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Scot Chisholm

Scot Chisholm

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

Effective Leaders Communicate Purpose, Direction, and Progress
Social•Apr 2, 2026

Effective Leaders Communicate Purpose, Direction, and Progress

Good leaders must communicate the following: Purpose – why are we doing what we’re doing? Direction – where are we going? Progress – how are we doing? I call this trio PDP. The clearer the PDP is to the team, the more effective the person will be as a leader. I wrote an article on how to test your leadership skills. If you want to check it out, comment “PDP” and I’ll send it to you

By Scot Chisholm
Operational Leaders Outperform Charismatic Icons with Rigorous, Empowering Formula
Social•Mar 31, 2026

Operational Leaders Outperform Charismatic Icons with Rigorous, Empowering Formula

When people think of great business leaders... They usually think of someone like Steve Jobs or Richard Branson. But I’ve studied 100’s of managers as we grew our company from $0 to $1B+ And the most effective leaders were more operational...

By Scot Chisholm
The Real Day‑to‑Day Work of a CEO
Social•Mar 30, 2026

The Real Day‑to‑Day Work of a CEO

What a CEO actually does ☝️ Want to read my article on this exact topic? Comment “CEO” an I’ll send it to you.

By Scot Chisholm
Use the PDP Test to Boost Team Performance
Social•Mar 26, 2026

Use the PDP Test to Boost Team Performance

I call this the “PDP test”. Purpose, direction, and progress. One’smce you answer these for yourself, it’s good practice brings question to your whole team to pinpoint areas in need of improvement. if you want to read my full article on this...

By Scot Chisholm
Reinvent Performance Management: No More Annual Reviews
Social•Mar 25, 2026

Reinvent Performance Management: No More Annual Reviews

A new way to manage performance. If you want to check out my article I wrote that breaks down this new way of managing performance (without annual reviews), comment “LEADER” and I’ll send it to you. #annualreview #performancemanagement #leadership

By Scot Chisholm
The Perfect Bonus Plan Exists—Get the Kit
Social•Mar 24, 2026

The Perfect Bonus Plan Exists—Get the Kit

The perfect bonus plan DOES exist. I built one at Classy that our team loved. Now, you can use the exact same system. Comment “BONUS” and I’ll send you a link to get access to my Bonus Plan Leadership Kit. You’ll get - masterclass...

By Scot Chisholm
Master the 7 CEO Responsibilities with Proven Toolkit
Social•Mar 23, 2026

Master the 7 CEO Responsibilities with Proven Toolkit

I built a leadership kit that teaches it. The 7 responsibilities every CEO must master, based on what I learned scaling Classy to $100M+ and what I now teach inside Highland. Comment “CEO” and I’ll sen you the link to get...

By Scot Chisholm
Most Teams Lack a Unified Company Vision
Social•Mar 23, 2026

Most Teams Lack a Unified Company Vision

Can you answer this question? Better yet, can your entire team answer this question in the same way? 👉 Where are we going as a company? Sounds simple, but 99% of teams answer this question in two ways: - They literally have no idea -...

By Scot Chisholm
Free All‑Hands Meeting Agenda Framework for CEOs
Social•Mar 19, 2026

Free All‑Hands Meeting Agenda Framework for CEOs

Comment “MEETING” and I’ll send you an in depth article I wrote on this All-Hands meetings. Agenda framework included. (Reposting this carousel from a few months back as it’s highly valuable) #allhands #companymeetings #founder #ceo

By Scot Chisholm
Master 1x1 Meetings: Turn Waste Into Impact
Social•Mar 18, 2026

Master 1x1 Meetings: Turn Waste Into Impact

Are 1x1 meetings still relevant? Yes. 1 on 1 meetings are one of the most important tools you have as a manager. But most people get them dead wrong. Wasting so much time and money... With a calendar full of useless...

By Scot Chisholm
Blueprint for Running Perfect Leadership Meetings
Social•Mar 16, 2026

Blueprint for Running Perfect Leadership Meetings

How to run the perfect leadership meeting 👆🏼 If you want to dive deeper on this topic, comment “MEETING” and I’ll send you an article I wrote on Leadership Team Meetings.

By Scot Chisholm
There’s No Perfect Moment—Just the Decision to Act
Social•Mar 13, 2026

There’s No Perfect Moment—Just the Decision to Act

Most people are waiting for the perfect moment. The right market. The right team. The right time. There is no perfect moment. There’s just the decision to go. Every company I’ve built started with one thing, the choice to try. Everything else figured...

By Scot Chisholm
Fix Blind Spots, Turn Good Intentions Into True Leadership
Social•Mar 9, 2026

Fix Blind Spots, Turn Good Intentions Into True Leadership

Weak leadership can hide behind good intentions... but your team feels the difference every day. Fix these blind spots, and you won’t just be a better manager, you’ll build a team that wants to follow you. (Repost from a few months ago) #management #leadership...

By Scot Chisholm
Culture Mirrors Team Feelings: Get 10‑Ingredient Guide
Social•Mar 6, 2026

Culture Mirrors Team Feelings: Get 10‑Ingredient Guide

Culture is a reflection of how the team feels about the workplace. It’s an output, not an input. I created a free PDF resource for leaders that dive into the 10 ingredients for a high-performance culture. Comment “CULTURE” and I’ll send it...

By Scot Chisholm
A Northstar Framework Gives CEOs Clear Purpose, Direction, Progress
Social•Mar 2, 2026

A Northstar Framework Gives CEOs Clear Purpose, Direction, Progress

Most CEOs can’t answer these clearly. → Purpose – Why are we here? → Direction – Where are we going? → Progress – How are we doing? So I built a framework to fix this. I call it the Northstar. It puts mission,...

By Scot Chisholm