Tuesday, April 15, 2025

NEW INC. MAGAZINE COLUMN FROM HOWARD TULLMAN


In their obsession with the business they’ve created, entrepreneurs can sometimes forget their teams have other concerns.

EXPERT OPINION BY HOWARD TULLMAN, GENERAL MANAGING PARTNER, G2T3V AND CHICAGO HIGH TECH INVESTORS @HOWARDTULLMAN1

APR 15, 2025

 

Every entrepreneur I know has said, at one time or another, that, if they had any idea of how tough the journey to build a new business was going to be, they would never have started in the first place.

Successful entrepreneurs are a special breed, and they only know one direction and one pace, which is forward and full speed ahead. You can call it undue optimism, perseverance, passion or just plain orneriness, but they don’t quit. They’ve got too much of themselves invested in the effort to think any other way.

Many serial entrepreneurs learned not to be afraid of the future when their early ventures failed, and the sky didn’t fall. Bad news and bumps in the road are just business as usual. If they get knocked down, they’re the first ones to pick themselves up and get back in the game. Pundits call you stubborn when you fail, but persistent when you succeed.

Team members are not like you01:49

But in their boundless enthusiasm, the guys and gals in charge tend to lose sight of the fact that things can be considerably different for their partners and team members who don’t all necessarily regard themselves as warriors and zealots on a sacred crusade.

They’re there for their own reasons – it’s a job, not a jihad – and they may be believers, but they’ve also got fears, futures, and families to look out for. And the whole world is worried today. Worry is a debilitating form of fear because it saps people’s energy.   

One of the mistakes entrepreneurs often make as they rush ahead even in hard times is to believe that they’re automatically bringing all the troops along with them. And that they’re doing a good job of communicating and getting their message through to the others in the business when, in fact, most of the team members have no idea of what’s going on and how the business is really doing.

Don’t sugarcoat any bad news

Fear springs from ignorance. The team needs to hear what’s happening from the horse’s mouth – realistically, regularly and without any euphemisms or sugar coating. They’ve stuck with you through the pandemic and some really perilous times in the past and you owe it to them to give them the straight scoop.

As the crazy Orange Monster continues to tear the economy and the country apart, and the stock market craters, and whether you know it or not, your people need some renewed encouragement, substantial reassurance, and whatever other comfort and consolation you can offer them to help them get through these tough and frightening times. If you think that their friends, family and spouses aren’t asking them how things are going at work, you’re living in a bubble.

You may believe in betting the farm and putting your life and livelihood on the line because you’re the boss, but plenty of your employees aren’t even sure that they’re gonna have a job six weeks or six months from now and you better believe that it’s a top-of-mind concern and that it’s also impacting and influencing their daily work life. When people lose their confidence, they are driven by their fears and not their hopes.

If you want your people to get back to business and to pay attention to what needs to get done every day, you’ve got to take the time to tell them a few key things. They’re all walking on eggshells right now and you’ve got to speak up and wake them up. Here are five important things to tell them.

First, no one’s getting fired for making mistakes. We all make mistakes and they’re a healthy and important part of the growth process. The key is to make ‘em, learn from ‘em, and then forget about ‘em.  Putting them behind you – we call it “in-game amnesia” – so you can move ahead is the most critical thing you need to do. But trying to hide a mistake or a problem is a guaranteed ticket out the door.

Second, failures are also par for the course. They happen – they’re unavoidable – and we expect them. But two kinds of failure are not acceptable: failing to ask for help when you need it and failing to offer help when you’re asked. We’re a team – no one does anything important all by themselves – and we have each other’s backs.

Third, we’re still standing. Five awful years after the pandemic, our firm is still up and operating and nothing makes us prouder or confirms that what we’re doing is worth the blood, sweat and tears we’ve all shed. Because our work matters to ourselves and others as well. We’re being careful and conservative and we’re building and rebuilding our important relationships with our loyal clients and customers, supportive vendors and partners, and patient investors.

Fourth, parts of the startup journey are always uphill. We shouldn’t expect that our path will be any different, but we’ll weather any future storms and make any required sacrifices that may be necessary bolstered by the knowledge that all these ups and downs will be borne and shared by the entire team.  

Finally, entrepreneurs never say “thank you” enough. Tell the team that you’re grateful for their work, loyalty, and personal sacrifices. You can never say it too much.