DiscoverSaaS Scaling SecretsThe Hidden Mental Health Struggles of SaaS Scaling with John Peebles, CEO of Administrate
The Hidden Mental Health Struggles of SaaS Scaling with John Peebles, CEO of Administrate

The Hidden Mental Health Struggles of SaaS Scaling with John Peebles, CEO of Administrate

Update: 2025-10-28
Share

Description

Dan Balcauski speaks with John Peebles, CEO of Administrate, about his journey from focusing on small to medium-sized businesses to transitioning towards serving large enterprises. He highlights the importance of making tough decisions, such as changing the entire team, and the difficulty of managing mental health as a leader. John also discusses the differences in managing technical versus non-technical teams, the importance of transparency, and innovative approaches to maintaining company culture and supporting employee wellbeing.

01:38 John Peebles' Journey with Administrate
02:30 Challenges in Scaling Administrate
04:03 Transition from SMB to Enterprise
13:31 Operationalizing the Transition
21:49 Strategic Transition and Culture Challenges
22:35 Building a Company Culture that Elevates Humans
25:38 Managing Technical vs. Non-Technical Teams
27:40 The Challenges of Scaling Startups in Europe
29:55 Mental Health and Leadership in Startups
36:32 Transparency and Confidence in Leadership
39:06 Rapid Fire Closeout Questions

Guest Links

administrate.com

John's blog

Comments 
In Channel
loading
00:00
00:00
x

0.5x

0.8x

1.0x

1.25x

1.5x

2.0x

3.0x

Sleep Timer

Off

End of Episode

5 Minutes

10 Minutes

15 Minutes

30 Minutes

45 Minutes

60 Minutes

120 Minutes

The Hidden Mental Health Struggles of SaaS Scaling with John Peebles, CEO of Administrate

The Hidden Mental Health Struggles of SaaS Scaling with John Peebles, CEO of Administrate

Dan Balcauski