About the Founder of #ForeverVacation – Ben Dolgoff

I started this site after nine years of creating multiple companies and traveling around the world. I’ve realized the two things I’m most passionate about are traveling and helping people achieve their dreams. So, after years of experience creating a variety of businesses, I have decided to launch this site with the intention of inspiring others to make positive changes in their life so they get on the right path to achieving their dreams.

After graduating college, I had a similar story as most people. I worked for a well known wealth management company in Boston, MA and was on the path to “success” deemed by most people. However, after a couple of years at the company I started thinking there had to be something more. Sure, working at a financial company looked good on paper, but I wasn’t passionate about what I was doing and I wasn’t truly happy. I would listen to my co-workers complain every day and talk about things they wish they could do or wish they would have done. As I walked through the cubicles, a common phrase I would always hear when I asked someone, “Hey, how’s it going?” would be, “you know… almost Friday!” This would constantly make me motivated to get out of the 9-5 rat race and take back my life so I could live the life I wanted to live. I wanted to make my own rules and be my own boss.

While I was at my full-time job, I had a variety of side businesses with my business partner that we would work on once we got out of work. My typical day was 9am – 5:30pm at the office, go to the gym, then work on our side businesses until 2am or 3am and repeat. Everyday on our lunch break, we would go to Boston Harbor, eat lunch, and plan our exit from our full-time jobs.

Finally, in July 2010, the day finally came where I would tell my boss that I quit. I remember the day as if it was yesterday. We created a mobile app called Peekaboo Mobile that would help users find nearby deals and discounts directly around them that were redeemable directly on your phone. The app was starting to gain traction and we knew it was time to take a chance and quit our jobs so we could pursue Peekaboo Mobile full time. I remember calling my dad on the phone and asking him for permission. He told me that I had his 100% support and to follow my heart. As tears fell from my eyes I got off the phone, went upstairs to my office, and had a meeting with my boss where I told him I quit.

It was the scariest but most amazing feeling that I have ever felt. On one hand, I was quitting this “safe” job at a highly respected company but on the other hand I was a free man and could do anything I wanted with my time.

It ended up being one of the best decisions of my life. Shortly after I quit, we raised $100,000 from investors in Boston to fuel the growth of Peekaboo Mobile. Then in March 2011, we sold the company for $1.2 million. That was my first “big win” and it set me on the path I wanted to live out my dreams.

After selling Peekaboo Mobile, I started creating more companies that would generate passive income. This is basically when you can set up a business and automate it so you are making money consistently without having to be actually “working.” In 2012, we created two mobile apps that generated just under $1,000,000 in one year, all while putting in roughly 15-20 hours per week of work. We set it up so it was constantly generating revenue through advertisers even when we were sleeping.

After a trip to China in 2012, I instantly got the travel bug. I was so fascinated with the unique culture and loved how everything was so different from what I was used to. I knew then that this is what I wanted to do. So, I set up my businesses so I could work from anywhere in the world as long as I had an internet connection.

Fast forward to today, I have created eleven different companies, travelled to 20+ countries, and am currently living in different countries around the world.

I have learned that just about anybody can do what I have done. They just need some guidance and the courage to make a change. I’m looking forward to meeting you and helping you take back your life so you can live a #ForeverVacation.

Remember, life starts outside your comfort zone!

See you soon!

Ben Dolgoff

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