What was Ryan's first academic love in high school? What opportunity did Ryan uncover by responding to a Craigslist advertisement? Why did Ryan decide to return to his original path after an enjoyable stint in consulting? What attribute of MIT culture appealed to Ryan and convinced him to apply to Sloan for an MBA? What part-time job did Ryan land at MIT that gave him special insight into the campus's eccentricities? How did Ryan end up founding a screen writing software business? How did Ryan pivot this failed idea into a lucrative marketplace business? What hard lesson about unit economics did Ryan learn during this period? How did Ryan connect the dots between data, B2B, and climate policy to start a new tech business? What did Ryan admire about Stripe that he applied to the permit data space with Shovels? Why is collecting and aggregating local building permit data so challenging? What insights has Shovels uncovered around permit activity and different types of climate disasters? What is the permit cloud that Shovel's is uncovering that indicates early signal about a larger infrastructure project? How is Shovels providing insight into available trade resources for intensive projects such as data centers?

Ryan Buckley - CEO and co-founder of Shovels, joins Proptech Espresso to answer these questions and discuss how his early childhood interest in roller hockey exposed him to the parking lots of seminal internet titans like Netscape and Silicon Graphics.

How has proptech evolved over time from solutions about the business of real estate to the automation and digitization of the physical buildings themselves? What lessons did Etrit take away from the hardships of his family re-establishing their lives in the US? How did entrepreneurship in Kosovo differ from what he experienced after moving to Michigan and integrating with the Albanian community? What learnings about the value of the product you are selling got instilled in Etrit when he was young? What lessons did Etrit take away from his experience in door to door selling laundry services? How did working at Chase during college open Etrit's eyes to how to successfully navigate the professional environment? What insights did Etrit take away from listening to an employee interaction with Jamie Diamond? Why is Etrit always trying to learn faster to do the right thing? Where did the initial interest in real estate originate? Why is customer service such a differentiation for KODE? What does having the GSA as a KODE customer mean to Etrit?

Etrit Demaj - co-founder of KODE Labs, joins Proptech Espresso to answer these questions and discuss immigrating to the US and the debt of gratitude he has for the opportunities presented to him because of this.

Should proptech be defined as a real estate specific problem to which a technology solution is applied to? Why can new real estate applications not ignore the workstream they are a part of and the ecosystem they must work nicely within? How is it possible for companies to balance encouraging innovation but not concurrently creating shadow IT departments? Why is the build vs buy decision front and center again for CTOs and other innovation leaders in proptech? Why was it a blessing in disguise for David to start off his professional career as a custody fund accountant? What led David to start a business operations group? Why is bottoms up technology adoption much easier than top down mandates? What led Dave to uncover the opportunity in real estate AP coding? What percent of general ledger transactions originate in AP? Who are the different purchasers of PredictAP? What new insights has the deployment of PredictAP within customers surfaced? In the fast changing world of AI, how do companies differentiate between solutions that demo well and give the appearance of solving a problem versus well architected and researched solutions that truly solve the fundamental business problem?

David Stifter - Founder and CEO of PredictAP, joins Proptech Espresso to answer these questions and discuss how we worked at the first social network in college just prior to the early 2000s dot-bomb crash.