Tangent: Conversations with Real Estate & Tech Innovators

David Stifter has spent more than two decades at the intersection of real estate, technology, and finance. As Managing Director and functional CTO at Digital Bridge (formerly Colony Capital), he led data architecture, process improvement, and finance transformation initiatives across major acquisitions. In 2020, he co-founded PredictAP with a team of B2B SaaS and AI veterans from Blizzard, Apple, and HubSpot. Since then, the company has grown to serve more than 60 real estate firms and raised an $8 million Series A in 2023. David is based in Lincoln, MA.

(02:20) From Colony Capital to founding PredictAP
(05:11) When a $60B firm couldn't pay bills
(07:23) Why invoice coding is harder than it looks
(09:29) CAM pools, triple net leases, and the permutation problem
(13:43) When institutional knowledge walks out the door
(16:38) How to tell a real solution from a pretty demo
(20:48) PredictAP: From inbox to Yardi in 30 seconds
(24:47) Related Group, Cushman & Wakefield, and what 130 clients taught PredictAP
(27:59) Why integration makes or breaks AP automation
(30:17) Build vs. buy: what CFOs & COOs get wrong
(33:51) Sheriff vs. shepherd: how to manage AI adoption internally
(35:50) AP coding, audit risk, and financial misstatement
(38:44) Collaboration superpower: Richard Feynman

🏙️ Learn more:
-Visit PredictAP
-David Stifter on LinkedIn

🏙️ Virtual Events:
-AI & Innovation Forum: Multifamily: on 9/29
-SFR / BTR Forum: on 10/22

🏙️ In-person Events:
-Institutional Investors & PE Forum: in NYC on 9/16
-South Florida Capital & Development Forum: in Miami on 10/15
-Finance Forum: in NYC on 11/3
-All upcoming Commercial Observer events

🏙️ Connect with Tangent:
-Edward Cohen on LinkedIn
-Zach Aarons on LinkedIn
-Tangent on LinkedIn

Creators and Guests

Host
Edward Cohen
Host & Executive Producer at Tangent
Guest
David Stifter
Founder & CEO of PredictAP

What is Tangent: Conversations with Real Estate & Tech Innovators?

A podcast community for real estate and tech leaders, investors, operators and innovators.

A new era is upon us. Tangent💚Proptech unites Proptech founders💡, Real Estate investors and operators🏢, Venture Capital investors, urban leaders🏙 and passionate creators🌎 who are improving our communities and cities. Join us to learn how we can solve present day challenges with innovative technology and greater collaboration.

Join VC investor Zach Aarons and Proptech entrepreneur Edward Cohen, to learn about housing innovation, the future of work and climate tech. We examine these themes through interviews and conversations with Proptech CEO's, real estate owners and operators, and venture investors, and how we can leverage tech and collaboration to help solve the housing crisis, figure out the future of work and how to decarbonize the built environment.

If you would like to get your company’s or organization’s mission featured on Tangent, email us at community@tangentproptech.com.

Stay curious and always be learning! 🤓