Ep.137 | $400M AUM, Zero Principal Lost w/ Yitz Levinson
Neal and Ryan sit down with Yitz Levinson, President of Hillmount Capital, a Toronto-based private lender with over $400M under administration and 22 years in the business. Yitz shares how his background as a licensed insolvency trustee shaped the way Hillmount underwrites every deal: exit first, entry second. The conversation covers their unique MFT structure, how they flex across residential, commercial, and construction depending on market conditions, their approach to special situations and insolvency lending, and why Yitz is more focused on deal terms than competing on rate in today's aggressive market. If you want to understand how a sophisticated, long-running private lender thinks about capital preservation, risk, and the current economic climate, this is a must-listen.Show Notes:1:45 - From Accountant to Insolvency Trustee3:23 - How Hillmount Was Founded4:27 - The #1 Reason Deals Go Bad5:56 - Hillmount's Lending Profile7:21 - Construction Loans8:12 - What Differentiates Hillmount9:20 - Special Situation Lending11:07 - Speed, Direct Lending & the HiLOC12:30 - White Glove Service14:54 - MFT vs. MIC16:11 - Organic Investor Growth17:59 - Staying Disciplined on Rate & LTV18:15 - Preservation of Capital19:09 - Concerns About Today's Market21:49 - Tariffs, Recession & the Macro Picture22:23 - Warning Signs on the Street23:21 - Short-Term vs. Long-Term Loans24:13 - Are We in a Recession?25:33 - No Land Buying = Future Housing Shortage26:06 - Regional Market Breakdown28:06 - Bruised Credit Borrowers28:45 - Working With Borrowers in Distress30:14 - Mortgages Act Reform31:45 - Concerns About New Products in the Market32:46 - "We Underwrite the Story, Not the Box"Resources:Keystone Capital GroupCPLP Instagram: @cplpodcastKeystone Instagram: @keycapgroupFind Neal On:Instagram: @neal.andreinoLinkedIn: Neal AndreinoFind Ryan on:LinkedIn: Ryan MacNeilE-mail: ryan@keycap.ca




