Richard Brekka
Founder and managing partner of Second Alpha with decades of experience in venture and secondary investing, focused on private technology and secondary direct transactions.
Best podcasts with Richard Brekka
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38 snips
Nov 7, 2025 • 1h 4min
Richard Brekka - From Venture to Secondaries: Richard Brekka on Illiquid Market Advantages
In this discussion, Richard Brekka, founder of Second Alpha and a veteran in venture and secondary investing, shares his journey from private equity to identifying opportunities in illiquid markets. He reveals how a box of stock certificates ignited his passion for secondary investments. Richard also discusses the sourcing of deals through AI data pipelines, the intricacies of deal structures, and the psychology of engaging CEOs. He provides insights on the implications of AI on market dynamics and touches on policy issues regarding private market access for 401(k) investors.
Oct 22, 2024 • 24min
Explosive Growth of the Secondaries Market with Richard Brekka
Richard Brekka, the Managing Partner and Co-Founder of Second Alpha, sheds light on the booming secondaries market in tech. He discusses how his firm enhances liquidity for private tech shareholders and connects the rise of secondary funds to the trend of companies remaining private longer. Brekka reveals that 90% of transactions involve unicorns and emphasizes the enormous opportunity in mid-valued firms. He also shares insights on common investment mistakes and the vital need for timely value realization.
