Scaling Station Podcast features conversations with founders, operators, and leaders rethinking how the built world works. Host Will Rodosky explores the intersection of real estate, technology, and entrepreneurship — uncovering the strategies, setbacks, and stories behind scaling businesses that shape our communities.
Leasing NYC: How Relm Is Rewriting Apartment Search in the Big Apple
New episode of the Scaling Station podcast by Orza Growth Partners is live!! This week, I sat down with Jackson Reiter, co-founder of Relm, the AI platform cutting underwriting to minutes and redefining how the industry discovers space. It’s a killer conversation: grit, systems thinking, and a vision that’s pushing dealmaking into the future.
13 Nov 2025
From DJ Booth to Cutting CRE Lease Times by 90% | Rafael Weiss, Sytes
Sytes (sytescre.com) is changing how leasing gets done in commercial real estate by putting tenants in the driver’s seat. Instead of searching through listings, tenants outline exactly where they want to be and what they need. Landlords and developers then match those requirements with real opportunities, creating a cleaner and faster path to deals. In this conversation, Rafael Weiss breaks down how Sytes acts as a true matchmaker in the market. Tenants bring demand. Landlords bring su...
4 Nov 2025
How Agents Prove Their Value After Zillow | Eric Ellis, LookBookLink | Scaling Station Podcast
What do you do when the old gatekeepers of listings are gone and buyers can find everything on their phone? In this episode, Will Rodosky sits down with Eric Ellis — a photographer-turned-founder who built Lookbook Link after paying $2,500 for a site and realizing Linktree wasn’t enough. Eric reveals the small product decisions that solve a massive problem for agents: a lightweight, branded personal business site that combines photos, videos and documents, syncs across teams, and cost...
28 Oct 2025
Why CRE pros are switching from ChatGPT to Propaya
What happens when a family's side hustle becomes the blueprint to fix decades of paperwork chaos in commercial property deals? On this episode of Scaling Station, host Will Rodosky sits down with Reader Wang — CEO and Co-Founder of Propaya (YC S24) — who translated his family’s experience in property management into a product that reads, organizes, and explains leases in minutes. From his mother’s shift into property management to a 70-unit portfolio tracked on shaky spreadsheets, Reader reco...
16 Oct 2025
Digitizing Real Estate: The Hidden Value Inside Buildings | Matthew Schneider, Building | Scaling Station Podcast
What if the most valuable part of a property isn’t the land or the lease - it’s the invisible trail of data living inside it? Matthew Schneider, Founder & CEO of Building, joins Scaling Station to dig into how real estate is finally being digitized — and why most of what’s happening so far misses the point. Recorded amid travel, trades, and even a COVID battle, this episode pushes past buzzwords to show how tech can genuinely reduce risk and unlock liquidity. In this episode you'll hear: ...
7 Oct 2025
Stop Chasing Parcels. Let Deals Find You | Dylan Goren, Pillar | Scaling Station Podcast
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,...
6 Oct 2025
How a Late-Night Bug Became a Growth Engine | Sam Chlebowski, Motion.io | Scaling Station Podcast
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....
3 Oct 2025
What Nobody is talking about in PropTech | Lilian Chen, Proptimal
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 ...
2 Oct 2025
The Future of Alternative Investing | Harold Hofer, Alture Funds | Scaling Station Podcast
In this episode, host Will Rodosky sits down with Harold Hofer, Co-Founder & CEO of Alture Funds, a Newport Beach-based platform giving everyday investors access to large-scale alternative investments. Harold shares the story of launching Rich Uncles in 2012, taking it public (now Motive, NYSE: MDIV), and why the Jobs Act and digital platforms changed everything. We dive into: Why traditional wealth managers are losing ground to self-directed investorsHow Alture Funds partners wit...
1 Oct 2025
Building a Safer, Smarter Roommate Platform | Kal Merhi, iROOMit | Scaling Station Podcast
🚀 In this episode of The Scaling Station Pod, we sit down with Kal Merhi, Founder & CEO of iROOMit, the platform transforming how people find safe, affordable housing and roommates worldwide. From starting in Canada with just $2 to building one of the fastest-growing roommate platforms, Kal shares his journey, the challenges in today’s rental market, and how iROOMit uses AI and strict verification to eliminate scams and create a trusted community. 🌍 With iROOMit already expanding across...
30 Sept 2025
Redefining Second-Home Ownership | Adam Capes, GoForth | Scaling Station Podcast
What if your dream vacation home no longer meant a lifetime of upkeep, guilt, and empty weeks? Adam Capes, Founder and CEO at Go Forth, pulls back the curtain on how fractional home ownership being reinvented—so you keep the memories without owning the headache. From running a magazine to building destination clubs, Adam traces the moment a Danish model changed everything and forced a pivot: availability is the real luxury. In this episode of Scaling Station he reveals the tactics tha...
29 Sept 2025
From 35 to 500 Doors: MasterKey's Local Advantage | Robert Dell'Osso, MasterKey | Scaling Station Podcast
Robert Dell’Osso, President of MasterKey Property Management, joins Scaling Station to share how he grew the firm from 35 doors to over 500. We dive into the power of community-driven property management, why local expertise beats national brands, and what investors need to know about scaling smart in North Carolina’s Triangle market. 🔗 Learn more about MasterKey PM: masterkeypm.com 📌 Connect with Robert on LinkedIn: https://www.linkedin.com/in/robertdellosso/ If you’re an investor o...
25 Sept 2025
You Can't Answer Customers With Silence | Pedro Chiesa, Dedalabs | Scaling Station Podcast
In this episode of the Scaling Station Podcast, I sit down with Pedro Chiesa, CEO of Dedalabs (https://www.dedalabs.com), to explore how AI is transforming customer communication in real estate. We discuss: Why silence is the biggest killer of customer trust How virtual agents can create 24/7 customer engagement The future of AI adoption in real estate and property management Pedro’s journey building Dedalabs and lessons for founders These AI-powered virtual ag...
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