you $180,000 the first year and $65,000+ every year thereafter.

That's the difference between commodity tax preparation and sophisticated regional planning.

Real Estate Portfolio Optimization Specific to South Florida Markets

Case Study: Miami Beach to Fort Lauderdale Rental Portfolio

The Portfolio:

  • 3 Miami Beach Art Deco short-term rentals (managed via Airbnb/VRBO)
  • 2 Fort Lauderdale Intracoastal long-term rentals
  • 1 Aventura luxury condo (personal use + rental)
  • 1 Coral Gables historic property (long-term professional tenant)

Generic CPA Approach:Files Schedule E reporting rental income and expenses. Maybe suggests creating an LLC "for liability protection." Misses 90% of available strategies.

Whittmarsh's Comprehensive Strategy:

Entity Structure Optimization:

  • Separate LLC for Miami Beach short-term portfolio (grouping under single entity for operational efficiency)
  • Individual LLCs for high-value Fort Lauderdale properties (asset protection against litigation)
  • S-Corporation management company receiving fees (converting passive income to active business income eligible for QBI deduction)

Cost Segregation Studies:Engineering-based analysis reclassifying building components:

  • Miami Beach properties: $340,000 accelerated from 27.5-year to 5/7/15-year property
  • Fort Lauderdale properties: $280,000 accelerated depreciation
  • First-year depreciation increase: $620,000
  • Tax savings at 37% bracket: $229,400

Short-Term Rental Tax Planning:Clients providing "substantial services" (concierge, daily housekeeping, meal service) convert passive rental income to active business income:

  • Qualifies for 20% Qualified Business Income deduction on profits
  • Material participation allows $25,000 special allowance for active real estate investors
  • Converts losses from passive (limited use) to active (current deductibility)
  • Additional tax benefit: $18,000 annually

Augusta Rule Implementation:Personal residence in Aventura rented to S-Corporation for legitimate business meetings (annual planning retreat, client entertainment events):

  • Up to 14 days annually at fair market rental rates
  • Income tax-free to individual owner
  • Deductible business expense to corporation
  • Tax-free income transfer: $12,000 annually

1031 Exchange Planning:Strategic exit from underperforming Coral Gables property into:

  • High-cash-flow Fort Lauderdale multifamily property
  • Deferred capital gains tax: $185,000
  • Improved cash flow: $28,000 annually
  • Immediate liquidity preservation: $185,000

Total Portfolio Optimization Value:

  • First-year tax savings: $247,400+
  • Ongoing annual benefit: $46,000+
  • Strategic positioning for continued wealth accumulation

Cross-Border Tax Planning for South Florida's International Community

South Florida's international business concentration creates tax planning complexity that generic regional accountants cannot navigate.

Case Study: British Expat Business Owner in Aventura

Background:

  • UK citizen, US permanent resident (Green Card holder)
  • Operates consulting business serving US and UK clients
  • Maintains UK bank accounts, investment accounts, pension
  • Owns property in both London and Aventura

The Problem Generic CPAs Create:

Most South Florida accountants see "foreign accounts" and either:

  1. Panic and refer to specialists (creating multiple disconnected advisors)
  2. File generic forms without optimizing cross-border treaty benefits
  3. Miss critical compliance requirements (risking $10,000+ FBAR penalties)
  4. Fail to integrate UK tax obligations with US planning

Whittmarsh's Integrated Cross-Border Strategy:

US-UK Tax Treaty Optimization:

  • Properly classifying consulting income under treaty provisions
  • Eliminating double taxation on retirement income
  • Optimizing pension withdrawal timing across both jurisdictions
  • Tax savings through proper treaty application: $22,000 annually

FBAR and Foreign Account Compliance:

  • Comprehensive Foreign Bank Account Reporting for accounts exceeding $10,000
  • FATCA compliance (Form 8938) for specified foreign financial assets
  • Proper reporting of UK ISA and pension accounts
  • Penalty risk elimination: Unlimited (penalties can exceed account balances)

Entity Structure for International Operations:

  • US S-Corporation for domestic consulting revenue
  • Subchapter F analysis for UK subsidiary operations
  • Transfer pricing documentation for intercompany services
  • Controlled Foreign Corporation (CFC) reporting compliance

UK Pension and Social Security Coordination:

  • Maximizing UK State Pension credits while US resident
  • Windfall Elimination Provision (WEP) analysis for US Social Security
  • Totalisation Agreement benefits for combined US-UK credits
  • Optimal withdrawal timing across both systems
  • Lifetime benefit optimization: $180,000+

Estate Planning Across Jurisdictions:

  • Coordination of UK and US estate tax systems
  • Domicile planning for estate tax purposes
  • Trust structure analysis across both legal systems
  • Estate tax savings: $400,000+ on typical $3M cross-border estate

Total Cross-Border Planning Value:Most British expats working with generic South Florida CPAs overpay approximately $30,000-$50,000 annually while facing unlimited penalty exposure for compliance failures.

