Episode 13

$56 Million in Real Estate Development with Nick Earls and Eric DiNicola, Winterspring Capital and PWN Development

Nick Earls and Eric DiNicola are co-founders and managing principals of Winterspring Capital and co-owners of PWN Development based in the Greater Boston area. Winterspring Capital is a real estate syndication firm with a portfolio of $56 million in multifamily assets under ownership throughout the Southeast and Boston.

We covered:

  • Getting started in real estate development
  • Balancing development with long-term hold investment properties
  • Self-funding deals vs. raising capital
  • Real estate syndication: 506B vs. 506C rules
  • Buying real estate under LLCs vs. starting a real estate fund
  • Hiring and managing sub crews and employees
  • Handling partnership disagreements and best practices
  • Don’t blame people. Even if it’s someone else’s fault
  • The benefits of stoicism for small business and real estate professionals
  • Dealing with inflation through investing in real estate
  • Fractional ownership of properties through investing in real estate syndications
  • Why you should call local lenders first
  • DTI (Debt-to-Income) Ratio when starting out in residential real estate
  • "House Hacking" as a way to get into real estate investing
  • How to protect yourself as a small business owner

Relevant show links:

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About the Podcast

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Owner Operated with Jonah Pollone

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About your host

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Jonah Pollone

Jonah is a highly motivated M&A advisor with a passion for helping small business owners sell their companies without leaving money on the table. He has a particular interest in service-based businesses and commercial real estate.

Jonah has held an integral role in selling over $45M in total transaction value since starting his career in M&A advisory in 2018. He has written over 25 articles for the MidStreet Learning Center and published 19 Owner Operated podcast Episodes.

He is a Certified Business Intermediary (CBI), and holds a Bachelor of Science in Business Administration from the UNC Kenan-Flagler Business School, as well as an active and current North Carolina Real Estate license. During his time at North Carolina, he served as the co-president of the UNC Real Estate Club and fostered a community for real estate networking and investing on campus.

In his free time, Jonah enjoys jiu jitsu, tennis, and jazz music.