Starting a business, making money online, and building real income streams looks a lot different when you’ve actually done it over and over again. This episode breaks down every business BK has started over the last 10 years and which ones he would still start today.

Ben walks through everything from mowing lawns and flipping class rings to high ticket dropshipping, Amazon FBA, content businesses, partnerships, ecommerce brands, and multiple exits.

Some businesses failed immediately. Some made life changing money. Some turned into businesses worth hundreds of thousands or even millions of dollars.

Ben and Jon break down the lessons behind each one, what actually worked, the biggest mistakes, and why most people wait too long to start anything at all.

They also talk about partnerships, selling businesses too early, the power of content, using AI to move faster, and why cash flow matters more than most entrepreneurs realize. These are real businesses, real wins, real losses, and real lessons from actually doing the work.

Topics covered:

• the first businesses BK started as a kid

• flipping class rings and fake jerseys for profit

• why his first clothing brand failed

• building and selling high ticket dropshipping stores

• starting an Amazon FBA brand for $300

• how content led to new business opportunities

• partnerships that worked and ones that didn’t

• selling businesses too early

• why cash flow changes everything

• what businesses BK would still start in 2026

Business is simple. People are lazy.

https://lowbarpod.com/

Join the private Low Bar Pod community and hang out with BK and Jon plus all of our other awesome members! — https://low-bar-pod.circle.so/checkout/membership

Sponsor:

Sleep like you’re dead (in a good way).

Grab yours at https://SwitchSupplements.com/lowbar

Use code LOWBAR for $10 off Killswitch — the sleep aid for people who can’t stop thinking about business.

Timestamps:

00:22 — The beginnings of BK's businesses

02:44 — Flipping class rings

05:29 — The failed UFC clothing brand

09:18 — Discovering high ticket dropshipping

13:34 — Selling the first ecommerce business

15:13 — Thailand, Amazon FBA, and adult coloring books

26:05 — Content creation and podcasting

29:01 — Starting a pet brand for $300

36:25 — Selling businesses too early

42:13 — Cash flow matters

48:04 — The businesses BK would still start today

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Topics: entrepreneurship, business ideas, ecommerce business, online business, make money online, side hustle ideas, high ticket dropshipping, Amazon FBA, startup lessons, business mistakes

#lowbarpodcast #Entrepreneurship #BusinessTalk #Founders #Podcast #Ecommerce #AmazonFBA #Dropshipping #OnlineBusiness #sidehustleschool

**Some links may be affiliate links, meaning we may earn a commission at no extra cost to you.**

Everyone says dropshipping is dead. Meanwhile, Wayfair is running one of the biggest ecommerce businesses in the world on a dropship network. This episode breaks down what dropshipping actually is and why almost everyone gets it wrong.

Ben and Jon explain the simplest definition of dropshipping. It is not a business model. It is a method of fulfillment used by companies like Wayfair, Amazon, Walmart, and Target every day. They walk through the full Wayfair origin story. Two founders built over 240 niche ecommerce sites using dropshipping, scaled to $500 million in revenue, and still rely on it today as a drop ship network.

Then they bring it back to real operators. Ben just launched a new store. Jon sold one for $300,000. They explain why dropshipping data is the best foundation for launching your own brand and how this turns into a real, sellable asset.

They also break down what has changed. AI has made starting faster and cheaper than ever, removing technical barriers that used to slow people down.

This is not AliExpress hype. This is a real ecommerce playbook that has been working for decades.

Topics covered:

• what dropshipping actually is

• why dropshipping is not a business model

• the Wayfair origin story and playbook

• how ecommerce stores scale with dropshipping

• using data to launch your own brand

• why most people fail with dropshipping

• how AI speeds up execution

• starting a store with under $500

• building a sellable ecommerce asset

• the future of dropshipping and TikTok Shop

Business is simple. People are lazy.

https://lowbarpod.com/

Join the private Low Bar Pod community and hang out with BK and Jon plus all of our other awesome members! — https://low-bar-pod.circle.so/checkout/membership

Sponsor:

KetoneAid Ke4 — Tastes terrible. Isn't cheap. Will make you uncomfortably productive.

