We talk with senior living marketing tech entrepreneur Jerry Vinci about why senior housing is an operating business inside a real estate wrapper and why PropTech only matters when it solves a real human problem. We break down what drives occupancy, where operators lose families in the funnel, and how investors can spot risk before it shows up in the financials.
• defining PropTech around human problems in real estate
• why family experience often decides tool adoption
• early lessons on systems over effort and relationship as product
• senior living levels of care and why the asset class is misunderstood
• demographic shifts pushing demand toward ages 80 to 85
• demand generation versus traditional marketing and owning the full funnel
• speed to human, long nurture cycles, and attribution that ties to move-ins
• virtual tours and virtual staging as trust-building tools
• emerging risks from AI search, staffing churn, and referral aggregator dependence
• Nordon’s independent diagnostics for senior housing underwriting
• why Jerry launched the Leads To Leases podcast for unpolished operator lessons

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To learn more, visit www.proptechespresso.com.

We talk with Tim Ng about turning new development sales from paper-heavy routines into digital experiences that actually help buyers and sales teams move faster. Tim shares how ADHOC STUDIO led to BLACKLINE, why the SaaS pivot was hard, and what proptech can learn from the moment COVID forced the industry to change.
• Defining proptech as connection, transparency, and efficiency across real estate
• Growing up in condo communities and learning sales and development through family
• Aiming for investment banking while building tech skills on the side
• Noticing how manual new development sales stayed for decades
• Starting Ad Hoc Studio with digital renderings and interactive sales gallery software
• Moving sales presentations to touchscreens and iPads for a better buyer journey
• Shifting from front-end visuals to back-office inventory, reservations, and allocation
• Creating Blackline and moving from services to a product-led SaaS model
• Balancing two companies while funding the new platform with existing cash flow
• Seeing COVID accelerate virtual launches and digital real estate adoption
• Naming Blackline after architectural black line floor plans
• Comparing bespoke studio work with scalable software operations
• Applying AI to data-driven recommendations, decision support, and hiring standards
• Founder advice on team care and getting customer feedback early
• Finding Tim on LinkedIn and Instagram by searching Tim Ng

Be sure to subscribe to the podcast on Apple Podcasts, Google Podcasts, or wherever you listen to podcasts. To learn more visit www.proptechespresso.com.

How has studying graphic design influenced Dillon's career? What led Dillon to land his initial role working in an Apple retail store? How was Dillon able to make the jump to working in Apple's retail development group? What family ties to real estate did Dillon have? Which Microsoft product was Apple using to run its construction projects in the early days of Dillon's career? How is the build process different between an Apple retail store in a mall and one of Apple's flagship stores? Why did Dillon decide to leave Apple and head over to Tesla? How quick were the build times for Tesla's showrooms? How did the Apple Genius Bar influence Tesla's retail showrooms? What was the inspiration for SiteRise? Why did Dillon build SiteRise as a non-user license solution? How is AI being used to make the development process more efficient? What areas of retail and retail adjacent real estate are seeing growth today? Why is retail clustering taking off at the moment? Why is reporting increasingly important for SiteRise?

Dillon Okner - CEO and founder of SiteRise, joins Proptech Espresso to answer these questions and discuss why customer led development has been the key to SiteRise's success.