On this episode, the guys break down the “capital stack” in real estate development, explaining how different layers of financing—senior debt, mezzanine debt, private lending, and equity—fit together to fund a project. The hosts emphasize that bank debt is typically the cheapest and largest portion, but also the hardest to secure without experience, which is why many beginners rely on private lenders or creative structures like seller financing. They discuss the value of debt brokers, who can source better terms and navigate shifting lender appetites across markets. Throughout the conversation, they highlight key loan terms, risk considerations, and practical lessons learned from their own development projects.

On this episode, the guys discuss a wide range of topics using a “low-key hot takes” approach. The hosts debate topics like why pocket doors, overused recessed lighting, excessive LED strips, and traditional hardwood flooring are overrated, while defending practical alternatives such as engineered flooring, Hardie siding, bidet toilets, and thoughtful lighting design. They also touch on construction best practices, window installation myths, energy efficiency metrics like HERS ratings, and the realities of modern building codes. The conversation wraps with forward-looking takes on robotics, home technology, and how changing standards are reshaping housing and everyday living.

Garrett Hogan of OnPoint Companies returns to discuss recent Boston-area projects, including a unique Brookline property he renovated, sold, and then re-renovated as the new owner’s general contractor. Garrett shares insights on market timing, investment strategy, and balancing risk versus vision, along with lessons learned from affordable housing units, permitting, and all-electric multifamily development in Jamaica Plain. The conversation also covers the end of his long-term business partnership, the realities of real estate collaborations, and his side venture distributing innovative building envelope products like Thermal Buck and Thermal Tight.