Podcast Episodes

Founder stuck at $8m revenue, burning $400k/month shares Profit and Loss, How he turned things around with Proposify CEO Kyle Racki

Episode 2897

Proposify launched in 2013 and grew to $6m revenue by 2019 before things got scary. The business was burning $400k/month, product started to stall, and a layoff was needed. How did CEO Kyle Racki ann…

Published on 1 year, 2 months ago

Bending Spoons just bought his company for $100,000,000+ with Issuu CEO Joe Hyrkin

Episode 2896

Joe launched Issuu back in 2006 to help magazines move digital. He grew to $50m in revenue and raised about $50m. In March 2024 he decided to exit in a nine figure deal. How'd the deal go down? Why d…

Published on 1 year, 2 months ago

She invented Gmail Send Later in 2010. Bootstrapping to $10m revenue with Boomerang CEO Aye Moah

Episode 2895

In 2010, she launched one of the first chrome extensions for managing email. Boomerang quickly got 10k downloads and grew revenue using a freemium model. Today, her testing framework is enabling her …

Published on 1 year, 2 months ago

Adam Robinson Shares Profit and Loss, $22m Revenue, Strategy behind Linkedin and Lawsuit

Episode 2894

Retention.com hit $22m of revenue in 2024 on the back of Adam Robinson and team bootstrapping. Wanting to get into B2B, they laucnhed an IP lookup tool called RB2B which competes with Clearbit and 6S…

Published on 1 year, 2 months ago

Genius SEO Hacks This 34 Year Old Used to Bootstrap to $55m Revenue with Omnisend CEO Rytis Lauris

Episode 2893

Rytis Lauris bootstrapped OmniSend to $55,000,000 in revenues. His top growth driver? SEO. Learn how he made his first SEO hire, how he structured his SEO team, and how much traffic this team drives …

Published on 1 year, 2 months ago

Hootsuite Approaching $400m in Revenue by Throwing out the SaaS Playbook with CEO Irina Novoselsky

Episode 2892

Hootsuite was the social media darling of the 2017's by trouble started after a failed $750m IPO led by Goldman. Today, original founder Ryan Holmes and team have tasked new CEO Irina Novoselsky with…

Published on 1 year, 2 months ago

Customer.io Just Hit $70m Revenue - 9 mistakes to avoid with CEO Colin Nederkoorn

Episode 2891

Colin laucnhed the business back in 2012 and got stuck under $5m revenue until 2018. He 6x'd the business by 2022 to $30m in revenue and hit $70m in Septemer 2024. How did he do it? Hear the 9 mistak…

Published on 1 year, 2 months ago

Founder Raises $750k From Founderpath and Increases Equity. CEO Shares how Founderpath Worked for Him.

Episode 2890

VoxPopMe has hit $6m in revenue. Wanting to avoid dilution, CEO Andy and the board rasied $750k from Founderpath. At the same time, Founderpath worked with the board to establish a new ESOP pool for …

Published on 1 year, 2 months ago

He Raised $3m at a $25m valuation, is that overpriced or just right?

Episode 2889

Published on 1 year, 3 months ago

The Micro PE Playbook: They Bought 20 SaaS Companies, $60m ARR, 300 people

Episode 2888

Tim founded SaaS Group in 2018 using his own money from Eyeo exit to acquire Deploybot. SaaS Group is structured as an LLC and funded all deals with equity until 2020 when they began using debt. In 2…

Published on 1 year, 4 months ago