Sign up to save your podcasts
Or
Share Transforming Century-Old Buildings into Modern Cashflow Assets with Ale Oliver, Owner of Oliver Properties
Share to email
Share to Facebook
Share to X
Share to email
Share to Facebook
Share to X
Or
Transforming Century-Old Buildings into Modern Cashflow Assets with Ale Oliver, Owner of Oliver Properties
In this episode, Raj sits down with Alex Oliver, the founder of Oliver Properties, a real estate investment and development company based in St. Louis. With a background in mechanical engineering and early exposure to entrepreneurship through his upbringing on a farm in Illinois, Alex transitioned into real estate during the 2008 financial crisis. Over the past 15+ years, he has grown his portfolio to over $100 million in assets under management and has become a leading figure in urban redevelopment, especially in downtown St. Louis.
Alex shares his journey from house hacking and small multifamily deals to large-scale historic redevelopments. The conversation dives deep into his unique strategy of acquiring century-old buildings that were renovated in the early 2000s, upgrading them with modern amenities, and revitalizing Washington Avenue into a walkable, activated corridor. Key topics include his approach to risk, value-add investing, managing CapEx at scale, creating a cohesive retail strategy, and launching a food hall as part of a broader neighborhood transformation.
Connect with the Host
Twitter: twitter.com/ItsRajTut
LinkedIn: https://www.linkedin.com/in/rajtut/
Instagram: instagram.com/ItsRajTut
TikTok: https://www.tiktok.com/@itsrajtut
Connect with our guest:LinkedIn: https://www.linkedin.com/in/alex-oliver-52668a6/ Website: https://www.opstl.com/
Timestamps
00:00 – Alex’s background: From rural Illinois to engineering and real estate
03:05 – Lessons from his first deal during the 2008 crash
06:01 – Why he focused on urban St. Louis and historic buildings
09:55 – Scaling up: From small multifamily to 80+ unit properties
15:03 – Navigating market timing and strategic exits
17:49 – Case study: The Delmar project and heavy rehab strategy
29:03 – Why he’s all-in on Washington Avenue redevelopment
40:09 – Challenges with insurance, lenders, and high-vacancy assets
48:03 – Launching a food hall and building a retail strategy
54:05 – Vision for transforming downtown St.
If you're looking to sell us a 40+ unit multifamily property in the St. Louis region, or another part of MO/IL, please email [email protected]
Connect with us at our Website: https://storyboardliving.com/
LinkedIn profile: https://www.linkedin.com/company/storyboard-living/
View all episodes
By Raj TutIn this episode, Raj sits down with Alex Oliver, the founder of Oliver Properties, a real estate investment and development company based in St. Louis. With a background in mechanical engineering and early exposure to entrepreneurship through his upbringing on a farm in Illinois, Alex transitioned into real estate during the 2008 financial crisis. Over the past 15+ years, he has grown his portfolio to over $100 million in assets under management and has become a leading figure in urban redevelopment, especially in downtown St. Louis.
Alex shares his journey from house hacking and small multifamily deals to large-scale historic redevelopments. The conversation dives deep into his unique strategy of acquiring century-old buildings that were renovated in the early 2000s, upgrading them with modern amenities, and revitalizing Washington Avenue into a walkable, activated corridor. Key topics include his approach to risk, value-add investing, managing CapEx at scale, creating a cohesive retail strategy, and launching a food hall as part of a broader neighborhood transformation.
Connect with the Host
Twitter: twitter.com/ItsRajTut
LinkedIn: https://www.linkedin.com/in/rajtut/
Instagram: instagram.com/ItsRajTut
TikTok: https://www.tiktok.com/@itsrajtut
Connect with our guest:LinkedIn: https://www.linkedin.com/in/alex-oliver-52668a6/ Website: https://www.opstl.com/
Timestamps
00:00 – Alex’s background: From rural Illinois to engineering and real estate
03:05 – Lessons from his first deal during the 2008 crash
06:01 – Why he focused on urban St. Louis and historic buildings
09:55 – Scaling up: From small multifamily to 80+ unit properties
15:03 – Navigating market timing and strategic exits
17:49 – Case study: The Delmar project and heavy rehab strategy
29:03 – Why he’s all-in on Washington Avenue redevelopment
40:09 – Challenges with insurance, lenders, and high-vacancy assets
48:03 – Launching a food hall and building a retail strategy
54:05 – Vision for transforming downtown St.
If you're looking to sell us a 40+ unit multifamily property in the St. Louis region, or another part of MO/IL, please email [email protected]
Connect with us at our Website: https://storyboardliving.com/
LinkedIn profile: https://www.linkedin.com/company/storyboard-living/