The morning swim at Nantasket Beach with the mild New England temperatures and a light sea breeze became my morning fix. By mid July the water temperatures in the chilly Cape Cod Bay, was teetering on the edge of 60. The sensation from diving headfirst under a wave and the rush of cold water shocks and revitalizes my entire core.

Hull Beach with its clear water and fine dark-grey sand is one of the best kept secrets in the state. Its vast stretch of debris-free sand offers less congestion and more affordability than neighboring Cape Cod. It was only half an hour from Boston and there was always plenty of parking – even in the peak of summer.

After lunch, I wanted to take another swim. But now it was time to beat feet to Bean Town to meet with the Massachusetts Commission Against Discrimination (MCAD) the next day. I was impressed that Mass is one of the few states that has a whole department dedicated to just ensuring equal access in public places.

I normally drive to South of Washington (SOWA) where I find my habitual parking spot by the Boston Water and Sewage Commission. I’m at peace there – it’s safe and no one bothers me.

But for some fateful reason today I missed my exit and found myself amidst the cranes and loading docks of the South Boston seaport. – not a bad place since I was in the neighborhood of truckers. So I easily found parking where I wouldn’t stand out nearby a large gathering of young professionals dressed in T-shirts, slacks and blazers under a huge canopy with a Harpoon Beer sign. Looks very much like a startup conference to me.

It immediately piqued my interest and it brought back fond memories of my earlier days several years ago building a startup from the ground up. And to this day, I’m still working my startup each and every day. Certainly I had to check it out.

I soon learned that I had stumbled upon Mass Challenge, the largest zero-equity accelerator in the world. They were hosting a tech startup conference and there were lots of young entrepreneurs from every major industry all over the world.

There’s nothing like working at a startup. Your entire life and livelihood depends on your perseverance and hard work. You don’t ever stop working and you keep living the dream.

I learned a lot from Mass Challenge and the Harpoon IPA and craft cider was amazing. I knew how important it is to cater to young entrepreneurs. The primary reason why I was on the road today was not to make a living trucking, but to discover amazing underrated restaurants and retail in small towns across the USA. And I just stumbled on the big kahuna.

That’s why I started RUNINOut nine years ago and that’s why I’m still working it and on the road today. And that’s why I got arrested.