Middle Market Growth Conversations

Inside DealMAX: Talking Investment Banking Trends with Ashton Gillespie

Jan 14, 2025
Ashton Gillespie, Vice President at TM Capital, shares her insights into the investment banking landscape. She emphasizes the importance of relationship-building in private equity, drawing from her entrepreneurial experiences. The discussion navigates the value of strategic networking at the DealMax conference, highlighting the need for diverse representation. Gillespie shares a personal story about launching an activewear brand, showcasing the emotional aspects of entrepreneurship. Additionally, she offers practical travel tips for effective networking at industry events.
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ADVICE

Strategic Networking

  • Strategically say no to some meetings at DealMax to avoid over-scheduling.
  • Prioritize unique connections and leave room for spontaneous conversations.
INSIGHT

Emotional Dealmaking

  • Selling a company is an emotional decision for founders, not just financial.
  • Dealmakers should approach these situations with compassion and empathy.
ANECDOTE

Sun Kissed Girl

  • Ashton Gillespie co-founded a sun-protective activewear brand with her mother.
  • The brand, Sun Kissed Girl Active Wear, faced challenges like a cease and desist letter and financial difficulties.
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