Smart Bear Live

Jason Cohen

Details

A room of founders, a different crew for each episode, taking the time to dig into the details of a real, live business, being brutally honest with facts (and with love for people), being vulnerable (but with hope), explaining our approach, mindset, frameworks, and life experiences, so that listeners learn tactics but also strategic thinking, and the star of the show — the founder in the arena — makes progress. No ads, no affiliate links, no heavy editing, no follow-on courses or consulting. We're doing this for each other and for the love the game. It's a workshop, but also it's therapy. Because for founders, there's little distinction.

Recent Episodes

SEP 20, 2026
E07 w/ Dan Martell: 1 big logo won't get him the next 10
How can George Paladichuk take his startup NaiL from 1 huge customer, to the next 100 customers? Cohost Dan Martell and I dig in: A candid working session including: - finding early adopters in public data - reading job postings to find your buyer's software - the $15K way inside a global franchise - products for many instead of a product for one - should he chase elephants or mid-market? ======================= ME ME ME!!! ======================= Subscribe on YouTube Get my book My bio + 20 years of articles Twitter | LinkedIn ======================= STARRING GEORGE PALADICHUK ======================= NaiL George's site LinkedIn YouTube ======================= WITH COHOST DAN MARTELL ======================= Dan Martell Growth Stacking Show (podcast) Martell Method (newsletter) YouTube https://twitter.com/danmartell https://ca.linkedin.com/in/dmartell ======================= REFERENCED IN THIS EPISODE ======================= "Buy Back Your Time"—Dan Martell "Crossing the Chasm"—Geoffrey A. Moore TIMESTAMPS (00:00) - Intro: NaiL runs on 90% revenue from one client (01:23) - George introduces NaiL, an AI receptionist for franchise brands (02:58) - Standing out among 800 AI receptionist competitors (04:53) - The real bottleneck: enterprise deals are too slow (08:59) - Why chasing Main Street customers is harder than it looks (12:33) - Money vs speed: mapping enterprise, mid-market, and small business (18:26) - Crossing the chasm: finding customers who already want new tech (23:00) - George commits: doing franchise, not vague "enterprise" (27:02) - The three Fs for spotting early adopters: follow, fund, frequent (35:21) - The holding company angle: land ten brands through one parent (42:59) - Selling a low-cost pilot to get a foothold in new brands (47:41) - Dan's Irving Oil story: the danger of concentration risk (59:12) - Is NaiL a real product, or a bespoke dev shop for one client? (01:04:02) - Dan's homework: partners, conferences, and non-competing locals
68 MIN
SEP 13, 2026
E06 w/ Bryce Adams: Pivoting his strategy into his strengths
Carl Alexander built Ymir — a serverless AWS platform that deploys WordPress and PHP applications onto a customer's own AWS account — and the twenty-five customers who run production stores on it never leave. They also all pay $39 a month, and nobody new signs up. Did four years falsify the market, or was it the wrong buyers? It's the second one. The $39, the self-serve signup, the WordPress developer he kept aiming at — every piece of the offer points away from the thing he's world-class at, which is teaching people how this works. Cohost Bryce Adams bootstrapped Metorik on the same platform, and he's been telling Carl to charge more for years. He and I dig into who the buyer actually is, and what Carl should be selling him. A candid working session including: - five years of talks, zero customers - $39 versus "bet our company on it" - the joke tier he shouldn't have deleted - what Metorik charged from day one - should he stop going to conferences? ME ME ME!!! Subscribe on YouTube 📘 Get my book 📘 My bio + 20 years of articles Twitter | LinkedIn STARRING CARL ALEXANDER Ymir Ymir Reports Blog Twitter | LinkedIn WITH COHOST BRYCE ADAMS Metorik Twitter REFERENCED IN THIS EPISODE "Using the Needs Stack for Competitive Strategy" "SaaSocalypse" video by Jesse Hanley TIMESTAMPS (00:00) - A business customers love but that nobody buys - framing the puzzle, then Carl Alexander and cohost Bryce Adams (Metorik) (04:08) - Diagnosing 4 years of failed WordPress-developer marketing - and proving the market already exists (12:40) - Rejecting the succession-plan fix, then hunting the buyer pattern in Carl's 4 paying customers (17:22) - Engaged developers aren't buyers: why the "resonating" marketing wasn't actually working (22:45) - Finding the real decision-maker: not the developer who claps, the CTO who signs (26:40) - The $39/mo price that contradicts "mission-critical, dependable" (40:10) - "Carl as a service": the $20K consulting offer bundled with $500/mo software (54:29) - Landing on $1,000/mo, validated by Bryce's own Metorik pricing history (59:32) - Redefining the ideal customer: a $5M+ GMV WooCommerce store (01:09:29) - Sell to agencies, not individual stores (01:19:25) - The ICP crystallizes: an agency already committed to AWS that just needs expert help (01:31:25) - The conference rule: only go for leads or credibility (01:37:56) - Carl commits to raise the price before this episode airs (01:40:29) - Closing: the WordCamp party story
101 MIN
SEP 6, 2026
E05 w/ Laura Roeder: Scared to commit to his best customers