Grab yours at https://ketoneaid.com/lowbar for free shipping — the flow state in a bottle that lets me get more done in 2 hours than most people do all day.

Timestamps:

00:13 — What dropshipping actually is and misunderstandings of it

01:56 — Wayfair story

05:04 — Why people talk bad about dropshipping

07:07 — Ecommerce business model

13:51 — BK launches new dropship store

17:53 — Starting for Under $500

18:40 — Jon and BK talk exits

24:23 — The Future: Brand Power, TikTok, and Whatnot??

*Follow us on Social*

*Instagram* — https://www.instagram.com/lowbarpod/

*Facebook* — https://www.facebook.com/LowBarPod

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Topics: dropshipping, ecommerce business, make money online, online business, side hustle, start an ecommerce business, beginner ecommerce, shopify store, dropshipping business, ecommerce strategy

#LowBarPodcast #Entrepreneurship #BusinessTalk #Founders #Podcast #Dropshipping #Ecommerce #MakeMoneyOnline #OnlineBusiness #sidehustlepodcast

**Some links may be affiliate links, meaning we may earn a commission at no extra cost to you.**

Local business ideas, side hustles, and simple ways to make money offline are everywhere. This episode breaks down what happens when people actually take action on those ideas instead of overthinking them.

After hearing an idea on the podcast, Rachel launched a local newsletter for a city she does not even live in yet. Within a day she had engagement, comments, and local businesses asking to be featured.

Then there is Myke. Same concept, different execution. He moved fast, built a local advertising offer, and actually put it in front of businesses instead of waiting to feel ready.

Ben and Jon break down both examples and what they reveal. Why most people sit on ideas. Why a few move immediately. And what actually happens when you take action before you feel ready.

Then they zoom out. They look at a Quiet Light listing of a CPA who built 9 YouTube channels and turned it into a multi million dollar business, showing how simple ideas can compound into real assets over time.

This is not about complicated strategies. It is about speed, momentum, and building something real while everyone else is still thinking.

Topics covered:

• starting before you feel ready

• launching in a city you do not live in

• local newsletters and early engagement

• building a local advertising offer quickly

• why most people never take action

• validating an idea in days, not months

• turning small wins into real businesses

• the CPA with 9 YouTube channels case study

• how simple ideas turn into real assets

• why execution beats competition

Business is simple. People are lazy.

https://lowbarpod.com/

Join the private Low Bar Pod community and hang out with BK and Jon plus all of our other awesome members! — https://low-bar-pod.circle.so/checkout/membership

Sponsor:

Sleep like you’re dead (in a good way).

Grab yours at https://SwitchSupplements.com/lowbar

Use code LOWBAR for $10 off Killswitch — the sleep aid for people who can’t stop thinking about business.

Timestamps:

00:17 — Rachel's rapid implementation of a local newsletter

06:02 — Mike's launch of a local advertising website in London

12:27 — Scaled-up version of community advertising

14:25 — Strategy for starting small to gain initial "wins"

16:51 — Addressing objections that arise

21:10 — Potential for combining physical mailers with digital

23:10 — Exploring a business as a starter model

30:28 — Analysis of a $2.5 million YouTube channel portfolio for sale

Follow us on Social

Instagram — https://www.instagram.com/lowbarpod/

Facebook — https://www.facebook.com/LowBarPod

X — https://x.com/LowBarPodcast

TikTok — https://www.tiktok.com/@lowbarpodcast

#LowBarPodcast #Entrepreneurship #BusinessTalk #Founders #Podcast #StartABusiness #SideHustle #TakeAction #BusinessIdeas #MakeMoneyOffline

Topics: start a business, side hustle ideas, local business, business ideas, make money offline, validate business idea, beginner business, take action, entrepreneurship