Debbie Wysocki

Fractional Chief of Staff | Force Multiplier | Trusted Advisor to UHNW Leaders

Strategic Chief of Staff and trusted advisor with a career spanning Fortune 50 executive leadership, financial analysis, luxury real estate wealth advisory, and confidential support of high-net-worth and ultra-high-net-worth individuals. Known for bringing order, clarity, and momentum to complex business and personal environments—allowing leaders to reclaim time and operate at their highest level.

Recognized by clients as a “difference maker” and “force multiplier,” consistently enabling CEOs and investors to accomplish two to three times more through proactive thinking, discretion, and elite execution.

Professional Experience

Fractional Chief of Staff — West Palm Beach, FL
Current

  • Serve CEOs and ultra-high-net-worth leaders as a Fractional Chief of Staff, supporting both business and personal operations
  • Bring structure, clarity, and forward momentum to fast-moving, high-stakes environments
  • Anticipate needs, risks, and challenges before they arise, enabling decisive leadership
  • Operate with exceptional discretion and confidentiality across sensitive matters
  • Enable clients to reclaim significant time while increasing output and effectiveness

Luxury Real Estate Wealth Consultant — Greater East Fort Lauderdale & Palm Beach Markets
20+ Years

  • Advised HNW and UHNW individuals and Family Offices on luxury home investments
  • Specialized in oceanfront, waterfront, and beach properties
  • Supported portfolio diversification through strategic real estate acquisitions
  • Built long-term trusted advisor relationships grounded in integrity and results
  • Delivered market insight, negotiation expertise, and risk-aware guidance

Financial Analyst (Series 7 Licensed) — Boutique Investment Firm, Beverly Hills, CA

  • Supported the CEO in a complex, high-pressure corporate environment
  • Managed executive priorities, confidential communications, and operational workflows
  • Developed early expertise in executive-level decision support and discretion

Core Strengths

  • Chief of Staff Leadership
  • UHNW Client Advisory
  • Executive & Personal Operations
  • Strategic Planning & Execution
  • Confidentiality & Discretion
  • Risk Assessment & Anticipation
  • Time Optimization for Leaders
  • Cross-Functional Coordination

Born and raised in Southern California, Debbie started her career as an Exec Asst to the CEO of a Fortune 50 Company and went on to be a licensed series 7 financial analyst for a boutique firm in Beverly Hills before moving to Ft. Lauderdale, where she was a Real Estate Wealth Consultant for over 20 years before getting her license. She specializes in Oceanfront, Waterfront & Beach homes in the Greater East Ft. Lauderdale & West Palm/Palm Beach Markets. Debbie advises HNW and UHNWIs as well as Family Offices on Luxury Home Investments to round out their portfolios. In Debbie’s newest venture she is serving CEOs in West Palm Beach as Fractional Chief of Staff where she helps bring order, clarity and momentum to both their business and personal worlds.

Several of her clients and investors shared over the past year ‘Getting it all done the way they want’ was their biggest challenge – they want to reclaim their time!

That’s why in this very specific niche as a Chief of Staff for ultra-high-net-worth leaders—providing seasoned expertise, proven results, and the kind of confidentiality you simply can’t buy in the open market.

Her clients call her their “difference maker” … their “force multiplier” … because they consistently accomplish 2 to 3 times more with a partner who thinks like they do, anticipates their needs, and executes at the highest level.