Our comprehensive cross-border planning typically saves $40,000+ annually while ensuring complete compliance across both jurisdictions.

The Real Cost of Working With Generic Regional Accountants

Let's quantify what mediocre tax planning actually costs South Florida businesses:

Missed S-Corporation Optimization

Generic CPA: Sets salary at $80,000 for business generating $250,000 in profit.Lost Savings: Approximately $12,000 annually (suboptimal salary level)

Whittmarsh Approach: Comprehensive reasonable compensation analysis, optimal salary at $120,000.Realized Savings: $18,900 annually in self-employment tax reduction

15-Year Cost of Generic Advice: $103,500 in unnecessary taxes

Ignored Cost Segregation Opportunities

Generic CPA: "You bought a building, we'll depreciate it over 27.5 years."Lost Opportunity: $340,000 in accelerated depreciation on typical $1.2M South Florida commercial property

Whittmarsh Approach: Engineering-based cost segregation studyRealized Benefit: $125,800 first-year tax savings (at 37% bracket)

Single-Property Missed Opportunity: $125,800 in delayed tax benefits

Overlooked Retirement Plan Optimization

Generic CPA: "You should probably open a SEP-IRA."Contribution Limit: $66,000 for 2024

Whittmarsh Approach: Solo 401(k) with profit sharing and employee deferralContribution Limit: $69,000 for 2024 (including catch-up if age 50+)Additional Benefits: Roth option, loan provisions, earlier vesting

Lifetime Wealth Building Difference: Assuming 7% growth over 20 years, approximately $240,000 in additional retirement wealth accumulation

Failed Equipment Deduction Planning

Generic CPA: "You can deduct your equipment purchases over several years."Approach: Modified Accelerated Cost Recovery System (MACRS) depreciation

Whittmarsh Approach: Section 179 immediate expensing + Bonus depreciationImpact on $180,000 Equipment Purchase:

  • Generic method: $12,857 first-year deduction
  • Whittmarsh method: $180,000 first-year deduction
  • Additional deduction: $167,143
  • Tax savings: $61,843 (assuming 37% bracket)

Uncoordinated Real Estate Strategy

Generic CPA: Prepares Schedule E, files returns, provides no strategic planning.

Whittmarsh Approach: Integrated real estate tax strategy including:

  • Cost segregation on acquisitions
  • Proper entity structuring
  • 1031 exchange planning
  • Short-term rental optimization
  • Augusta Rule implementation

Typical 5-Property Portfolio Impact:

  • Generic approach: $28,000 annual tax liability
  • Whittmarsh strategy: $11,000 annual tax liability
  • Annual savings: $17,000
  • 10-Year impact: $170,000+ in tax reduction

The Total Cost of Mediocrity

For a typical successful South Florida business owner or real estate investor earning $400,000-$800,000 annually:

Working with generic regional CPA:

  • Annual tax bill: $175,000
  • Missed optimization opportunities: $40,000-$65,000 annually
  • Effective overpayment rate: 23-37%

Working with Whittmarsh Tax & Accounting:

  • Annual tax bill: $110,000-$135,000
  • Proactive optimization strategies implemented year-round
  • Tax reduction: $40,000-$65,000 annually

10-Year Financial Impact: $400,000-$650,000 in unnecessary taxes paid to generic accountants

Lifetime Wealth Difference: When you factor in investment growth on tax savings, working with sophisticated tax planning versus generic regional preparation creates a $1.2M-$2.4M lifetime wealth difference for typical high-earning professionals.

Why Location Matters (But Cloud-Based Service Matters More)

Here's a question we hear constantly from Fort Lauderdale and Miami business owners: "Does my accountant need to be in my exact city?"

The honest answer: Location matters far less than expertise, but regional knowledge matters enormously.

What Actually Matters

Regional Tax Knowledge: Understanding South Florida's unique business ecosystem, real estate markets, international dynamics, and luxury asset considerations—not just knowing how to file a generic tax return.

