What if an acquisition team could turn dusty public records and cold contacts into a repeatable pipeline — in weeks, not quarters?

Dylan Goren, Co-founder and CEO of Pillar, sits down with Will on Scaling Station to reveal how software built for real estate is being rewired to automate the toughest part of development: landing the right site and opening the conversation with owners.

From JLL tech to launching Pillar in Jan 2023, Dylan explains the quiet pivots, surprising customer requests, and the moment outreach became core to the product.

Highlights:
• Why maps and layers aren’t enough — find underwriting signals earlier
• How verified contact data + contextual offers cut wasted outreach
• The playbook for hyper-personalized land outreach at scale
• Where AI actually helps small teams beat incumbents
• Dylan’s 12–18 month vision: bake underwriting logic into discovery

This episode is for builders, developers, and operators who want a surgical approach to off-market opportunities. Watch, take notes, then act.

Learn more: pillar.codes | Connect: Dylan Goren on LinkedIn

#PropTech #LandAcquisition #RealEstateAI #Pillar #SiteSelection #OffMarket #DeveloperTech #SkipTracing #Underwriting

What do you do when the thing that breaks your product becomes the thing that saves your company?

Sam Chlebowski — Co-founder of Motion.io platform — joins Scaling Station to tell the behind-the-scenes story nobody expects: the chaotic night that exposed a flaw, the gut-wrenching decision to pivot, and the unlikely sequence that turned panic into purpose.

You’ll ride the tense moments with Sam:

• 🌙 The midnight incident that nearly shut everything down — and the moral choice that followed.
• 🔧 The 48-hour hack that revealed a hidden user behavior no one studied.
• 🚀 The counterintuitive playbook they used to turn breakdown into traction.

Bold takeaway: product mistakes can be strategic signals if you know how to listen.

This is a raw founder confession — filled with real metrics, cultural trade-offs, and the exact decisions that rewired growth strategy.

Don’t just watch—learn the mindset that turns crisis into runway. Join us, apply one tactic this week, and report back.

#startup #founderstories #growthhacking #productleadership #Motionio #entrepreneurship

What if the playbook used by billion-dollar firms was suddenly accessible to a two-person shop?

In this episode, Will sits down with Lilian Chen — Founder of Proptimal — who’s making institutional knowledge, tools, and resources available to everyday investors.

Lilian has advised on more than $10 billion in commercial real estate transactions across 200+ firms, from first-time buyers to institutions with billions under management. She shares the hard lessons, cultural influences, and career moves that led her to build Proptimal’s “10X Real Estate Analyst.”

You’ll hear:
🔎 Why generative models are only as good as the data you feed them — and how to avoid hallucinations.
⚙️ How paid databases can become the secret ingredient for accurate AI summaries that save weeks of research.
🧭 The single career move that beats chasing every trend: specialize and own one strategy.
💡 Why software costs dropped and how “seed-strap” startups are reshaping fundraising and moats.

This is a blueprint for operators who want institutional-grade rigor without the VC treadmill. Tune in, rethink your stack, and stop burning midnight hours on spreadsheets.

Connect with Lilian on LinkedIn and explore Proptimal’s tools to change how deals get done.

#RealEstate #AIForBusiness #CRE #FounderStory #Underwriting #Bootstrapping #DealMaking #ScalingStation #FounderAdvice