Most founders don’t hire an executive assistant for one simple reason:

They think it will create more work.

More training.

More managing.

More explaining.

But what if the opposite is true?

In this episode, we bring in Terry Pham to break down the real reason founders stay stuck—and how delegation actually works when it’s done right.

We cover:

• The 5 delegation roadblocks holding founders back
• Why “I don’t have time” is the biggest lie
• How founders accidentally become the bottleneck
• What a great executive assistant actually does
• The crawl → walk → run system for delegation
• Why control is costing you growth
• How to get 10–20 hours of your week back

This episode isn’t about hiring help.

It’s about removing yourself as the thing slowing everything down.

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Superpowers HQ – https://superpowershq.com/commerciallyspeaking

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⏱️ Chapters

00:00 The Value of an Executive Assistant
02:29 Terry Pham’s Journey and Insights
05:08 Common Misconceptions About EAs
08:04 Delegation Roadblocks and Overcoming Them
10:52 The Role of EAs in Managing Entrepreneurs
13:45 Creative Delegation Examples
16:20 Identifying Tasks to Delegate
19:21 The Importance of Clarity in Delegation
21:42 Building a Productive Relationship with EAs
24:44 The Emotional Aspect of Delegation
27:34 Final Thoughts on Executive Assistants
39:36 Evolving the EA Relationship
40:23 Understanding Personal Work Styles
41:53 Building Effective Partnerships
44:43 The 90-Day Integration Process
46:47 Anticipating Needs and Responsibilities
49:42 Daily Syncs and Accountability
52:51 Refining Communication and Expectations
55:54 Gatekeeping and Access Management
59:02 Balancing Accessibility and Boundaries
01:06:30 Transformative Experiences with EAs

📒Show Notes📒

Subscribe and listen to Commercially Speaking here:

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Bo is a CCIM Instructor, co-founder of HearthStone Capital, and the owner and operator of Barron Commercial Group, servicing Western KY and its surrounding markets.

For all CRE inquiries, visit barroncommercial.com

Timmy is an actor, comedian, writer and host: @timmybarron https://youtu.be/ICoIAHSZvgA