Your Industry Specialization: Whether you're a medical practitioner, real estate investor, professional service provider, or international business operator—you need accountants who specialize in your specific tax challenges.

Proactive Strategic Planning: Year-round guidance, quarterly reviews, and continuous optimization—not annual document collection and generic return preparation.

Sophisticated Service Integration: Comprehensive outsourced accounting combining bookkeeping, payroll, tax planning, CFO guidance, and compliance—not disconnected services requiring multiple providers.

Technology and Accessibility: Cloud-based systems providing real-time access to financials, seamless communication, and virtual meetings when convenient—not requiring office visits for basic interactions.

Why Whittmarsh Serves the Entire Fort Lauderdale to Miami Corridor

Based in Aventura—strategically positioned at the geographic center of South Florida's business corridor—we're equally accessible to Fort Lauderdale professionals, Miami Beach investors, Coral Gables entrepreneurs, and everyone in between.

But more importantly: our cloud-based service model means location becomes almost irrelevant for day-to-day operations while maintaining the critical regional expertise that generic national firms lack.

You receive:

  • Secure client portal access 24/7 from anywhere
  • Virtual meeting capability via Zoom for quarterly reviews
  • Real-time bookkeeping and financial dashboards
  • Digital document sharing and e-signature capability
  • In-person meetings when strategically valuable (annual planning, complex situations, relationship building)
  • Local market knowledge across all South Florida communities

We're not trying to serve Seattle and South Florida with the same generic templates. We're South Florida specialists who serve South Florida businesses—whether you're located in Fort Lauderdale's financial district or a Brickell high-rise.

Who Benefits Most From Regional Tax Expertise

While we serve successful businesses and investors throughout the Fort Lauderdale to Miami corridor, certain business profiles benefit extraordinarily from sophisticated regional tax planning:

Real Estate Investors and Developers

If you're building wealth through South Florida real estate—whether short-term Miami Beach rentals, Fort Lauderdale commercial properties, or luxury residential developments—generic tax planning leaves massive money on the table.

You need specialists who understand:

  • Cost segregation engineering specific to South Florida construction
  • Short-term rental regulations varying by municipality
  • 1031 exchange strategies for South Florida property appreciation
  • Entity structuring for multi-property portfolios
  • Coastal property considerations and insurance implications
  • Tourist market seasonality affecting rental income projections

Typical savings: $35,000-$85,000 annually on portfolios generating $200,000+ in rental income

Learn more about our specialized real estate tax planning services.

High Net Worth Individuals and Families

Affluent South Florida residents face tax complexity that generic CPAs cannot navigate—from luxury asset ownership to investment portfolio optimization to multi-state considerations.

You need specialists who understand:

  • Yacht and exotic vehicle ownership tax strategies
  • Investment portfolio tax-loss harvesting and asset location
  • Charitable giving optimization (donor-advised funds, appreciated asset donations)
  • Estate planning integration with lifetime tax reduction
  • Multi-generational wealth transfer strategies
  • Trust and entity structuring for asset protection

Typical savings: $50,000-$150,000 annually for families with $3M+ in investable assets

International Business Owners and Expats

South Florida's position as gateway to Latin America and the Caribbean creates unique opportunities—and complex tax obligations—that require specialized expertise.

You need specialists who understand:

  • Cross-border tax treaty optimization
  • Foreign Bank Account Reporting (FBAR) compliance
  • Controlled Foreign Corporation (CFC) regulations
  • Transfer pricing for multinational operations
  • Dual tax obligation navigation (US-UK, US-Canada, US-Latin America)
  • Foreign pension and social security coordination

Typical savings: $30,000-$70,000 annually for international business owners, plus unlimited penalty risk elimination

Medical and Professional Practices

Fort Lauderdale and Miami's concentration of medical specialists, attorneys, and high-earning professionals creates sophisticated tax planning opportunities that generic CPAs consistently miss.

You need specialists who understand:

  • Professional entity structuring (S-Corporations, Professional LLCs, holding companies)
  • Equipment and real estate separation strategies
  • Retirement plan optimization for high earners (Cash Balance plans, defined benefit plans)
  • Practice sale planning and exit strategies
  • Associate and employee structuring for tax efficiency
  • Medical-specific deduction opportunities

Typical savings: $40,000-$90,000 annually for practices generating $500,000+ in physician compensation

Business Owners Scaling Operations

If you're growing a business throughout South Florida—whether service-based, retail, technology, or consulting—you need accounting partners who grow with you, not seasonal tax preparers.

