Financial Advisor Success

Ep 456: Expanding From $75M Solo To $260M Multi-Advisor Team By Creating A Company Blueprint Of How Clients Will Be Served with Hilary Hendershott

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Sep 23, 2025
Hilary Hendershott, founder of Hendershott Wealth Management, oversees $260M AUM in San Jose. She shares her journey of transforming a solo advisory practice into a multi-advisor firm through a living 'Blueprint' that emphasizes values and purpose. Hilary discusses the importance of cultural fit in hiring and lessons from past mistakes. The Blueprint shapes client communications and business decisions, evolving with team input. She also addresses onboarding practices and fostering a client-centered mindset, ensuring a consistent experience across her growing team.
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ANECDOTE

Built A Diamond Team And Kept A Small Book

  • Hilary built a diamond advisory team (senior, two leads, associate, CSA) and step‑away from being top advisor.
  • She kept a small personal book of ~15 clients while the diamond handles new clients.
ANECDOTE

Bad Senior Hires Cost Time And Clients

  • Two senior hires failed and cost Hilary time, money, and client relationships.
  • One bad senior hire led to losing multi-million dollar clients and significant operational pain.
ADVICE

Use A Timed Skills Assessment In Hiring

  • Use a short skills assessment for advisory hires to test client writing, basic math, and case reasoning.
  • Require a 30–45 minute timed submission to reveal comprehension and follow-through.
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