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Executives Unplugged‍

Every week I'm in the room with founders, CEOs, and operators navigating the hardest parts of building a company.

This is where I share what I learn.

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One email a week. No fluff, just lessons from the field.

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Latest Episodes

Startups

What if AI made you more present, not more addicted?

with

Dennis Crowley

Founder, Foursquare

Team

What if you could test an executive hire before committing?

with

Meghan Oliver

COO, RIghtMove Health

Team

What if your board meetings actually made your company better?

with

Matt Blumberg

CEO, Markup AI

Strategy

What does it take to move at startup speed inside a 10,000-person company?

with

Nisha Iyer

Head of Applied AI, Atlassian

Team

Too many offsites miss the powerful opportunity to align a leadership team. Here's how to make yours the exception.

with

Kelly Dwyer

Startups

If you want 5x growth, you need more than a great product.

with

Siwat Siengsanaoh

Energy

Feeling like your calendar is running your life? Here's a battle-tested playbook to flip the script.

Team

Your org chart is obsolete.

with

Nate Gosselin

Systems

The pressure on leaders to deliver rapid, transformative change has never been higher. But how do you move fast without leaving your people behind?

with

Perry Steinberg

Decision-Making

What do you do when a leader tells you, "You have integrity. That's rare in this profession"? For Natasha Jaffe, it was the signal she needed to leave.

with

Natasha Jaffe

Team

Ready to ditch the resume buzzwords and hire for true potential?

with

Dr. Susan Lovelle, Tonya Sook

Startups

How do you go from big company executive to AI startup CEO with a product and revenue in 12 months?

with

Uday Chakravarthi

Career

What does it take to get back up when life knocks you down?

with

Mike Steadman

Selling

Wayne Morris, founder of RVNU and seasoned CRO for multiple Silicon Valley startups, shares his transformative insights on building high-performing sales teams grounded in truth and customer empathy.

with

Wayne Morris

Decision-Making

How do you maintain a founder's mindset while empowering teams through the chaos of scaling to IPO?

with

Sarah Liebel

Career

From marketing to Twilio's first female engineer to CTO — Danielle Leong's path was anything but conventional.

with

Danielle Leong

Startups

From open-heart surgery and Mom's ginger teas to selling ginger-based beverages in grocery stores across the country.

with

Siwat Siengsanaoh

ARTICLES & PLAYBOOKS

Lessons from the Field

Coaching

What are you letting go of this year?

The real magic of progress comes from removing things that are holding you back.

Team

Getting the right input, at the right time, from stakeholders

As you get more senior in your career, it is common to underestimate the importance of people and process. I found this out the hard way while leading a product team at Flatiron Health.

Product

Does a product manager need domain expertise?

If you don't understand your industry, you can't be successful. If you are an industry veteran too steeped in tradition, you become less capable of innovation.

Coaching

An executive coach's list of things to read, watch, and listen to

I have spent 20+ years building products, teams, and companies. Along the way, I have read, watched, and listened to a LOT of content. Here are some favorites.

Career

The biggest misconception about risk that's holding back your career

The ability to take calculated risks is one of the most critical skills required to build a highly successful career. However, there is a common misconception that holds people back.

Career

Learn in Your 20's, Earn in Your 30's

"Learn in your 20's, earn in your 30's" is a simple mantra that I love. The specific ages are not important, but the message is.

Career

The Game Tape is Your Resume

Brian Cushing, a linebacker for the Houston Texans, said on ESPN that in the NFL "the game tape is your resume."