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.
How They Scaled It
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5.0(4 reviews)
29 episodes
Updated Weekly
Accepts GuestsHas Sponsors
35
Podcast Authority
BetaPoorBased on show quality, social media presence, reviews, charts, and more
Quality58
Social0
YouTube0
Engagement32
Podcast Overview
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.
Language
🇺🇲
Publishing Since
11/6/2024
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35
Podcast Authority
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Engagement32
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Recent Episodes
May 19, 2026
Nail It Before You Scale It w. Scott Peper
<p>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. </p><p><br></p><p>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. </p><p><br></p><p>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.</p>
January 8, 2026
Build the Foundation, Then Scale w. Eric Fortenberry
<p>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. </p><p><br></p><p>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.</p><p><br></p><p>00:00:00 – Why most construction businesses can’t scale</p><p>00:01:26 – Meet Eric Fortenberry, CEO of JobTread</p><p>00:02:15 – How a one-year consulting gig turned into a tech company</p><p>00:03:29 – The broken systems Eric walked into</p><p>00:04:50 – Why no existing software fit—and why he built his own</p><p>00:05:45 – How JobTread drove a 43% profit increase in one year</p><p>00:07:10 – The difference between markup and margin</p><p>00:08:46 – Fixing incentives with bid requests and work orders</p><p>00:10:59 – Transitioning from hourly to fixed cost jobs</p><p>00:13:24 – When Eric knew JobTread could be a platform</p><p>00:15:42 – Getting buy-in from resistant team members</p><p>00:18:12 – How JobTread supports implementation</p><p>00:21:32 – Who JobTread is built for</p><p>00:24:30 – Why estimating is the key to long-term stickiness</p><p>00:30:57 – The dashboards and KPIs contractors care about</p><p>00:34:42 – Managing product feedback from 50,000+ users</p><p>00:39:47 – How JobTread built a winning team culture</p><p>00:44:52 – The future of construction tech</p><p>00:50:50 – Eric’s biggest lesson: Radical transparency wins</p>
December 11, 2025
Scaling a Mission-Driven Skincare Brand w. Cheree Ashley
<p>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. </p><p><br></p><p>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.</p><p><br></p><p>00:00:13 — Cheree’s no-backup plan: why failure wasn’t an option</p><p>00:00:34 — From recovery to skincare: how Osier was born</p><p>00:03:03 — Why Cheree thrives in chaos—and how she makes it work</p><p>00:04:48 — Lessons from trial-and-error in her first business</p><p>00:06:44 — Building resilience through consistency and patience</p><p>00:07:34 — The story behind the name “Osier” and its symbolism</p><p>00:09:08 — Recovery, self-care, and skincare: how they connect</p><p>00:10:52 — Getting vulnerable in the beauty industry</p><p>00:12:06 — Osier’s giveback mission: funding treatment programs</p><p>00:15:31 — The surprising timeline of product development</p><p>00:16:27 — Stepping into the world of DTC and social media</p><p>00:17:42 — Formulating products with Korean manufacturers</p><p>00:20:47 — What’s worked for early traction: Amazon, TikTok Shop & pop-ups</p><p>00:22:09 — The dream: scholarship recovery care through product sales</p><p>00:24:36 — How Cheree leads teams with service and humility</p><p>00:26:56 — Building structure through boundaries and good habits</p><p>00:30:17 — Discipline = freedom: the power of routine</p><p>00:32:18 — What’s next for Osier over the next 3–5 years</p><p>00:33:08 — Advice Cheree would give her younger founder self</p><p>00:34:48 — Letting go of control and trusting the process</p>
29 total episodes available
Recent guests on How They Scaled It
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Chelsey Hayes
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Natalie Cantave
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Corina Pfeffer
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Betsy Neptune
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Frequently asked questions
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- What is How They Scaled It?
- How often does this podcast release new episodes?
This podcast updates weekly.
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This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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Yes, this podcast regularly features guests.
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