Join a few, hand-selected peers on your own “Trail Team.” Together we’ll tackle issues like delegation, building your team, culture development, co-founder conflicts, investor dilemmas, leadership skill gaps, and all the issues you face as you make the shift from Founder to CEO.
Trail Team 10 is now closed. My team and I are completely focused on serving and supporting our current TT10 members. However, the journey from Founder to CEO continues. Click below to stay in the loop for when Trail Team 10 opens again.
"One thing that’s really helpful about Todd is he’ll tell you where you’re at now, but he’ll also tell you what’s going to happen next...that helps you get really good perspective that we’re not just here to learn one thing, but it’s a journey."
Dear fellow Founding CEOs,
As a Founder & CEO of a scalable business, you may feel alone, unsupported, and isolated, even when you are surrounded by a growing team. No one has the responsibilities you do. You care about your business but you have no one to talk to about all the challenges of scaling a startup or growth-focused business.
You think about your growing business in the shower, when you’re eating or driving, when you doze off and when you wake up. Even when you’re walking the dog and listening to your favorite podcast. It’s part of your DNA. With every breath you take, you feel the rhythm and intensity of your business. It is part of your soul, a living breathing organism that needs regular nurturing and constant support.
You’re trying to keep your head above water. Putting in long hours. Facing never-ending demands and growing to-do lists. Then, there’s the pressure from your board, your co-founders, employees, and your friends and family. Plus, the sleepless nights.
It’s no wonder you frequently may feel stressed, overwhelmed, stuck, maybe even lost or floundering. And these feelings are even more intense, because it’s so lonely to be a Founding CEO. You have to project a positive image, otherwise your team, customers, investors, and peers might get wind that you made a huge mistake. You don’t want those insecurities to dent the momentum you and your team have fought so hard to create.
How can you let go, without letting go? How can you unravel these feelings of overwhelm, so they don’t derail the success you’ve earned? Trust me, it’s much harder to deal with these concerns, struggles, and challenges alone.
This is especially difficult if you’re a Founding CEO in a city or region where the startup and business ecosystem is smaller and word might leak out about your real struggles and challenges.
Consider the potential impact if you missed your revenue targets this month and you still need to project a positive external image. After all, it was just a one-time anomaly. But, if your investors and others knew they might begin to question the viability of your business. This only adds to the feelings of stress, loneliness, overwhelm, and isolation…and that can get in the way of building your business, accomplishing your goals, and distract you from your dreams.
No sweat. Just take a virtual hike…and join us in our all-new Trail Team 10.
If you’re already saying YES to ALL of this – join the waitlist and we’ll let you know when TT10 opens again.
Think of Trail Team 10 as a peer advisory group, roundtable, mastermind, learning team, development group, and a peer-to-peer membership organization all rolled into one. It’s a fresh, new, 21st Century approach that will deal with issues of growth/scaling, hiring, team development, performance management, leadership, communication, self-awareness, self-mastery, and much, much more.
It’s a high impact “virtual group” of Founding CEOs/Startup CEOs from scalable, fast-growth companies that leverages today’s technology to come together and solve each other’s problems and grow professionally.
You never have to travel. Plus, you have can expect complete confidentiality in a place where it’s safe to share…where you can be yourself, authentic, and transparent. Where you can connect, collaborate and be open to learning. Where you can deal with common struggles, like feelings of being overwhelmed, lost, stuck, paralyzed, or alone.
Trail Team 10 delivers what you need today:
"Participating in Trail Team 10 has been one of my most powerful leadership tools. Todd does a brilliant job helping the group prepare in advance each week and the 'hotseat' has been exceedingly impactful. I have also found great value in my one on one coaching with Todd and would highly recommend this platform for any CEO looking to accelerate their personal and professional growth."
I know it may sound crazy, and I know no one can tell you how to run your business. But, the truth is if you’re not taken care of, if you’ve got no one to share your concerns with, there’s no way you can scale yourself and show up effectively for your team, customers, and investors.
