Building careers that don't require a boss's approval.
Colleen is two months into her AI automation pivot and doing the work, but cold inbound leads haven't landed yet. She's going all-in on LinkedIn for 90 days and doing discovery calls in insurance and home services.
Colleen is overwhelmed in a good way after saying yes to everything, and Joe pushes her to stop planning and just run ads for two weeks. Joe hits 1K ARR on Ruby Native but can't bring himself to launch it.
Colleen deploys her first Laravel app and gushes about how Rails has nothing like it, while Joe tallies up $250/month in hosting bills across three platforms. They also brainstorm a joint B2C app experiment, wrestle with Google Ads conversion tracking, and Joe shares his Ruby Native beta strategy as five client projects kick off at once.
Joe reveals Ruby Native ( rubynative.com ), a new product that lets Rails developers get their web app into the App Store without touching Xcode, Swift, or App Store Connect. Upload a few files, configure a YAML, click a button, and download your app via TestFlight in as little as two hours.
Colleen is building AI-powered SEO agents and Meta ad pipelines for clients. Joe reveals a secret product that packages Rails apps into iOS apps with one click.
Colleen's first week at a new AI consulting contract is off to a great start. She's building automations for marketing ops and customer success, self-hosted n8n on Hetzner to cut costs, and got her YouTube shorts roasted by her 12-year-old.
Joe opens an email that confirms his biggest fear. Colleen comes back from a founder retreat with a new strategy: do everything.
Colleen landed a six-month part-time AI consulting contract and two go-to-market coaching clients. All within a week of reaching out to her network.
AI is eating into the value of "just coding", so what do you do about it? Colleen and Joe talk through how they're each adapting: AI-enabled services, getting more strategic with clients, and actually understanding what non-tech businesses need (not just what they say they want).