Welcome to How They Scaled It, where scaling is done with both sides of the brain. Join host Courtney Wasserburger as she sits down with growth stage businesses; speaking with founders and industry leaders from eCommerce and SAAS sectors. We showcase their journeys, unpacking the pivotal moments, marketing strategies, and key decisions that shaped their success. If you’re a business owner, marketing leader, or entrepreneur eager to learn the ins and outs of scaling and thriving in the digital space, this podcast is your corner of the internet dedicated to helping you learn from the best.
In this episode of How They Scaled It, I sit down with Scott Peper, Founder and CEO of Mobilization Funding, to unpack the unconventional journey that led him from sales leadership into building one of the most specialized lenders in commercial construction.
Scott shares how a small investment opportunity unexpectedly became a full-scale business, the lessons he learned from early lending mistakes, and why solving real customer pain points matters more than scaling quickly.
The conversation dives deep into entrepreneurship, leadership, risk tolerance, culture, and how word-of-mouth growth still outperforms flashy marketing when your product truly delivers.
8 Jan 2026
Build the Foundation, Then Scale w. Eric Fortenberry
In this episode of How They Scaled It, I sit down with Eric Fortenberry, Founder and CEO of JobTread, as he shares how he built one of the fastest-growing platforms in construction tech.
Starting with a chaotic, paper-based construction business, Eric stepped in to streamline operations, increase profitability, and create a scalable system now used by contractors nationwide. He unpacks the systems, mindset, and customer-first approach that fueled JobTread’s explosive growth.
00:00:00 – Why most construction businesses can’t scale
00:01:26 – Meet Eric Fortenberry, CEO of JobTread
00:02:15 – How a one-year consulting gig turned into a tech company
00:03:29 – The broken systems Eric walked into
00:04:50 – Why no existing software fit—and why he built his own
00:05:45 – How JobTread drove a 43% profit increase in one year
00:07:10 – The difference between markup and margin
00:08:46 – Fixing incentives with bid requests and work orders
00:10:59 – Transitioning from hourly to fixed cost jobs
00:13:24 – When Eric knew JobTread could be a platform
00:15:42 – Getting buy-in from resistant team members
00:18:12 – How JobTread supports implementation
00:21:32 – Who JobTread is built for
00:24:30 – Why estimating is the key to long-term stickiness
00:30:57 – The dashboards and KPIs contractors care about
00:34:42 – Managing product feedback from 50,000+ users
00:39:47 – How JobTread built a winning team culture
00:44:52 – The future of construction tech
00:50:50 – Eric’s biggest lesson: Radical transparency wins
11 Dec 2025
Scaling a Mission-Driven Skincare Brand w. Cheree Ashley
In this episode of How They Scaled It, I sit down with Cheree Ashley, Founder and CEO of Osier. Cheree went from opening treatment centers at the age of 24 to launching Osier, a skincare brand rooted in healing.
In this episode, she shares how Osier was born from her personal recovery journey, why clean, affordable products are a form of self-care, and how she’s balancing growth, mission, and motherhood while scaling a purpose-driven DTC brand.
00:00:13 — Cheree’s no-backup plan: why failure wasn’t an option
00:00:34 — From recovery to skincare: how Osier was born
00:03:03 — Why Cheree thrives in chaos—and how she makes it work
00:04:48 — Lessons from trial-and-error in her first business
00:06:44 — Building resilience through consistency and patience
00:07:34 — The story behind the name “Osier” and its symbolism
00:09:08 — Recovery, self-care, and skincare: how they connect
00:10:52 — Getting vulnerable in the beauty industry
00:12:06 — Osier’s giveback mission: funding treatment programs
00:15:31 — The surprising timeline of product development
00:16:27 — Stepping into the world of DTC and social media
00:17:42 — Formulating products with Korean manufacturers
00:20:47 — What’s worked for early traction: Amazon, TikTok Shop & pop-ups
00:22:09 — The dream: scholarship recovery care through product sales
00:24:36 — How Cheree leads teams with service and humility
00:26:56 — Building structure through boundaries and good habits
00:30:17 — Discipline = freedom: the power of routine
00:32:18 — What’s next for Osier over the next 3–5 years
00:33:08 — Advice Cheree would give her younger founder self
00:34:48 — Letting go of control and trusting the process
Who has been a guest on How They Scaled It
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Chelsey Hayes
Natalie Cantave
Corina Pfeffer
Betsy Neptune
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