In this episode, the guys welcome Josh Brandt of Stack + Co, who shares insights on his transition from design-build to focusing on construction and development. Josh discusses the challenges facing Boston’s housing market, particularly how rising construction costs, stricter affordability requirements, and layered regulations make projects difficult to finance and build. He emphasizes the importance of creative deal structuring, accurate cost modeling, and aligning partnerships to navigate today’s tough environment. The conversation also highlights policy trade-offs, construction efficiencies, and the role of collaboration in overcoming barriers to housing development.

In this episode, we chat with Kenny Isidoro about the importance of branding in real estate and development. Kenny explains that branding goes beyond logos and taglines—it’s about shaping perception through internal values, external expressions, and consistent storytelling. He shares insights on naming projects, building a cohesive identity, and collaborating with architects, brokers, and designers early in the process to create stronger market presence. The conversation also highlights strategies for developers of all sizes, from core brand packages to co-branding opportunities, emphasizing how thoughtful branding can add credibility and visibility to projects.

In this podcast episode, we welcome back Nick Schiffer from NS Builders who shares a personal story of losing a project because a client felt he was “too public,” prompting him to implement strategies that offer clients more privacy. This prompts a discussion that dives into the tension between public visibility and client privacy in the construction and development industry. The group discusses how branding, experience, and innovation play into securing high-end projects, especially for younger builders trying to prove themselves. Finally, we take a deep dive into Nick's current ambitious project, 45 White Oak, a high-end spec home that showcases his design philosophy, attention to detail, and willingness to take financial risks to build credibility and shift his career trajectory.