Whether You Lead a Thousand People or Twenty, the Lesson Is the Same
Oct 16, 2026
Whether I'm leading a thousand employees or twenty, the lesson is always the same. It has nothing to do with strategy decks or org charts. If you want people to actually care about the business, you have to invest in them for real.
Invest in people for real
Not a plaque at the holiday party. Actual time. Actual training. Actual conversations about where they want to go, not just what you need from them this week.
Here is a simple test. Open your calendar and look at the last month. How many hours did you spend with your people on THEIR development, not on status updates or fire drills? If the answer is close to zero, they can tell.
Time is the part leaders skip because it is the hardest to fake. A one-on-one that gets canceled three weeks in a row says more than any values poster on the wall. Training works the same way. A budget line for it is nice. Protecting the hours so people can actually use it is what shows you mean it.
Then ask the career question out loud: where do you want to be in two or three years, and what would help you get there? Many people have never been asked. When someone knows you are paying attention to where they are headed, they start paying attention to where the company is headed.
Share the financials, even the ugly parts
Especially the ugly parts. People can handle a tight month. What they cannot handle is wondering in silence whether the company is in trouble because nobody will tell them anything.
Silence does not protect your people. It just gives rumors room to grow. A slow quarter with no explanation turns into "layoffs are coming" by Friday. The same slow quarter, explained plainly, turns into "okay, here is what we can do about it."
You do not need to hand over every line of the P&L. Pick a few numbers that matter, such as revenue, labor as a percent of revenue and profit, and share them on a regular schedule. Same numbers, same time, good months and bad months. When the bad month comes, nobody is surprised that you are talking about it.
Sharing is not teaching
I have watched plenty of leaders hand someone a spreadsheet and call that transparency. It is not. A spreadsheet with forty rows is just one more thing to be nervous about.
Simplify it. Then walk through it with your staff until the number means something to them, not just to you.
Here is an example of the difference. "Labor was 30 percent of revenue" is a number. "For every dollar we bring in, about 30 cents goes to the people who set up, deliver and bring it all back, and last month it crept up because of overtime" is a story a crew lead can do something about.
Teach the connection between what each person does all day and what shows up in the results. Ask questions. Let them tell you what they see. The goal is not to turn everyone into an accountant. The goal is for everyone to understand how the business makes money and how their work moves the number.
Give away a piece of your own heart
None of this works if you are not willing to give a piece of your own heart in the process. Your people can tell the difference between a leader reciting talking points and one who actually means it.
The hard conversations are where real trust gets built. So are the moments you admit you do not have the answer, and the times you tell someone the truth instead of the easy version.
Saying "I do not know yet, but here is how we will find out" costs you a little pride and earns you a lot of credibility. Telling a good performer the real reason they did not get the promotion is harder than offering a vague "the timing is not right." It is also the conversation they will remember, and respect, years later.
Do it with care, not with a hammer. Be direct about the issue, kind about the person, and clear about what happens next.
Get comfortable being uncomfortable
It is not comfortable. It is not supposed to be. Sharing a bad month is uncomfortable. Admitting you were wrong is uncomfortable. Asking someone where they want to go, when you are afraid the answer is "somewhere else," is uncomfortable.
That is why I tell teams, especially when the work gets heavy: get comfortable being uncomfortable. Then teach your team to do it too. The comfort you give up now is what buys the trust you will need later.
Here is where to start this week:
- Block one hour for a real development conversation with someone on your team.
- Pick three numbers and share them, with a short explanation of what moved and why.
- Name one thing you do not have the answer to, and say so out loud.
Whether you lead a thousand people or twenty, the work is the same. Which one will you start with?
These are the frameworks I built from 30 years leading companies. If any of this resonated and you want to go deeper, start with the free guide below. And if you want to talk about where you are in your career or what your team needs, Book a Free 15-minute call. No pitch. Just a conversation.