Built by operators who have been where you are.
We started OBS in 2025 because we had lived the problem. Not read about it. Lived it, in a trucking company that was losing money, running on one person’s memory, and heading nowhere good.
We fixed a business before we built a framework.
Willy built Willy’s Trucking from nothing into a company with more than 100 employees. It grew fast, the way real businesses do, and it outgrew the way it was being run.
Hector came in as an operator, not a consultant. Over the next three years the two of them rebuilt how the company worked: who owned what, which numbers mattered, what got documented, and what happened every single week whether anyone felt like it or not. In 2022 the company sold for well over $25 million.
None of that came from a book. It came from making the decisions, having the hard conversations, and finding out which parts actually hold when a business is under pressure.
The gap we kept running into.
After the sale, both of us ended up doing the same thing: helping other owners with the same problems. And we kept hitting the same wall. There is no shortage of good business advice. What is missing is anyone who stays in the room while it gets implemented.
That gap is why OBS exists. The OBS Compass is the framework we built out of what actually worked. Mentorship is how we make sure it gets installed instead of filed.
WHAT WE BELIEVE
Purpose into Progress.
We help leaders lead with confidence, align their teams, and translate purpose into meaningful results.
Proven in Practice.
We don’t coach from theory alone. We draw on real-world leadership, hard-earned lessons, and demonstrated results to provide practical guidance that works in the realities of running a business.
Create Impact.
Meaningful work leaves evidence. Leaders regain time, teams take ownership, and businesses grow less dependent on their owners. We measure success by what changes – not how busy we are.
Execution with Integrity.
We do what we say we will do – with discipline, ownership, and respect for people and process.
Relentlessly Committed.
We are all-in on the success of the people we serve. We take ownership, go the extra mile, and stay with the challenge until meaningful progress is made. We don’t simply put in time – we do what is needed to help our clients succeed.
MEET THE FOUNDERS
Willy Schmidt
CO-FOUNDER | BUSINESS MENTOR
I did not take the traditional path. No college, no degrees. I learned by doing, by listening to people who knew more than me, and by being willing to ask for help when I needed it. That mindset changed everything.
I built Willy’s Trucking from the ground up, grew it past 100 employees, and eventually sold it at its peak. Along the way I found out which things actually matter when a business is growing faster than the structure holding it up, usually by getting them wrong first.
These days I invest, in businesses and in the market, but the part I care about most is passing on what I learned. I know how it feels to be the person every decision runs through, and I know it does not have to stay that way.
None of it would have happened without my family. My wife Maria and our five kids have shaped me more than anything else. The values that hold a family together, hard work, honesty, showing up, are the same ones that hold a business together.
If you are ready to learn, grow and take action, I am here to share everything I know.
Hector Alvarado
CO-FOUNDER | BUSINESS MENTOR
I have spent more than 27 years in operations, logistics and transportation, most of it inside businesses that needed fixing. VP of Operations, Continuous Improvement Master Trainer, Lean Black Belt. The titles matter less than what they taught me: how to walk into a company that is not working and find the actual problem instead of the loudest one.
The turnaround at Willy’s Trucking is the one people ask about. In 2018 it was losing $1.3 million a year. In 2022 it sold for well over $25 million. What changed was not a strategy document. It was ownership, visible numbers, documented standards, and a weekly rhythm that did not break.
I am still an operator. I run operations for the largest NGL and butane hauler in Western Canada, I own businesses through Family Legacy Industries, and I am building out a private equity group. I mentor from inside the work, not from a distance, and that is deliberate. The frameworks stay honest when you are still using them yourself.
What I want for the owners I work with is simple. A business that runs on structure instead of on you.
Established companies that have outgrown how they are run.
Our clients are usually founder led businesses in trades, logistics, construction, transportation, manufacturing and other operationally complex industries. Revenue is growing. The team has passed 20 people. And the systems that got them here have stopped scaling.
We are based in Alberta and work with clients across North America.
Let's find out if this is a fit.
Thirty minutes with our team. We’ll ask about your business, tell you straight whether the Compass would help, and you’ll leave with something useful either way.