Why am I doing this? Am I happy? Should I have gone back into this start-up world at all? Could life have been easier if I’d done something else?

These questions hit me hard the other day as I made my way to the gym, trying to clear my head from the all the calls, emails, and spreadsheets. It’s not the first time I’ve wondered why I made the choice to start another business.

Six years ago, I sold my business to the Access Group. I was a proud CEO. I had built something that genuinely helped care providers with compliance and delivering quality care. By most measures, I had "made it." But here I am today, asking myself questions about my purpose.

Is this something we all go through as entrepreneurs? Parents? Partners? Employees? Humans? That sense of doubt—wondering whether we’ve made the right choices for ourselves and our families?

These questions forced me to think long and hard about my "why." Why did I start this journey again with CarePoint365? Was about building the best platform for social care? Surely there was more to it. I had to dig deeper.

Why am I really doing this?

I thought at first it was about creating a fantastic company with a great team. That felt closer to the truth. But I knew there was more. I kept digging.

Was it for recognition? To be seen as someone who achieved something truly special? That struck a chord, but still, it didn’t fully answer the question.

Financial freedom? Of course, but that didn’t feel like the core reason either. Everyone wants that.

Then it hit me—I was seeking validation. That need to prove to myself (and maybe the world) that I could do this. I got a taste of success before, but something about it wasn’t quite right. It felt incomplete, almost like I had something more to give, but I never had the chance to fully express it. And I didn’t want my kids to experience the frustration of feeling like they’d fallen short. I wanted to show them that sometimes, the harder road is the right one.

Six years ago, I found myself in a strange place. I had money, but I wasn’t fulfilled. Selling my business felt like giving away my child. I no longer had control over its fate. Our customers were not happy with the sale. They had bought into my vision, and when I sold, I felt I had let them down. Looking back, I understand why they were frustrated. I understand why I was frustrated. That decision left me with a lingering sense of emptiness, and no amount of financial freedom could fill that hole.

I thought returning to the start-up world would be easier the second time around. I was wrong. The goal is bigger, the competition fiercer, and the stakes higher. And yet, I still find myself holding on to this path. Why? Because now I’m driven by something far deeper than I was before.

Now I know the truth: It’s not just about building another company. It’s about solving the problems I set out to fix years ago and doing it the right way this time. It’s about creating something meaningful—something that truly helps the care sector, something that my team and I can look back on with pride.

It’s been hard. Really hard. There have been days where I’ve wondered, “Is this worth it? Was this the right decision?” But each time, I find myself coming back to the same conclusion: Yes, it is. I’ve learned so much along the way, and the satisfaction I get from seeing CarePoint365 make a real difference for care providers is more rewarding than I could have imagined.

And it’s not just me anymore. We’ve grown as a team, and together we’re clearing hurdles. I’ve found friends along the way—people who believe in what we’re doing as much as I do. There’s a shared sense of purpose that gets us through the challenges, no matter how big they are.

If there’s one takeaway from this journey so far, it’s this: If you truly believe in what you’re doing, you’ll persist. You’ll find a way through the challenges. A mentor once told me that success is all the sweeter when you’ve struggled for it, and I’m holding on to that thought.

My belief in this vision is what connects everything. It’s what brings people on this journey with me, whether as part of the team or as a paying customer. It’s what gets me out of bed every morning, despite the long days and sleepless nights. And yes, my hairline has suffered for it! But when you see me wearing a baseball cap, don’t think I’m underdressed—think of it as a symbol of the hurdles I’ve overcome.