Ecommerce Conversations

Chris Hall is an ecommerce entrepreneur turned media operator. His new "Ecomm Cowboy" show broadcasts live Monday through Friday on X and YouTube. The mission, he says, is twofold: deliver daily news to sellers and offer companionship to those working alone.

Chris first appeared on the podcast in 2023 as the marketing head of a D2C brand. In this our latest conversation, he addresses his goals for Ecomm Cowboy, p...

Please enjoy this repeat of a popular episode first aired in September 2024.

David Heinemeier Hansson is the creator of the Ruby on Rails software framework, the co-founder of Basecamp, a member of Shopify's board of directors, an investor in multiple tech startups, a racecar driver, and a family man with children. He's a modern-day polymath.

Yet his workday calendar is not full of appointments and meetings. He ab...

Phillip Jackson's media company, Future Commerce, focuses on trends and developments in business.

The company surveyed U.S. shoppers during the 2025 holiday season. He says one insight stood out: when AI recommends a product, 77% of respondents leave the platform to buy on the brand's site.

Phillip first appeared on the podcast in early 2024. In this, his latest episode, he addresses the downsides of opt...

Frank Kosarek is the co-founder of BizPort, a mergers-and-acquisitions marketplace launched in November 2025. Before that, he was head of acquisitions for a large ecommerce aggregator.

He says buyers of ecommerce businesses today focus on discretionary earnings, not revenue, and seek recurring sales, such as subscriptions.

He addresses those items, the state of ecommerce M&A, and more in this episode.

For an ed...

Chris Harrison says it all started with a single pot on a stove. He and two high school buddies launched Liber & Co., a manufacturer of premium cocktail syrups, with that tiny test batch in 2011 in Austin, Texas.

Fast forward to 2026, and batches are now in 1,500-gallon tanks and sold worldwide to restaurants, bars, and consumers. But the culture remains hands-on, do-it-yourself, and learn-by-doing.

Chris firs...

In his previous appearance on the podcast, in November 2022, Jai Dolwani was the CMO of a wine subscription company that would shortly declare bankruptcy. It was his third struggling startup, he says, prompting "serious self-reflection."

He pivoted to entrepreneurship and launched The Starters, a marketplace for fractional ecommerce talent, in late 2023. The company has thrived, having attracted more than 600 fre...

Please enjoy this repeat of a popular episode first aired in January 24, 2025.

According to Will Nitze, founder and CEO of IQBAR, success in a competitive market requires finding its uncompetitive niches. He did that with his flagship protein bar, which is plant-based, low-sugar, and plainly labeled.

That was seven years ago when he launched the company with a $75,000 Kickstarter campaign.

Fast forward to...

In this episode, host Eric Bandholz reflects on his business and life at year-end.

He reviews what worked for Beardbrand in 2025, what didn't, what was painful, and what made it all worth it.

It's a reminder, he says, to take stock of our own priorities — how we allocate time, energy, attention — and whether they align with the life we're trying to build.

Longtime listeners know that 2023 ...

In "How to Leave the U.S.A.," the venerable New Yorker magazine recently addressed what many residents have apparently considered.

Yet Mikkel Thorup has lived outside of his native Canada for 25 years. He's visited 120 countries and resided in nine of them. His business, Expat Money, helps others do the same while protecting assets and lifestyle.

Why relocate overseas? What are the risks and the rew...

Abir Syed is an accountant turned marketer turned chief financial officer. He says ecommerce marketing success largely depends on creative volume, and few merchants have exhausted any channel, much less Meta.

Abir is co-founder of UpCounting, an accounting and fractional CFO firm in Montréal, Canada. In this episode, he shares common financial mistakes of merchants, key metrics to monitor, and, yes, how to grow ecommerce a...

Jeff Oxford is our go-to interview for ecommerce SEO. The founder of Oregon-based 180 Marketing, an agency, Jeff first appeared on the podcast in 2022 when he addressed SEO's "four buckets." We invited him back late last year to explain AI's impact on search traffic and how merchants can adapt.

In this our latest interview, he shared optimization tactics for ChatGPT, with a caveat: Google's AI Mode...

Chris Elrod is a renewable power entrepreneur. His company, Treaty Oak Clean Energy, builds massive solar projects that provide electricity for large corporations and utility firms.

It's boom times for electricity generators as the likes of Google, ChatGPT, and Amazon scramble for reliable sources.

How, exactly, does a company build a solar-generating plant and then sell the electricity to end users? Eric ask...

Seth Spears is a Colorado-based entrepreneur who once taught consumers how to make their own non-toxic personal care products. He says customers valued the results but not the actual production process. "They kept asking us for ready-made versions," he told me.

So he launched Wellnesse, a direct-to-consumer brand producing all-natural self-care goods, in 2020. Toothpaste quickly became the dominant item.

Kevlyn Walsh is a Denver-based art teacher turned entrepreneur. She launched Festive Gal, an Etsy shop, in 2019 after her handmade headband was a hit among Christmas party attendees.

Fast forward to 2025, and Festive Gal is thriving, selling custom gifts and party supplies. A new second site, Bake It Fancy, on Shopify, sells cooking accessories.

Amid the growth, Kevlyn manages employees, production, and, yes, Etsy...

Andy Gould co-founded Batch, a Wisconsin-based D2C cannabis brand, in 2018. He says the company struggled for years until it perfected content creation and advertising. “Once we dialed in our Meta ads and built a strong creative flywheel, everything took off,” he said.

Host Eric Bandholz first interviewed Andy and his two co-founders in 2023. 

In this latest conversation, Andy addresses video production, regulatory scrutiny...

By late 2023 Aaron Powell had become disillusioned with Bunch Bikes, the electric cargo bicycle company he founded in 2017. Costs were rising, cash was scarce, and the supply chain was chaotic.

He contemplated chucking it all, selling the business, and moving his family to Europe from his base in Texas.

Then he reconsidered. Bunch Bikes had many positives, including a sense of purpose and meaning from improving cu...

Few companies have done more for global prosperity than Alibaba.com. Launched famously in China by Jack Ma, a former school teacher, in 1999, the company now connects 200,000 suppliers with millions of retail merchants. Suppliers grow, retailers diversify, and consumers have more choice for less money.

Yet the B2B giant is not perfect. Language differences, intellectual property theft, and quality control can upend a suppl...

For 12 years Andrei Rebrov managed infrastructure and operations at Scentbird, a perfume subscription company he co-founded in 2013. He learned the importance of acquiring the right subscribers, those who stay for a while and generate lifetime value for the business.

The key, he says, was accurate, timely analytics to assess channels, creative, and promos. Finsi, his new company, provides those metrics, enabling merchants ...

Jon Shanahan destroys the myth that founders make lousy employees. He co-founded Stryx, a men's cosmetics provider, in 2017 and is now the marketing head at TRX, the storied exercise equipment company. He has thrived in both roles.

He joined TRX in late 2022 amid a post-Covid hangover and a stale legacy brand. Fast forward to late 2025, and TRX is refreshed and flourishing, thanks in part to Jon's entrepreneurial...