{"podcast":{"title":"2 Commas: The $multi-million exit show with Josh Comrie","slug":"2-commas-the-multi-million-exit-show-with-josh-comrie-7062695","podcast_index_feed_id":7062695,"rss_url":"https://media.rss.com/two-commas-the-7-figure-plus-exit-podcast-with-josh-comrie/feed.xml","website_url":"https://joshcomrie.com/","image_url":"https://media.rss.com/two-commas-the-7-figure-plus-exit-podcast-with-josh-comrie/20241218_021206_fe397fe6970b819a89541ff0cb045281.png","author":"Josh Comrie","episode_count":92,"summary":"Welcome to 2 Commas: The $multi-million exit show I've spent over two decades helping founders scale their businesses and achieve successful, multimillion-dollar exits. I've also achieved this myself on multiple occasions. With my experience as an entrepreneur, advisor, and investor, I’ve had the privilege of guiding companies through the highs and lows of business growth and exit strategies. Each episode will bring you the previously untold stories of entrepreneurs who have successfully scaled and exited their businesses for seven-figure (2 comma's) plus returns. You’ll hear more about the journeys, challenges, and pivotal moments that led to these transformative exits. My goal is to inform and inspire founders who are looking to scale their ventures to seven, eight or nine figures and beyond. Follow me on LinkedIn: www.linkedin.com/in/joshcomrie Download my e-book, \"The Exit Factor\" and sign up to receive the Business Growth Journal weekly: https://www.joshcomrie.com/the-exit-factor","last_synced_at":"2026-09-03T04:21:31.660082+00:00","page_url":"https://stenobird.com/podcast/2-commas-the-multi-million-exit-show-with-josh-comrie-7062695"},"episode":{"title":"Tim Boyle: Voted off the board of the company I built","slug":"tim-boyle-voted-off-the-board-of-the-company-i-built","published_at":"2026-04-22T15:07:27+00:00","page_url":"https://stenobird.com/podcast/2-commas-the-multi-million-exit-show-with-josh-comrie-7062695/tim-boyle-voted-off-the-board-of-the-company-i-built","show_page_url":"https://stenobird.com/podcast/2-commas-the-multi-million-exit-show-with-josh-comrie-7062695","url":"https://rss.com/podcasts/two-commas-the-7-figure-plus-exit-podcast-with-josh-comrie/2757586","audio_url":"https://content.rss.com/episodes/295273/2757586/two-commas-the-7-figure-plus-exit-podcast-with-josh-comrie/2026_04_22_12_59_31_6faea49b-2d49-4586-af5f-51744de66883.mp3","summary":"He cold-called American trucking companies from a dark office in Auckland at 2am — New Zealand accent and all — and built a nine-figure SaaS exit out of it. In this episode of 2 Commas, I sit down with Tim Boyle, co-founder of Whip Around, to unpack what it really takes to go from a commercial real estate career and a half-baked idea to a fleet compliance platform operating across the US with thousands of customers. We talk about the accidental pivot to DVIR compliance that changed everything, the decision to plant their sales team in Charlotte, North Carolina, and how they scaled from $1M to $10M ARR in roughly two years. Tim also gets honest about the harder stuff — being voted off the board of the company he started, the structural mistakes that made it possible, and what he'd do differently from day one around founder rights, cap tables, and governance. He's remarkably at peace with how it all played out, and the lessons he's carrying into his next venture, HelpGenie, are worth the listen alone. We finish on the exit: what a nine-figure acquisition actually looks like from the founder's seat, why getting to a finish line matters beyond the dollars, and why Tim thinks the old-school ways of building customer trust are about to come back in a big way.","meta_description":"He cold-called American trucking companies from a dark office in Auckland at 2am — New Zealand accent and all — and built a nine-figure SaaS exit out of i…","key_points":[],"chapters":[],"topics":[],"duration_seconds":6118,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/2-commas-the-multi-million-exit-show-with-josh-comrie-7062695/episodes/tim-boyle-voted-off-the-board-of-the-company-i-built/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/2-commas-the-multi-million-exit-show-with-josh-comrie-7062695/tim-boyle-voted-off-the-board-of-the-company-i-built.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}