Uploaded July 2026 | Updated September 2026, 2 weeks ago
*200+ Business Ideas:* clickhubspot.com/jrn9
Chris Koerner has started 75 businesses. In this episode he hands Kipp and Kieran three AI business ideas you can start right now, plus the exact way he spots opportunities before they go viral.
From "website landlord" lead-gen sites to AI voice agents for local businesses to paid AI audits, these are real, working ideas people are already making money with, not theory. Kipp and Kieran break down how they'd market and scale each one, and stumble into a fourth idea hiding in the most boring industry imaginable.
Ep 437 Mentions
Chris Koerner chrisjkoerner.com
The Koerner Office youtube.com/@thekoerneroffice
Buc-ees buc-ees.com
Shopify shopify.com
Claude claude.ai
📌 WHAT WE COVER:
→ How to spot a business idea before it goes viral (the "3 dots make a line" rule)
→ The pattern-matching muscle: turning a taco line into a 4-hour business analysis in 5 minutes
→ The "OMG signal" and how to validate an idea with Google Trends in minutes
→ Idea 1: Become a "website landlord" building lead-gen sites at scale
→ How to sell local leads for $50 apiece with almost no overhead
→ Flipping premium street-address domains to real estate developers
→ Idea 2: AI voice agents for local businesses (and why they finally work)
→ Why a missed call costs a small business real revenue, and how to sell against it
→ Idea 3: Paid AI audits as a foot-in-the-door service
→ The consulting spectrum: from "I'll show you Claude" to building custom skills
→ The huge, un-digitized B2B markets nobody is building for
→ Why the most boring industry on earth might be the best opportunity
🎙️ Hosts: Kipp Bodnar & Kieran Flanagan
Guest: Chris Koerner, serial entrepreneur
⏱️ CHAPTERS:
00:00 — The pitch: 3 AI ideas that print money
01:00 — Meet Chris Koerner, the "ADHD entrepreneur" who started 75 businesses
02:30 — The Buc-ee's e-commerce business he loves most
06:40 — Pattern matching is a muscle: how to train it
07:30 — The taco-line math: 4 hours of analysis in 5 minutes
08:40 — The "OMG signal" for spotting viral-able ideas
09:50 — Validating an idea with Google Trends
10:40 — The three ideas begin
11:20 — Idea 1: Become a "website landlord"
13:00 — Building lead-gen sites at scale
14:40 — Selling local leads for $50 apiece
16:20 — Flipping premium address domains to developers
17:30 — Buying the 1,000 most common street-name domains
19:20 — Idea 2: AI voice agents for small businesses
20:10 — Why voice agents finally work now
21:10 — Inside a voice-agent company that's on fire
22:00 — Plug-and-play platforms and why people still pay
24:40 — The missed-call revenue problem
26:50 — Tying the pitch directly to revenue
27:20 — Idea 3: Paid AI audits as a service
28:10 — Running an audit with Claude or ChatGPT
29:20 — The AI-consulting spectrum
31:20 — The idea 4: un-digitized B2B markets
36:10 — Becoming an "asbestos influencer" (seriously)
37:50 — The real secret: seeing what everyone walks past
📺 Subscribe to Marketing Against the Grain for weekly AI and marketing strategy.
#AIbusinessideas #sidehustle #AItools #entrepreneurship #startabusiness #voiceagents #leadgeneration #AImarketing #makemoneywithAI #smallbusiness #passiveincome #onlinebusiness #MarketingAgainstTheGrain
Host Links:
📲Kipp Bodnar, twitter.com/kippbodnar
📲Kieran Flanagan, twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Produced by Darren Clarke.
*200+ Business Ideas:* clickhubspot.com/jrn9
Chris Koerner has started 75 businesses. In this episode he hands Kipp and Kieran three AI business ideas you can start right now, plus the exact way he spots opportunities before they go viral.
From "website landlord" lead-gen sites to AI voice agents for local businesses to paid AI audits, these are real, working ideas people are already making money with, not theory. Kipp and Kieran break down how they'd market and scale each one, and stumble into a fourth idea hiding in the most boring industry imaginable.
Ep 437 Mentions
Chris Koerner chrisjkoerner.com
The Koerner Office youtube.com/@thekoerneroffice
Buc-ees buc-ees.com
Shopify shopify.com
Claude claude.ai
📌 WHAT WE COVER:
→ How to spot a business idea before it goes viral (the "3 dots make a line" rule)
→ The pattern-matching muscle: turning a taco line into a 4-hour business analysis in 5 minutes
→ The "OMG signal" and how to validate an idea with Google Trends in minutes
→ Idea 1: Become a "website landlord" building lead-gen sites at scale
→ How to sell local leads for $50 apiece with almost no overhead
→ Flipping premium street-address domains to real estate developers
→ Idea 2: AI voice agents for local businesses (and why they finally work)
→ Why a missed call costs a small business real revenue, and how to sell against it
→ Idea 3: Paid AI audits as a foot-in-the-door service
→ The consulting spectrum: from "I'll show you Claude" to building custom skills
→ The huge, un-digitized B2B markets nobody is building for
→ Why the most boring industry on earth might be the best opportunity
🎙️ Hosts: Kipp Bodnar & Kieran Flanagan
Guest: Chris Koerner, serial entrepreneur
⏱️ CHAPTERS:
00:00 — The pitch: 3 AI ideas that print money
01:00 — Meet Chris Koerner, the "ADHD entrepreneur" who started 75 businesses
02:30 — The Buc-ee's e-commerce business he loves most
06:40 — Pattern matching is a muscle: how to train it
07:30 — The taco-line math: 4 hours of analysis in 5 minutes
08:40 — The "OMG signal" for spotting viral-able ideas
09:50 — Validating an idea with Google Trends
10:40 — The three ideas begin
11:20 — Idea 1: Become a "website landlord"
13:00 — Building lead-gen sites at scale
14:40 — Selling local leads for $50 apiece
16:20 — Flipping premium address domains to developers
17:30 — Buying the 1,000 most common street-name domains
19:20 — Idea 2: AI voice agents for small businesses
20:10 — Why voice agents finally work now
21:10 — Inside a voice-agent company that's on fire
22:00 — Plug-and-play platforms and why people still pay
24:40 — The missed-call revenue problem
26:50 — Tying the pitch directly to revenue
27:20 — Idea 3: Paid AI audits as a service
28:10 — Running an audit with Claude or ChatGPT
29:20 — The AI-consulting spectrum
31:20 — The idea 4: un-digitized B2B markets
36:10 — Becoming an "asbestos influencer" (seriously)
37:50 — The real secret: seeing what everyone walks past
📺 Subscribe to Marketing Against the Grain for weekly AI and marketing strategy.
#AIbusinessideas #sidehustle #AItools #entrepreneurship #startabusiness #voiceagents #leadgeneration #AImarketing #makemoneywithAI #smallbusiness #passiveincome #onlinebusiness #MarketingAgainstTheGrain
Host Links:
📲Kipp Bodnar, twitter.com/kippbodnar
📲Kieran Flanagan, twitter.com/searchbrat
‘Marketing Against The Grain’ is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Produced by Darren Clarke.
