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CPA​/Tax Strategist

Job in Winter Garden, Orange County, Florida, 34777, USA
Listing for: The Well
Full Time position
Listed on 2026-03-10
Job specializations:
  • Finance & Banking
    Financial Consultant, Wealth Management
Salary/Wage Range or Industry Benchmark: 100000 - 110000 USD Yearly USD 100000.00 110000.00 YEAR
Job Description & How to Apply Below

About the opportunity-

We’re hiring a CPA/Tax Strategist on behalf of our client—a growing wealth management firm based in Winter Garden, FL. This team is forward-thinking, client-focused, and dedicated to serving high-net-worth individuals, business owners, executives, and medical professionals. Their mission: to deliver proactive, integrated financial and tax planning that creates lasting impact through strategy, collaboration, and insight.

This is not a siloed accounting seat—it’s a chance to join a collaborative wealth planning team, contribute ideas, and work closely with advisors and clients on forward-looking tax strategy.

Seeking candidates that self-directed, independent, highly autonomous, entrepreneurial, & proactive.

Core Responsibilities

  • Prepare and review individual, trust, and business tax returns for high-net-worth clients
  • Collaborate year-round with wealth advisors to design and execute proactive tax strategies
  • Research and implement advanced planning strategies, including entity structuring, retirement, charitable, and equity compensation planning
  • Partner with the planning team on business succession and transition strategies
  • Participate in client meetings and strategy sessions, translating complex strategies into clear client conversations
  • Maintain strong command of evolving tax laws and their impact on client portfolios
  • Build trusted client relationships and contribute to a team-first, collaborative culture
  • Candidate Profile

  • CPA license (required)
  • 3–5 years of tax experience, preferably with HNW individuals and closely held businesses
  • Strong technical knowledge in tax compliance and planning
  • Skilled at explaining complex tax strategies in client-friendly terms
  • Collaborative, growth-minded, and excited to be part of an integrated advisory team
  • Interest in financial planning and wealth management is a plus
  • Compensation & Benefits

  • Base salary $100,000 – $110,000 (depending on experience)
  • (135k minimum, OTE for year
    1)

  • Revenue share bonus structure for significant upside potential
  • Professional development support for CE, licensing, and certifications
  • Values-driven culture where collaboration, respect, and growth are central
  • Advancement opportunity for career growth within an expanding advisory firm
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