Go To Market

Melissa and Todd bust bootstrapping myths by revealing what actually moved the needle—and what flopped—across 54 months building eWebinar to $1M ARR.

A sales-led founder stumbles into PLG and figures it out the hard way — here are the 9 real lessons learned building a self-serve SaaS from scratch.

Melissa and Todd reveal 5 real pricing mistakes that cost them dearly — including one fix worth $30K/month overnight — and what they'd do differently.

Chasing enterprise deals can drain your resources fast. Melissa and Todd break down the real costs of going upmarket and why self-serve SaaS might already be your best growth path.

After 18 months building in a silo with zero users, Melissa shares the raw milestones that signaled eWebinar was becoming a real business — from early customer signals to painful scaling issues.

Melissa shares why she turned to LinkedIn after running out of leads — and how she built a content machine that earned 3.7M impressions, 20K followers, and real business results.

Melissa and Todd reveal the exact zero-dollar tactics that took eWebinar to $1M ARR — from evergreen content to podcast guesting — and why paid ads should always be your last resort.

Melissa and Todd share real customer horror stories and reveal how setting firm boundaries — not blind compliance — builds healthier business relationships and protects your team.

Melissa and Todd reveal why free users drain your resources without converting, and how raising prices and shortening trials actually drove better results for eWebinar.

Melissa and Todd burned $130k on affiliate marketing in 10 months, generating just $500/month in revenue. Hear what went wrong and what you need before this channel can work.

Melissa and Todd share 10 real GTM failures — from wasted ad spend to ineffective Product Hunt launches — and the honest lessons learned from each misfire.

After burning $10k+ cycling through agencies that couldn't deliver, Melissa took SEO in-house — here's why owning your content strategy is non-negotiable when it's your primary revenue source.

Your best marketing copy is hiding in plain sight — inside your customers' own words. Learn how to extract it through interviews, build an Ideal Customer Profile, and turn real customer language into messaging that sells.

Why every founder must sell before hiring salespeople — plus how to find first prospects, turn objections into roadmap fuel, and separate signal from noise in customer feedback.

After 18 months building eWebinar, the "build it and they'll come" dream collided with reality — customers didn't even understand the product. Here's what happened next.

How eWebinar survived the chaos of MVP launch — from feature rabbit holes to finally shipping — and the strategy behind converting 85% of trial users at their very first billing date.

How eWebinar chose a free trial over freemium, priced by active webinars instead of attendees, and why low pricing was a deliberate strategy to set customer expectations — not just win sales.

Todd shares how competitive research turned skepticism into conviction, and how ruthless feature-cutting got eWebinar from idea to launch in 16 months without falling into endless development loops.

Devesh Khanal of Grow & Convert reveals why most blog content fails to convert — and how dedicating more page space to boldly selling your product beats the "never be salesy" content marketing myth.

This Office Hours episode features 2x bootstrapped founder Troy Munson discussing key entrepreneurial topics with host Melissa Kwan, including customer acquisition strategies, finding reliable contractors, zero-cost marketing tactics, and building enterprise sales. The conversation covers practical advice for bootstrapped founders on scaling their businesses and overcoming common startup challenges.

After a VC-funded startup left him people-pleasing and burned out, Amman Ahmed bootstrapped MusicForPets to 50M users — proving you don't need investors or a tech background to build a profitable, freedom-first business.

Gavin Hammar bootstrapped Sendible to 30K users before selling — hear what he'd do differently on hiring, why he humanized his brand to beat big rivals, and how loss shaped his next venture.

Justin Welsh went from burnout as a tech CRO to building a thriving solopreneur portfolio with 5-6 income streams — and shares how intentional life design and the mantra "action solves most problems" made it possible.

Aaron Krall reveals how interviewing your best customers — not guessing — unlocks the exact language that makes your website convert, and the specific questions to ask them.

Patent lawyers Alan Macek and Geoff Mowatt bust common myths — patents aren't just for big companies or groundbreaking inventions, and even bootstrapped startups can use them to attract investors and block competitors.

Tehsin Bhayani turned agency experience into a SaaS success by watching hundreds of founders up close before making his move. Learn how he bootstrapped AirMason using SEO, small experiments, and autonomous teams.

Trevor Larson built Nectar by making B2B software actually easy to buy — transparent pricing, self-serve resources, no sales gatekeeping. Learn how a buyer-first approach became their sharpest competitive edge.

Farzad Rashidi reveals why 80% of your content efforts should go toward promotion, not creation — plus a 3-step SEO framework and outreach tactics to consistently earn backlinks and climb Google rankings.