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Breaking Ground SA

Breaking Ground SA

De : Real Estate Council of San Antonio
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Breaking Ground SA is a podcast where we dig into real estate deals, developments, and decision-makers shaping San Antonio. Hosted by Stephanie Reyes, President and CEO of RECSA, and local policy expert Rob Killen, each episode explores the stories behind the city's transformation—from downtown revitalization and major developments to the people and passion driving San Antonio's growth. Whether it's iconic buildings, economic development, or the future of our community, Breaking Ground SA takes you behind the scenes of the projects building the city our kids want to call home.Copyright 2026 Real Estate Council of San Antonio
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    • Building the City Our Kids Want to Call Home with Randy Smith
      Jan 25 2026

      In this episode, we sit down with Randy Smith, co-founder and CEO of Weston Urban, to explore his unexpected journey from attorney to developer and his vision for San Antonio's future. Randy shares how a breakfast at IHOP led him to Rackspace and eventually to transforming downtown San Antonio with projects like Frost Tower, the Milam Building, and the upcoming downtown baseball stadium. We discuss why downtowns matter, the importance of people over buildings, and how San Antonio's unique community spirit sets it apart. Randy also opens up about the challenges of capitalizing development projects, his passion for creating family-friendly spaces, and why he believes San Antonio does community better than anywhere else in America.

      Topics Covered:

      1. (00:34) - From Attorney to Developer: Randy's unexpected career journey
      2. (8:34 - Moving to San Antonio: Why Randy and Rachel chose San Antonio in 2005
      3. (13:41) - The IHOP Breakfast: Meeting Graham Weston and joining Rackspace
      4. (15:19) - Founding Weston Urban: "Building the city our kids want to call home"
      5. (23:00) - Frost Tower: Breaking San Antonio's 30-year office tower drought
      6. (25:09) - The Frost Tower Land Deal: Complex three-way swap with Frost Bank and the City
      7. (28:53) - Why Downtown Matters: Economics, community, and San Antonio's identity
      8. (37:55) - Downtown Baseball Stadium Update: Current status and challenges
      9. (42:05) - "Who Has It Better Than Us?": Randy's philosophy on gratitude and perspective
      10. (47:00) - The Power of People: Why humans matter more than buildings in San Antonio's future

      Resources:

      1. https://recsanantonio.com/
      2. https://westonurban.com/

      Podcast Production Services by EveryWord Media

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      49 min
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