Scot Chisholm

Scot Chisholm

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Founder/CEO/investor; hands-on guidance for leaders on scaling teams, finance, and meeting/operating systems.

7 Warning Signs Your A‑Player Is About to Quit
SocialMay 5, 2026

7 Warning Signs Your A‑Player Is About to Quit

Losing an A-Player sucks. I lost an A-player once and I didn’t even see it coming. Never let that happen to you. Here are 7 signs your top performer could be on the move: 1. Communication Dips 2. Routine Slips 3. Overly Agreeable 4. Conflict Aversion 5....

By Scot Chisholm
Founders Usually Start as Poor Operators and Managers
SocialApr 24, 2026

Founders Usually Start as Poor Operators and Managers

The harsh reality is that most founders are terrible operators and people managers to start. I sure was. I had strong instincts for product design, and some innate leadership skills, but that’s not the same thing as leading a company with...

By Scot Chisholm
Master Conflict Resolution: Pro Tips for Managers
SocialApr 22, 2026

Master Conflict Resolution: Pro Tips for Managers

Here’s how to resolve conflict as a manager in the workplace like a pro. Comment ‘CONFLICT’ if you want to read my article on this topic for managers and leaders. I’ll send it to you. #leadership #conflict #conflictresolution #workplaceculture

By Scot Chisholm
Turn a ‘No’ Into a Timed Action Plan
SocialApr 16, 2026

Turn a ‘No’ Into a Timed Action Plan

Harsh truths from your boss’s perspective: Now, if your boss says no, treat it as “not now.” Stay calm and ask what you need to do to get there, and on what timeline. Agree on the path together. Recap it in...

By Scot Chisholm
Scale by Ignoring Noise, Focusing on What Matters
SocialApr 15, 2026

Scale by Ignoring Noise, Focusing on What Matters

Most leadership teams I’ve seen spend the majority of their time reacting to noise. The companies that scale are the ones that get ruthless about what actually matters. #leadership #priorities #entrepreneur #foundertips

By Scot Chisholm
Great Leaders Turn Criticism Into Growth Data
SocialApr 15, 2026

Great Leaders Turn Criticism Into Growth Data

Leaders are people too. It’s easy to take things personally. But the best leaders have mastered the art of objectivity. They don’t let criticism derail them... It’s a data point used for growth. Here’s how to do it:

By Scot Chisholm
Great Managers Confront Low Performers, Not Ignore Them
SocialApr 14, 2026

Great Managers Confront Low Performers, Not Ignore Them

Low performance doesn’t fix itself. Leave it unchecked and it’ll drag the entire team down. Sh*tty managers avoid the situation... Great managers hit it head on. Here’s how the best managers deal with low performers:

By Scot Chisholm
Managing Managers Requires Different Rules Than Managing Teams
SocialApr 14, 2026

Managing Managers Requires Different Rules Than Managing Teams

Going from IC to manager is hard… But becoming a manager of managers is next level. You’re no longer managing the work. You’re managing the people who manage the work. Throw your vanilla management advice out the window. Instead, focus on these...

By Scot Chisholm
Great Leaders Prioritize Safety by Shouldering Responsibility
SocialApr 13, 2026

Great Leaders Prioritize Safety by Shouldering Responsibility

Good leaders make you feel safe. They make their employees feel secure. But in creating this environment, it means taking on more responsibility. Comment “HABIT” and I’ll send you an article I wrote not the 12 habits to become a high-performing manager. I think...

By Scot Chisholm
Elite Managers Win by Mastering the Basics
SocialApr 9, 2026

Elite Managers Win by Mastering the Basics

Want to be in the top 0.1% of managers? Forget the fancy frameworks and overpriced seminars. The secret sauce of high-performing managers lies in their obsession with the basics. Nail them and your team will be on a whole other level. Here are 3...

By Scot Chisholm
Great Managers Do These Things Average Managers Miss
SocialApr 9, 2026

Great Managers Do These Things Average Managers Miss

Average managers vs. GOAT’d managers: I’ve watched hundreds of managers in action... Here’s what the greatest do differently: ____ 📌 PS. this post structure was inspired by Julie Zhuo’s fantastic illustration-based Medium post: ‘Average Manager vs. Great Manager’... with my own take of course. #leadership...

By Scot Chisholm
Avoiding Conflict Lets Problems Fester, Not Heal
SocialApr 8, 2026

Avoiding Conflict Lets Problems Fester, Not Heal

Time doesn’t heal all wounds. I’ll be the first to admit I used to hate conflict. I’d avoid it at all costs, hoping tensions would just magically dissolve on their own. As a young manager, I’d see the warning signs, negative energy,...

By Scot Chisholm
Founders Build Brilliantly, Yet Struggle Scaling Operations
SocialApr 7, 2026

Founders Build Brilliantly, Yet Struggle Scaling Operations

The harsh reality is that most founders are terrible operators and people managers to start. I sure was. I had strong instincts for product design, and some innate leadership skills, but that’s not the same thing as leading a company with...

By Scot Chisholm
A‑Players Quit for Hidden Reasons, Not Just Money
SocialApr 6, 2026

A‑Players Quit for Hidden Reasons, Not Just Money

A-players don’t just “quit.” As a founder in the trenches for 20+ years, I’ve seen my fair share of A-players come and go. Most assume that star employees leave because of compensation or career advancement reasons. For some, yes, but for...

By Scot Chisholm