Every leader has had the moment: you open the report and your stomach drops. After growing businesses to $15M and beyond, I’ve learned that bad numbers aren’t a leadership failure. How you respond is what separates leaders who survive bad quarters.
Category: Leadership Under Pressure
What Leadership Under Pressure Looks Like in Real Life
Real leadership under pressure doesn’t look like a keynote speech. It looks like making payroll when the numbers don’t add up, or keeping your team together when your best project manager walks. The leaders who survive are the ones who adapt fastest.
The 5 Leadership Lessons I Wish Someone Told Me at 25
After nearly 30 years leading in the construction industry, Khary Penebaker shares the 5 leadership lessons he wishes someone had told him at 25.
What Running for Congress Taught Me About Building a Business
In 2016, I ran for Congress in Wisconsin's 5th District. Deep red district. In 2016, I ran for Congress in Wisconsin’s 5th District. Democrat. Deep red district. I lost. That campaign taught me more about running a business than any MBA program could have.
A Homeowner’s Guide to Roof Replacement: What to Expect
Nearly 30-year roofing veteran Khary Penebaker walks homeowners through the complete roof replacement process, from signs you need one to choosing the right contractor.
What Business Leaders Get Wrong About Psychological Safety
Every company I have worked at or built has had some version of an open-door policy. And at every one of those companies, people were afraid to walk through the door. Not because the leader was threatening. Because the culture had never been tested.
The State of Home Improvement in 2026: Trends to Watch
Nearly 30 years in the industry, from commercial roofing to running four markets for Great Day Improvements. Here is what is actually happening in home improvement in 2026 and why a lot of it is being misread.
How to Scale a Construction Company: Lessons From the Field
I scaled a construction company from $1.5 million to $15 million in revenue, then helped build another, larger operation. Here are the mindset shifts each revenue stage demands.