Episode 826 | How to Find, Hire, and Work with Owner-Level Thinkers

Episode 826 | How to Find, Hire, and Work with Owner-Level Thinkers

Author: Rob Walling March 31, 2026 Duration: 31:47
How do you find someone who thinks like an owner, not just a task-doer? In this episode, Rob digs into a batch of listener questions about task level, project level, and owner level thinkers. He covers how to identify them, what they cost, where to find them, and why building a team of exceptional people creates a virtuous cycle that lifts everyone up. Topics we cover: (4:13) – Defining task, project, and owner level thinkers (7:32) – Are owner level thinkers born or built? (10:16) – Compensation ranges for owner level thinkers (11:53) – W2 vs. contractor for senior hires (15:53) – Do you actually need owner level thinkers? (17:36) – Where to find project and owner level thinkers (20:16) – How long to integrate them into your company (24:40) – How to identify them in job interviews (29:38) – Why you won't always get hires right Links from the show: Rob Walling's Essays Rob Walling’s Newsletter Rob Walling YouTube The SaaS Playbook Remote First Recruiting  MicroConf TinySeed  SaaS Institute Discretion Capital If you have questions about starting or scaling a software business that you'd like for us to cover, please submit your question for an upcoming episode. We'd love to hear from you! Subscribe & Review: iTunes |Spotify

Rob Walling hosts Startups For the Rest of Us, a long-running conversation focused squarely on the realities of building a company without massive venture funding. This isn't about Silicon Valley fairy tales; it's a practical, ground-level view of entrepreneurship. Each episode delves into the specific journeys of founders who are starting, acquiring, or growing their SaaS businesses, emphasizing the path of bootstrapping. You'll hear the unvarnished details-the strategic decisions, the unexpected obstacles, and the hard-won victories that define the daily life of a founder. The discussions are built on real stories, offering tangible lessons from both struggle and success. For anyone who has ever felt that the typical startup narrative doesn't reflect their own resource-constrained reality, this podcast provides a necessary and relatable perspective. It’s a deep resource for actionable advice and genuine camaraderie, connecting you with the experiences of those navigating the same challenging terrain. Tune in for honest conversations that cut through the hype and focus on building sustainable businesses.
Author: Language: en-us Episodes: 100

Startups For the Rest of Us
Podcast Episodes
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman) [not-audio_url] [/not-audio_url]

Duration: 35:03
In episode 734, Rob Walling interviews Ian Landsman, founder of HelpSpot, about his 20-year bootstrapper journey. They discuss Ian's transition from on-prem software to SaaS, the challenges and benefits of each, and the…
Episode 732 | Lessons Learned Bootstrapping to a $615M Exit [not-audio_url] [/not-audio_url]

Duration: 36:25
In episode 732, Rob Walling interviews Jeff, a mostly anonymous and retired founder, about his mostly bootstrapped business and subsequent exits. Jeff shares how he started the company in 2003 and how he persevered in th…

«1...678910