Living in Your Greatness: Building Empires Through Relationships with Jeff Fenster

8 Apr 2025 · 55 min
Open on Podcast

Podcast episode (Tacos and Tech, host Neal Bloom) interview with Jeff Fenster (serial entrepreneur and CEO). Jeff recounts his path from law school to top ADP sales rep, founding payroll/HR businesses (I Checks → Canopy HR), shifting into recruiting, digital marketing, and later launching Everbowl. He emphasizes problem-solving, relationship capital, vertical integration (building in-house construction and sourcing to lower costs and scale), fundraising decisions, hiring complementary executives, and core operating values ("make friends and have fun", Kaizen, change-ready). The episode mixes personal anecdotes, tactical lessons for founders, and local San Diego culture references.

More from Neal

1:05:20
Podcast

Every Driving School Said No

1w ago
58:22
Podcast

Thirst Is a Lagging Indicator

3w ago
1:14:01
Podcast

Measure It at the Source

1mo ago
29:51
Podcast

A Different Person in Every Game

1mo ago
42:00
Podcast

Teams Don’t Exist in Business

1mo ago
42:15
Podcast

Food for the People

2mo ago
49:44
Podcast

Signals Before Symptoms

2mo ago
48:04
Podcast

The Connective Tissue

2mo ago
28:44
Podcast

Beyond the Blueprint

2mo ago
1:08:04
Podcast

Why Great Companies Go Bad

3mo ago
41:24
Podcast

Diversification Is Overrated

3mo ago
See all content