Welcome to Remote First Innovators, the podcast for leaders and operators scaling remote-first companies.
In our debut episode, host Jake Gump sits down with Robert Phelps, President of Creative IT, to explore the real operational challenges of building and scaling distributed teams. From filmmaking to Apple to leading one of the Southeast's most trusted IT firms, Robert brings unique insights from supporting over 130 remote-first companies.
0:00 - Welcome & Why This Podcast Exists
3:09 - Why 2025 is Different for Remote Work
6:18 - The Moment Remote Became More Than a Trend
9:12 - Data Security Risks Remote Companies Miss
12:01 - The Compliance Wake-Up Call (SOC2, CMMC, HIPAA)
16:33 - Must-Have Policies for Remote Teams
18:17 - Incident Response & IT Hygiene Basics
23:22 - Culture Over Technology: The Real Compliance Secret
26:16 - AI Training Done Right
30:01 - Essential Tools for Remote-First Companies
32:07 - AI Security Risks You Need to Know
36:04 - Robert's Journey: From Filmmaking to Creative IT
40:51 - Leadership Lessons & Mistakes Made
43:33 - What's Next: Remote Operating System & Book Launch
- Why remote work in 2025 is fundamentally different than 2020
The compliance frameworks that now have real teethSecurity blind spots that could sink your companyDevice management and data protection across time zonesBuilding security culture from the top downAI governance and the tools you should (and shouldn't) allowThe Remote Operating System launching in 2026SUBSCRIBE NOW for bi-weekly conversations with founders, ops leaders, and innovators doing remote work right.