You need specialists who provide:

  • Fractional CFO services for strategic financial planning
  • Entity structure evolution as you scale (sole proprietor → LLC → S-Corp → complex holding structures)
  • Hiring strategy and payroll optimization
  • Cash flow management and profitability analysis
  • Exit planning and business valuation considerations

Typical value: $25,000-$60,000 in annual tax savings plus strategic guidance worth 2-5X your accounting investment

What Comprehensive Outsourced Accounting Actually Includes

Most South Florida CPAs operate on an outdated model: they prepare tax returns, maybe handle some bookkeeping if you beg them, and disappear between engagements.

That's not how sophisticated businesses operate in 2025.

Whittmarsh provides truly comprehensive outsourced accounting services:

Monthly Services

Bookkeeping and Financial Statement Preparation

  • Complete monthly reconciliation of all accounts
  • Categorization specific to your industry and tax optimization needs
  • Profit and loss statements, balance sheets, cash flow analysis
  • Real-time dashboards accessible via secure client portal

Payroll Processing and Compliance

  • Full-service payroll management for W-2 employees
  • 1099 contractor payment processing and reporting
  • Payroll tax calculation, payment, and filing
  • Workers' compensation compliance
  • New hire reporting and onboarding

Tax Payment Management

  • Quarterly estimated tax calculations and payments
  • Federal and state payroll tax payments
  • Sales tax collection and remittance (if applicable)
  • Avoiding underpayment penalties and cash flow surprises

Quarterly Services

Strategic Review Meetings

  • Financial performance analysis (where are you succeeding? where are opportunities?)
  • Tax projection updates based on year-to-date performance
  • Proactive strategy adjustments for remaining quarters
  • Upcoming deadline reminders and action item tracking

Tax Planning Adjustments

  • Equipment purchase timing optimization
  • Retirement contribution planning updates
  • Estimated tax payment recalculation
  • Entity structure evaluation as circumstances change

Annual Services

Year-End Tax Planning

  • Comprehensive November/December planning meeting
  • Final optimization strategies before year-end
  • Required minimum distributions (RMD) if applicable
  • Charitable giving timing and strategy
  • Expense acceleration and income deferral analysis

Tax Return Preparation

  • Business returns (1120-S, 1065, 1120, Schedule C)
  • Personal returns (1040 with all applicable schedules)
  • State returns for multi-state operations
  • Extension filing if strategically appropriate
  • Representation if questions arise

Financial Review and Goal Setting

  • Complete prior-year analysis and performance review
  • Budget development for coming year
  • Long-term tax reduction roadmap updates
  • Strategic initiative planning (expansion, hiring, equipment, exit planning)

Ongoing Strategic Services

CFO-Level Financial Guidance

  • Cash flow optimization and forecasting
  • Profitability analysis by product, service, or client
  • Key performance indicator tracking and industry benchmarking
  • Strategic decision support (hiring, equipment, expansion, acquisitions)

Compliance and Audit Support

  • Ensuring all filings meet deadlines
  • Maintaining documentation for potential audits
  • Responding to IRS or state inquiries
  • Sales tax audit support if applicable

Entity Structure Evolution

  • Evaluating when structure changes make sense
  • Implementing conversions (LLC to S-Corp, adding holding companies)
  • Multi-state expansion planning
  • Succession and exit strategy development

This comprehensive approach means you're never navigating financial decisions alone, never scrambling at year-end, and never overpaying because your accountant was too busy to implement proven strategies.

The Whittmarsh Client Experience: What Working Together Actually Looks Like

Here's what sophisticated year-round tax planning and outsourced accounting actually looks like when you partner with Whittmarsh:

Month 1-2: Discovery and Foundation

Initial Consultation (Complimentary)

  • Understanding your business, goals, and current situation
  • Reviewing existing tax returns and identifying immediate opportunities
  • Discussing our comprehensive service approach
  • Determining fit and investment level

Engagement and Onboarding

  • Formal engagement letter and service agreement
  • Secure portal setup and system access
  • Prior accountant transition and document gathering
  • Accounting system cleanup and optimization

Deep-Dive Tax Analysis

  • Comprehensive review of 2-3 prior years' returns
  • Identification of missed opportunities
  • Entity structure evaluation
  • Development of initial tax reduction roadmap

Month 3-12: Implementation and Optimization

Monthly Bookkeeping Services

  • Transaction categorization and reconciliation
  • Financial statement generation
  • Payroll processing and tax payments
  • Dashboard updates and anomaly identification

