EP 268: From $11 Billion to Main Street: Aleksey Chernobelskiy’s LP Playbook  episode artwork

EPISODE · Jun 26, 2025 · 39 MIN

EP 268: From $11 Billion to Main Street: Aleksey Chernobelskiy’s LP Playbook

from The Gentle Art of Crushing It! · host The Gentle Art of Crushing It

Aleksey Chernobelskiy advises limited partners (“LPs”) on existing and future investments. He’s also the founder of www.gplpmatch.com, a platform which allows LPs to see deals that match their specific investment criteria right in their inbox immediately after a GP submission. Aleksey writes weekly to 8,000 investors at www.LPlessons.co to explain how to properly vet and think about LP investments in the grand scheme of their portfolios. Aleksey also helps General Partners on matters relating to LPs, such as capital calls or feedback on investment decks. Prior to advising LPs, Aleksey ran STORE Capital’s $10 billion commercial real estate portfolio and oversaw the firm’s underwriting team. Aleksey graduated from University of Arizona with a quadruple major – Finance, Mathematics, Economics, and Accounting.Recommended articles:Top 15 syndication mistakes - www.lplessons.co/p/top-15-syndication-mistakes26 questions to ask your GP -  www.lplessons.co/p/26-questions-to-ask-your-gpDo sunk costs matter in capital calls? - www.lplessons.co/p/do-sunk-costs-matter-in-capital-callsRANDY SMITHConnect with our host, Randy Smith, for more educational content or to discuss investment opportunities in the real estate syndication space at www.impactequity.net, https://www.linkedin.com/in/randallsmith or on Instagram at @randysmithinvestor00:00 Intro01:40 Current Market03:29 Aleksey's Background09:19 LP's in Investing15:35 Due Diligence18:10 Deal Structure23:32 GPLP Match28:26 Fundraising30:40 Education and Resources36:00 Bucket List38:48 Outro

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EP 268: From $11 Billion to Main Street: Aleksey Chernobelskiy’s LP Playbook

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