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Building Better Futures

EP 30: Lessons in Leadership and Legacy From Jessica Sherman of The Douglaston Companies

28 Oct 2025

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Jessica Sherman, Vice Chair and Principal of The Douglaston Companies, discusses family-rooted leadership, community-first development and how character, accountability and partnerships shape impact in New York real estate.Key Takeaways:00:00 Introduction.04:49 Family inspiration drives purpose-driven work across building, management and community.08:39 Integrity and a strong moral compass guide decisions, relationships and long-term reputation.13:47 Collaboration with public partners expands housing while aligning with neighborhood needs.16:32 Policy and financing dynamics define feasibility, scale and project pacing.21:12 Community connection elevates design choices, services and the everyday resident experience.24:17 Proactive outreach and relationship building unlock guidance and opportunities.25:37 Continuous improvement comes through reflection, feedback and avoiding repeated mistakes.29:32 Reputation compounds over time through consistency and fairness.Resources Mentioned:Jessica Shermanhttps://www.linkedin.com/in/jessica-sherman-78049120/The Douglaston Companies | LinkedInhttps://www.linkedin.com/company/thedouglastoncompanies/The Douglaston Companies | Websitehttps://www.douglastondevelopment.com/City of Yes (NYC zoning initiative)https://www.nyc.gov/content/planning/pages/our-work/plans/citywide/city-of-yes-housing-opportunityNYCHA Public-Private Partnerships (PACT)https://www.nyc.gov/site/nycha/about/pact.page“Principles” by Ray Daliohttps://www.principles.com/“Start with Why” by Simon Sinekhttps://simonsinek.com/books/start-with-why/“The Psychology of Money” by Morgan Houselhttps://www.amazon.com/Psychology-Money-Timeless-lessons-happiness/dp/0857197681Thanks for listening to the “Building Better Futures” podcast. If you enjoyed this episode, please leave a 5-star review, and be sure to subscribe so you never miss any insightful conversations.#PeopleDevelopment #WorkplaceCulture #AECpodcast

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