Quarterly Strategy Sessions

  • Financial performance review
  • Tax projection updates
  • Strategy implementation tracking
  • Proactive adjustments based on circumstances

Year-End Planning Meeting (November)

  • Final tax projection for current year
  • Optimization strategies requiring year-end implementation
  • Next-year preliminary planning
  • Required action items and deadlines

Tax Season (January-April)

  • Document organization and review
  • Return preparation with full optimization
  • Strategic planning for current year
  • Filing and payment coordination

Year 2+: Continuous Improvement and Wealth Building

Relationship Deepens

  • We understand your business intimately
  • Proactive recommendations based on history
  • Sophisticated strategies requiring multi-year implementation
  • Trust-based advisory relationship

Tax Savings Compound

  • Year 1: Immediate optimization ($30,000-$80,000 typical savings)
  • Year 2-3: Advanced strategies implemented ($50,000-$120,000 annual savings)
  • Year 4+: Lifetime wealth optimization, estate planning integration, exit strategy development

Strategic Value Multiplies

  • Financial decision confidence
  • Profitable growth without tax surprises
  • Proactive guidance preventing costly mistakes
  • Business valuation optimization for eventual exit

Common Questions From Fort Lauderdale to Miami Business Owners

"How much do your services cost compared to my current accountant?"

Our comprehensive outsourced accounting services typically range from $1,500-$6,000 monthly depending on business complexity, entity structure, transaction volume, and service needs.

Yes, that's more than the $3,000 you pay your current CPA for annual tax preparation.

But here's what you're actually comparing:

Generic CPA ($3,000 annually):

  • Prepares tax return once per year
  • Provides zero proactive planning
  • Offers no bookkeeping, payroll, or strategic guidance
  • Misses $30,000-$80,000 in annual tax savings
  • Net cost: $33,000-$83,000 (fees + missed savings)

Whittmarsh ($24,000-$48,000 annually):

  • Complete monthly bookkeeping and financial statements
  • Full payroll processing and compliance
  • Quarterly strategic planning and tax projections
  • Year-round tax optimization (saving $40,000-$120,000 annually)
  • CFO-level financial guidance
  • Net benefit: $16,000-$72,000 (savings minus fees)

Which would you prefer: paying $3,000 for mediocrity that costs you $30,000+, or investing $36,000 for comprehensive service that saves you $80,000?

The return on investment is typically 2:1 to 4:1 in pure tax savings alone—before factoring in financial clarity, time savings, and strategic decision support.

"Do I really need an accountant who specializes in South Florida?"

If you're running a generic service business with no real estate, no international connections, no luxury assets, and straightforward operations—probably not. A competent national firm might serve you adequately.

But if you're:

  • Building wealth through Miami-Dade or Broward real estate investments
  • Operating international business or serving international clients
  • A British expat, Canadian snowbird, or Latin American entrepreneur
  • Owning luxury assets (yachts, exotic vehicles, art collections)
  • A high-earning professional (physician, attorney, specialist)
  • Scaling a business throughout the South Florida corridor

Then yes—regional expertise matters enormously.

Generic national firms apply Minnesota strategies to Miami businesses. They don't understand South Florida's unique opportunities, risks, regulatory environment, or wealth-building dynamics.

You need specialists who understand exactly where you operate and how to optimize for your specific market.

"Can you really save me more than I'm paying in fees?"

For 95% of businesses earning $200,000+ annually: absolutely yes.

Our typical client discovers $40,000-$120,000 in annual tax savings during the first year alone—often through strategies their previous accountant never mentioned (cost segregation, entity restructuring, retirement plan optimization, real estate strategies).

Even if you're working with a competent CPA, the difference between commodity tax preparation and sophisticated year-round planning typically generates 2-4X return on investment.

The 5% where we might not save substantially more than fees? Businesses already working with sophisticated specialists who've implemented advanced strategies. But even then, comprehensive outsourced service delivers time savings, financial clarity, and strategic guidance worth far more than the incremental cost.

"What if I'm already working with a CPA I like personally?"

This is the most common objection we hear—and the most painful, because personal relationships shouldn't cost you $50,000+ annually.

Here's our recommendation: Keep your existing accountant for personal relationship, hire Whittmarsh for actual results, compare after one year.

Many clients initially work with us for tax reduction planning only while maintaining their existing CPA for return preparation. After experiencing the difference—proactive guidance, substantial savings, year-round support—they typically transition completely.