Being a member of Trail Team 10 is about remembering why you created your business in the first place. It’s about taking care of yourself and being surrounded by a really smart and savvy group of courageous Founders you can talk to and who want to help each other. It’s about being the best you can be, so you’ll have the greatest impact and potential for growth.
It’s about getting the personalized support you deserve from a small, focused group of no less than 5 and no more than 10 like-minded Founder CEOs from diverse industries all over the country and even the world. Without leaving your office. Without time-consuming, costly travel.
Together, under my facilitation, you’ll work in real time on actual business issues that have been holding you back. No B.S. No dealing with complicated politics or personal relationships. No sugar-coating. No judgments. You’ll never have to deal with sacred cows, juggle competitive obstacles, or surmount the usual organizational or industry barriers. And it’s all super-confidential.
Mountaineer and Explorer, Sir Edmund Hillary, said, “It’s not the mountain we conquer but ourselves.” The same is true for Founding CEOs in dealing with pressing business issues and leadership concerns that arise day-in and day-out.
That’s why I am sending you this personal call to action about Trail Team 10, to help you conquer your own pressing and highly personal startup issues…and step into a better path toward growth and prosperity.
My name is Todd Uterstaedt, and as your “Trail Guide” and facilitator, I want to take the mystery, confusion, heartache, and stress out of your transition from Founder to CEO. As a former Army officer, Corporate VP, and Founder of three successful startups (well, four if you include my kids), my life’s mission is to bring you the most practical and hugely beneficial how-to tips, tricks, and techniques that solve the immediate and pressing issues you encounter. And now, I am introducing the all-new Trail Team 10 group program…and personally asking you to join us.
Trail Team 10 is a safe place to explore different ideas, share your concerns…even occasionally whine and complain…but, not for long. All team members can expect fast, friendly feedback, support, and on-the-spot education from people just like you with startup smarts and growth-focused street smarts.
You’ll make new friends, network, have fun, and share. Trail Team 10 is a group that just makes you feel good about yourself and your journey from Founder to CEO. Do you need the support of a group willing to help you think through your stickiest strategy problems? Or your most vexing challenges with your co-founder? Or simply hear you out as you think through a new hire or a delegation challenge?
“Only those who will risk going too far will possibly find out how far one can go,” said T.S. Eliot. Why not find out if this unique peer support group is right for you? Apply today.
The opportunity to apply for Trail Team 10 is currently closed. However, join our waitlist and I’ll make sure we contact you first before we open it back up again.
Let’s do this together,
Todd Uterstaedt, Trail Team 10 Team Guide
P.S. I am super excited that for every “Trail Team” that is formed, we will sponsor one Big Brother or Big Sister mentor relationship through Big Brothers Big Sisters (BBBS)…so, it’s a one-for-one sponsorship model where everyone wins! You and your “Trail Team” members win because you’re helping each other succeed. And, the kids you sponsor win with the help of BBBS mentors.
"Todd is the perfect person for this because I think he is innately curious and cares about the people that he’s around. It’s very clear that he has been doing this for a long time and that he wants people to succeed. He’s a big believer in accountability, transparency, clarity and ability to deliver news that you may not want to hear, but it’s what you have to hear. His EQ skills are off the chart."
Simply join our waitlist and we’ll let you know as soon as we open the application process again. Once we do, you can apply and I will personally review your application and schedule an interview to see if TT10 is a good fit for you.
Space in each TT10 group is limited. So, if you are a Founder & CEO…join our waitlist and make sure you can secure a spot early.
Todd Uterstaedt is your “Trail Guide” and facilitator. He has over 12 years as a Founder & CEO. And, he has successfully facilitated many mastermind groups and peer development groups with top Founders and CEOs just like you. His leadership experiences spans the U.S. military, global corporations, and startups and who wants to help you reach your goals with this innovative, new approach…Trail Team 10. He has personally coached over 500 leaders for well over a decade and a half. For more information, visit From Founder to CEO.