High-Stakes Succession Planning for Real Estate Leaders | CBIZ
CBIZ

Explore the specifics of the One Big Beautiful Bill Act.

  • Article
October 29, 2025

High-Stakes Succession Planning for Real Estate Leaders

By Jennifer Comella, Senior Manager, Learning and Development Linkedin
Michael Siino, Managing Director Linkedin
Table of Contents

Every real estate firm risks losing clients, revenue, and hard-earned value without a clear succession plan. From residential sales to commercial property management or development, proactive leadership planning preserves your company’s legacy and growth potential. If you’re considering retirement or a new venture, the question of “who takes the reins?” can’t be ignored.

Discover practical strategies, common obstacles, and how your firm can execute succession with confidence.

High Stakes, Smart Strategies for Real Estate Succession

Real estate firms face unique succession challenges: much of their value relies on client relationships, team expertise, and institutional knowledge – not just assets. Neglecting succession planning can disrupt revenue, destabilize teams, and potentially cost you millions.

The stakes are high. According to the Exit Planning Institute™ 2025 National State of Owner Readiness Report, 75% of business owners plan to exit their business within the next 10 years. Yet, many feel too busy to focus on planning. Without a structured approach, even well-established firms risk losing clients, revenue, and long-term value.

To secure your company’s future, focus on these critical areas before implementing a succession plan.

Clarify Your Vision

Start by defining what a successful succession looks like for your company. Decide whether your business will remain private or transition through a sale, merger, or employee ownership plan. Identify potential successors – family members, internal executives, or outside candidates – and set a timeline for ownership and leadership transfers. Consider how the new leadership team will preserve or adapt your company’s culture and growth strategy.

A clear vision aligns stakeholders, speeds up decision-making, and prevents last-minute surprises.

Develop Future Leaders

People, not processes, determine succession success. Perform a comprehensive assessment of internal candidates, evaluating technical skills, leadership ability, strategic thinking, and emotional intelligence. Offer high-potential individuals opportunities for cross-functional experiences, leadership development, and mentoring. If internal gaps exist, consider external candidates to strengthen your leadership pipeline.

Structured development plans and early exposure to all business lines prepare successors for a smooth transition and help close skill gaps before they impact your company.

Strengthen Governance and Structure

Review governance and decision-making structures. Clarify accountability among owners, the board, and management. Update operating agreements, buy-sell contracts, and compensation structures to reflect future leadership. Consider establishing advisory committees, such as audit or investment boards, to support incoming leaders. Strong governance minimizes conflicts, speeds up decision-making, and reassures stakeholders.

Address Financial and Tax Considerations

Ownership changes impact your company’s finances, taxes, and access to capital. Obtain an objective business valuation and determine the best way to transfer ownership, whether through a sale, gradual buy-in, gifting, or a hybrid approach. Model tax effects for both current owners and successors, and secure any necessary financing, including debt, earn-outs, or outside investment.

Clear financial planning helps prevent liquidity problems and ensures fair treatment for all involved.

Protect Knowledge and Relationships

Institutional knowledge and client relationships are invaluable. Develop structured processes for outgoing leaders to document deal pipelines, management practices, and client preferences. Introduce successors to key clients, investors, and partners through joint meetings, shadowing opportunities, and phased involvement.

Thoughtful knowledge transfer safeguards revenue, maintains trust, and minimizes disruption during the transition.

Communicate Effectively

Even the best plan can fail if communication isn’t clear. Create a timeline for sharing the succession plan with employees, clients, partners, lenders, and vendors. Use clear, positive messaging to prevent rumors, retain talent, and reassure clients. One-on-one meetings with top clients, town halls, and written updates for employees help maintain confidence throughout the process.

Common Barriers to Successful Succession

Despite thorough planning, real estate firms often face obstacles:

  • Emotional Attachment: Founders and long-term owners might struggle to let go or worry that successors won’t “do things the right way.” Address this with empathy and include them in mentoring and transition efforts.
  • Unprepared Successors: Without intentional development, internal candidates might not be ready. Begin developing early and consider interim roles to evaluate their readiness.
  • Planning Gaps: Succession planning can feel overwhelming or be postponed due to daily demands. Assign clear ownership and set deadlines to ensure accountability.
  • Financial Hurdles: Asset-rich but cash-poor firms may face financing challenges. Early modeling and innovative solutions can help overcome them.
  • Communication Missteps: Unclear or delayed communication can cause rumors, employee turnover, or client loss. Develop a strategic communication plan to reduce these risks.
  • Cultural Misalignment: New leaders might have different values or management styles. Clearly communicate and reinforce the desired culture to ease transitions.

Additional Considerations for a Smooth Transition

  • Legal and Compliance: Review and update all necessary filings, licenses, and regulatory obligations during the ownership transfer.
  • Diversity and Inclusion: Consider a wide range of candidates and perspectives to enhance leadership and promote new ideas.
  • Third-Party Advisors: Consult legal, financial, HR, and business transition experts to ensure an objective, efficient, and compliant process.
  • Market Conditions: Evaluate how trends, property values, and investment cycles could affect timing or structure.
  • Technology and Data Management: Document critical systems, databases, and proprietary processes for a seamless handoff.
  • Risk Management and Insurance: Ensure key policies are in place to protect against operational and financial risks.

Secure Your Firm’s Future

Succession planning in real estate is high stakes: missteps can cost your company millions. Many owners put planning on the back burner because they feel too busy, but delaying action increases risk.

Our advisors specialize not only in succession planning but also in the unique risks and opportunities of the real estate industry. We help ensure a smooth, value-preserving transition. Ready to plan for the future? Connect with a member of our team to maximize the rewards of a well-executed succession plan.

© Copyright CBIZ, Inc. All rights reserved. Use of the material contained herein without the express written consent of the firms is prohibited by law. This publication is distributed with the understanding that CBIZ is not rendering legal, accounting or other professional advice. The reader is advised to contact a tax professional prior to taking any action based upon this information. CBIZ assumes no liability whatsoever in connection with the use of this information and assumes no obligation to inform the reader of any changes in tax laws or other factors that could affect the information contained herein. Material contained in this publication is informational and promotional in nature and not intended to be specific financial, tax or consulting advice. Readers are advised to seek professional consultation regarding circumstances affecting their organization.

“CBIZ” is the brand name under which CBIZ CPAs P.C. and CBIZ, Inc. and its subsidiaries, including CBIZ Advisors, LLC, provide professional services. CBIZ CPAs P.C. and CBIZ, Inc. (and its subsidiaries) practice as an alternative practice structure in accordance with the AICPA Code of Professional Conduct and applicable law, regulations, and professional standards. CBIZ CPAs P.C. is a licensed independent CPA firm that provides attest services to its clients. CBIZ, Inc. and its subsidiary entities provide tax, advisory, and consulting services to their clients. CBIZ, Inc. and its subsidiary entities are not licensed CPA firms and, therefore, cannot provide attest services.

Let’s Connect

Our team is here to help. Whether you’re looking for business solutions, financial strategies, or industry insights, we’re ready to collaborate. Fill out the form, and we’ll be in touch soon.

This field is for validation purposes and should be left unchanged.