Scott Wolfe

Co-Founder & CEO

About Scott Wolfe

Former startup founder with 20+ years building high-performance in-person, hybrid, and remote teams. As the Founder and CEO of Levelset, he raised over $46M in venture capital, expanded the team to 400+ members, and orchestrated a $500M sale to Procore (NYSE: PCOR). Currently, Scott is an advisor, board director, and investor to proptech and legaltech startups that deliver transformative solutions to businesses. He's also a co-founder of CultureBot.

Scott's Recent Articles

50+ Slack Reminder Examples (Copy-Paste Templates for Any Occasion)

50+ Slack Reminder Examples (Copy-Paste Templates for Any Occasion) By Scott Wolfe | Updated April 2026 Most people know the `/remind` command exists. They’ve used it once or twice. Then…

April 20, 2026 Learn More

How to Celebrate Work Anniversaries: 24 Ideas From a CEO Who Did It at Scale

How to Celebrate Work Anniversaries: 24 Ideas From a CEO Who Did It at Scale By Scott Wolfe | Updated April 2026 “Transitions should be marked and milestones commemorated,” write…

April 20, 2026 Learn More

CEO presenting at a company all-hands meeting in front of team members and a balloon-decorated stage

Running The Annual Meeting To Get Your Team FEELING Right

CEOs, Execs, Leaders, and People Ops professionals all around the world stare down the end of the year with an eye toward rallying their teams in the year ahead.

December 15, 2025 Learn More

How to Write Meaningful Work Anniversary Messages

Let’s be honest — it’s easy to send a “Happy Work Anniversary!” Slack message with a 🎉 emoji and call it a day. But in doing so, you’re likely…

October 8, 2025 Learn More

Dark background graphic with the words ‘CEO Recognition Playbook’ in bold white text beside a gold trophy icon with a star in the center.

CEO Recognition Playbook: Build Culture Through Shoutouts

“What are the sweetest words in the world?,” someone once asked the clever, beautiful writer Oscar Wilde. He replied, “well done.” Recognizing a job well done is perhaps…

September 27, 2025 Learn More

Image of CEO or Leader getting feedback in real time using pulse surveys, meetings, and talking with an engaged, high-performance culture.

CEO’s Guide to Engagement & Pulse Surveys (2025 Edition)

When I was CEO of a 400+ person company, I had plenty of helpful dashboards displaying revenue, pipeline, web traffic, churn, cash burn, and more. But my homebase was…

September 12, 2025 Learn More

Compliance Guide to Birthdays & Work Anniversary Celebrations

Birthday and work anniversary celebrations are natural and enjoyable. And as we’ve discussed in articles like “How To Make Work Anniversaries Special” and our deeper guide on…

August 24, 2025 Learn More

Make your moments special with workplace celebrations. This is an image of a workplace celebration.

Work Anniversary Celebrations: Make It Special

“Transitions should be marked and milestones commemorated,” explain Chip and Dan Heath in Power of Moments, an extremely relevant book that should be on the shelf…

December 27, 2024 Learn More

Playing Games in Slack with Remote Teams

Slack Games: Fun Games For Remote Teams

Slack isn’t just a platform for work communication—it’s also a hub for fun and engagement. If you’re looking for ways to break the monotony of work or engage your…

June 2, 2024 Learn More

Slack reminders guide graphic showing a sample reminder command to submit reports, with the headline ‘Slack Reminders: Examples & How To Set Them Up’.

Slack Reminders: Examples and How to Set Them Up

If you’re using Slack as your primary communication platform, understanding its features can be a game-changer for daily planning. One standout feature is Slack reminders, a tool designed to…

May 21, 2024 Learn More