Or consider this question: If your current accountant is great, why are you researching alternatives? Usually it's because something's missing—proactive planning, tax reduction focus, responsiveness, sophistication, or comprehensive service.

You deserve both competence AND relationship. Don't settle for one without the other.

"How quickly can I expect to see results?"

Immediate wins (Month 1-3):

  • Tax return review identifying missed opportunities from prior years
  • Entity structure analysis showing potential savings
  • Accounting cleanup providing financial clarity
  • Initial strategy recommendations

First-year implementation (Month 4-12):

  • Entity conversions or restructuring if beneficial
  • Retirement plan optimization
  • Equipment purchase timing
  • Quarterly tax payment optimization
  • Year-end planning strategies

Compounding benefits (Year 2+):

  • Cost segregation on real estate acquisitions
  • Multi-year tax strategies implemented
  • Sophisticated wealth-building approaches
  • Exit planning and business valuation optimization

Most clients see $15,000-$40,000 in tax savings during the first year even with partial implementation. Full strategy deployment typically delivers $40,000-$120,000 in annual recurring benefits.

"What makes Whittmarsh different from other South Florida accounting firms?"

Three fundamental differences:

1. Comprehensive Outsourced Accounting vs. Seasonal Tax Preparation

We replace your entire accounting function—bookkeeping, payroll, tax planning, CFO guidance, compliance—with year-round service. You're not hiring a tax preparer; you're hiring a complete financial team.

2. Proactive Tax Reduction Focus vs. Reactive Compliance

Our specialty is aggressive, legal tax reduction planning. While other firms focus on accurate return preparation (table stakes), we focus on minimizing your lifetime tax obligation through sophisticated strategies most CPAs never implement.

3. Regional Specialization vs. Generic National Templates

We're South Florida specialists who understand regional dynamics—real estate markets, international business, luxury assets, local regulations. National firms apply identical strategies whether you're in Miami or Minneapolis. We optimize specifically for where you actually operate.

Take the First Step: Schedule Your Complimentary Tax Analysis

If you're a successful business owner, real estate investor, or high net worth individual operating anywhere from Fort Lauderdale to Miami, you're likely overpaying in taxes by $30,000-$100,000+ annually.

Not because you're doing anything wrong—but because generic regional CPAs provide mediocre service that misses sophisticated optimization strategies.

Here's what happens next:

Step 1: Schedule Your Complimentary Consultation

Contact Whittmarsh Tax & Accounting to schedule a no-obligation initial consultation.

We'll discuss:

  • Your current business or investment situation
  • Existing tax and accounting setup
  • Goals and growth plans
  • Preliminary opportunities we identify

No pressure. No sales pitch. Just honest assessment of whether we're the right fit.

Step 2: Deep-Dive Tax Return Analysis

If we mutually agree to move forward, we'll perform comprehensive analysis of your prior 2-3 years' tax returns.

We'll identify:

  • Missed opportunities from prior years
  • Current entity structure optimization
  • Specific strategies applicable to your situation
  • Projected tax savings from implementation

Investment: Typically $500-$1,500 depending on complexity (credited toward first year if you engage)

Step 3: Strategy Implementation and Ongoing Partnership

Once you engage Whittmarsh for comprehensive outsourced accounting, we immediately begin implementation:

  • Accounting system cleanup and optimization
  • Entity restructuring if beneficial
  • Monthly bookkeeping and payroll services
  • Quarterly strategy sessions
  • Year-round tax planning and optimization

You'll finally experience what sophisticated tax planning actually feels like—and wonder why you tolerated mediocrity for so long.

Stop Overpaying. Start Optimizing.

Every month you continue working with a generic South Florida CPA costs you thousands in missed opportunities.

Every year you delay implementing sophisticated tax strategies costs you tens of thousands in unnecessary taxes.

Every decade of commodity accounting service costs you hundreds of thousands—potentially millions—in lifetime wealth you should be keeping.

The question isn't whether you can afford sophisticated tax planning.

The question is whether you can afford to keep overpaying.

Businesses throughout the Fort Lauderdale to Miami corridor are discovering that comprehensive outsourced accounting with aggressive tax reduction planning isn't a luxury—it's the smartest investment they'll ever make.

Ready to join them?

Or visit www.whittmarsh.com to schedule your complimentary consultation.

South Florida's specialists in tax reduction planning, comprehensive outsourced accounting, and wealth optimization for businesses, real estate investors, and high net worth individuals.