We love grabbing drinks with our entrepreneur friends because they always have the craziest stories. Sometimes it’s a big, unexpected win. Other times it’s a problem that came out of nowhere and couldn’t possibly have been foreseen. There is so much to learn from these stories and so we asked some of the brightest entrepreneurs and creatives in the community to share some of those stories below.

Heber Esturban

Entrepreneurship is no easy road. It tests your patience, resilience, and determination at every turn. But once you push through the challenges, it opens doors to experiences, emotions, and places you could’ve never imagined. Our journey is proof of that. From growing up in Revere, a small city in Massachusetts, to jet-setting across the globe to places like Koh Samui, Thailand—it’s been a wild ride. And it all started in a high school classroom. Read more>>

Candice Clark

in early 2018—one day that began like any other, but quickly turned into one of the most harrowing experiences of my life.

I’ve always dealt with heart issues, so I was no stranger to the occasional chest pain. But one day, the pain hit me with such intensity that I knew something was very, very wrong. I rushed to see my cardiologist, and before I knew it, I was whisked away in an ambulance straight to Brooke Army Medical Center. They told me I was going into pericardial tamponade—a condition so dangerous it could literally squeeze the life out of you. Read more>>

Rev. Christopher Scuderi

Craziest story. Hmmm, where to even begin?! As a professional non-denominational Minister, one of the many wonderful things I get to do is create and perform bespoke wedding ceremonies – and I perform A LOT of weddings. My wife and I decided long ago that we would pick “the moment” from each wedding – these are funny, off-the-cuff happenings, serious, deeply impactful pivotal points or thoroughly interesting and completely random occurrences. Read more>>

Yakira Picart

The craziest thing that has happened to me in my business was when I first got cleaning insurance. I had finally reached a point where I could afford residential cleaning insurance, so I signed up on a Tuesday. Two days later, I had a client—and I ended up needing to use my insurance already!

I was deep cleaning a refrigerator and had little space to work with. I carefully placed some glass refrigerator parts on top of a washer, thinking it would be fine. A few minutes later, one of the pieces fell and shattered. My heart dropped. The client wasn’t around, so I took a few deep breaths before breaking the news. Read more>>

Lu Gonzalez

As a content creator you are really exposed and people feel free to say anything to you, recently, I made a TikTok video giving my point of view about a situation and I got like really attacked, but, that was actually really good for me because I am building my new TikTok account from cero and far from hurt me they really help me to increase my engagement. So, we can say, everything bad comes with a good in it. Read more>>