Hasan Cagli tripled PostPlanify to $3K MRR the month he started selling to agencies instead of indie hackers. The agencies use it every day, ask for features, and stay. Everyone else signs up, pokes around, and churns. Which means the niche is already sitting in his own customer list. But winning there means giving up customer number seven -- the one he's actually worried about. Cohost Laura Roeder built MeetEdgar in this exact category, scaled it past $5M ARR, and sold it. She and I dig into what it costs to stay vague -- including the years MeetEdgar spent on a niche defined by a feature instead of a buyer. A candid working session including: - "agency" is not a niche, it's one facet - the number 7 customer trap - sizing the market with powers of ten - what MeetEdgar's niche got wrong - pricing by workspace, not by account ME ME ME!!! Subscribe on YouTube 📘 Get my book 📘 My bio + 20 years of articles Twitter | LinkedIn STARRING HASAN CAGLI PostPlanify Twitter | LinkedIn YouTube WITH COHOST LAURA ROEDER Founder at Paperbell Read her blog at Twitter REFERENCED IN THIS EPISODE "Your target market isn't demographic" "The Ultimate Sales Machine" — Chet Holmes TIMESTAMPS (00:00) - Intro: the agency vs indie hacker churn problem (03:13) - Hasan's numbers: 3.5K MRR and why agencies stick (06:59) - The pricing tiers and the missing workspace math (10:12) - The case for going all in on agencies (26:51) - His Turkish identity: the advantage he is not using (36:37) - Mapping the niche: agency, simple, local (45:30) - The number 7 customer trap (52:38) - Niching case studies: WP Engine, Toast, Shopify, Acquia (01:04:43) - Sizing the market with powers of ten (01:07:08) - MeetEdgar's niche mistake, from Laura herself (01:23:10) - Even Apple and Uber started niche (01:28:16) - The product fork: agency tool vs client login (01:42:26) - Pricing by workspace: the rule of thumb (01:49:25) - Go to market: Dream 100 and cold outreach (01:56:51) - Nathan Barry's dissatisfaction pitch trick (02:00:06) - Closing line: go niche down without fear
121 MIN
AUG 30, 2026
E04 w/ Dr. Sherry Walling: He built a great business, but it doesn't feel like it
Every founder faces this eventually. You spend every waking second just trying not to fail completely, so when it's actually working, you barely recognize it and don't know what to do with yourself. That's where Patrik Inzinger is. appointmed is calm and profitable at €2M ARR, ~1% churn, and a team of 8 that no longer needs him day to day. Which leaves: who am I, and what do I even want out of life? Cohost Dr. Sherry Walling and I dig into that question — and discover it was never about a bigger revenue number. It's about being seen. A candid working session including: - comparing yourself to other people's headlines - is a calm, profitable company "enough" - why hypergrowth isn't fun, it's fulfilling - the hunger to be recognized - the failure story he's carried for 15 years - choosing the right mirrors, ignoring the trolls - separating the company's mission from your own - the "what would have to be true" growth test ME ME ME!!! Subscribe on YouTube 📘 Get my book 📘 My bio + 20 years of articles Twitter | LinkedIn STARRING PATRIK INZINGER appointmed Homepage Slow & Steady newsletter Twitter | LinkedIn | Bluesky WITH COHOST DR. SHERRY WALLING ZenFounder Exit Strategy (book) Touching Two Worlds (book and show) Website | Twitter REFERENCED IN THIS EPISODE "Momentum without a mission" — Patrik Inzinger "Mission, Vision, poTAYto, poTAHto" "Max MRR: Your Growth Ceiling" TIMESTAMPS
116 MIN
AUG 23, 2026
E03 w/ Craig Hewitt: Restarting growth after stuck at €16k/mo
Tiago Ferreira and João Amaro bootstrapped their AI podcast-repurposing tool Podsqueeze from zero to €16K/mo in less than a year, but then watched it sit flat for two years despite more features, better SEO, and free trials. Cohost Craig Hewitt (Castos) and I dig into the real problem: the self-serve podcaster market is structurally brutal—most shows fade within months, so the product's value fades with them—and the real money is up-market, with agencies and media companies who barely churn. A candid working session including: - why "too expensive" is never the real churn reason - pricing to value - the 5x price test that proved they're nowhere near the ceiling - enterprise vs. just-big customers - positioning an all-in-one tool - what a plateaued "sideways" business is actually worth when someone offers to buy it ME ME ME!!! Subscribe on YouTube 📘 Get my book 📘 My bio + 20 years of articles Twitter | LinkedIn STARRING TIAGO FERREIRA & JOÃO AMARO Podsqueeze Tiago's podcast, Indie Founder Twitter | LinkedIn Twitter | LinkedIn WITH COHOST CRAIG HEWITT Castos More About Craig Rogue Startups podcast Twitter | LinkedIn REFERENCED IN THIS EPISODE "Pricing determines your business model" "How repositioning a product allows you to 8x its price" TIMESTAMPS (00:00) - Meet the founders: bootstrapped to 16K, then stuck for two years (03:09) - Riding the GPT wave to 14K, then two flat years (09:03) - Podcast fade: why most customers quit within months (20:26) - Why 'too expensive' is never the real reason they cancel (26:50) - The Portugal B2B win, and why it won't travel abroad (34:35) - Enterprise vs. just a big customer: Joe Rogan isn't enterprise (49:43) - The 5x price test: they raised it and nobody blinked (57:33) - The Shopify model: how brutal churn can still win (01:03:40) - Charge for what grows as the customer grows (01:14:40) - Selling to agencies: why the demos never close (01:20:53) - Why enterprises take the meeting, then never buy (01:37:48) - The all-in-one bet: good enough beats best-in-class (01:52:07) - A homepage that's a mess because it talks to everyone (01:55:45) - The 500K offer they turned down: sell or double down? (02:02:16) - AI should kill the busy work, not make the content (02:18:42) - What your SEO traffic is actually worth (02:26:22) - Stuck in a bad market, and the path to a better one
150 MIN