Finding the Best Debt for your Commercial Deal with Tim Milazzo

Tim Milazzo is a commercial financing entrepreneur, and the co-founder & CEO of StackSource, a tech-enabled commercial real estate financing platform that has now completed more than $250 Million of commercial financing transactions. They are re-inventing the stagnant mortgage brokerage model with a tech-enabled marketplace/service.

Prior to StackSource, he worked for Facebook and Google where he helped expand B2B marketplaces in ad tech. Years ago, he interned at a top NYC real estate company before the current real estate tech wave.



  1. Technology-enabled commercial debt financing 
  2. Understanding debt and financing for your next deal
  3. Different sources for debt financing
  4. Commercial Mortgage-Backed Securities (CMBS)
  5. Tim’s projections on interest rates
  6. Common financing mistakes to avoid
  7. Best financing options for buying properties



1. What was your biggest hurdle getting started in real estate investing, and how did you overcome it?

  • Did not have the time and the knowledge, therefore invest passively as a Limited Partner. 

2. Do you have a personal habit that contributes to your success?

  • Exercise daily.

3. Do you have an online resource that you find valuable?

  •  Subscribing to real estate, personal development, and tech podcasts 

4. What book would you recommend to the listeners and why?

5. If you were to give advice to your 20-year-old self to get started in real estate investing, what would it be?

  • Start earlier in building relationships with people that you want to steal knowledge from, and start investing as an LP! 






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