5 Minute Interview: David Jacobs

Question #1 

Alvin: Who are you, what do you do, and what do you enjoy most about it?

David: My name is David Jacobs and my father has always called me a serial entrepreneur.  I have worked most of my life and always kept busy with working or starting a new business idea.  I have done everything from sell door to door as a kid to working in a retail store in the neighborhood.  I have owned and operated many businesses over the last 25 years from a car wash to a couple wireless stores and a gelato shop.  I have bought investment properties and even built a couple spec houses to sell.  Along with all these things I have done, my main thing was being in the ticket business.  I was in every aspect of the secondary market since the time I was 12 years old, the majority of the time it was selling tickets wholesale to brokers all over the US.   After years of managing “Killer Seats” with my old partner I opened up an online business with my good friend PJ and grew into a dominant online retailer over the next 8 years.  We sold the business in end of 2009 and with all my technology experience I starting doing web development and more search engine work and also building new web ideas for myself.  I also opened up a new awesome bar called Lockdown Bar & Grill about 5 months ago with PJ in Ukrainian Village and we are learning a whole new biz.

I love working for myself, it is very stressful and also very rewarding. I enjoy starting new things and learning as much as I can about new businesses and technology.  I have been lucky enough to take time off and see much if the world.  I take multiple trips a year with the states and every year I take a big international trip for 3 weeks and have seen tons of awesome countries and cities all a found the world.  

Question #2

Alvin: What’s the hardest thing for you about being a world traveler? How do you address that?

David: I would say the hardest thing for me about world traveling is coming home to my normal life and not staying and moving to the awesome countries or cities I have visited.  The normal things people dislike about traveling I really enjoy,  I like airports and moving around a lot,  I love not knowing much about my surroundings and going out exploring and experiencing all the different cultures have to offer.   I enjoy managing my pictures and journaling about all my experiences from cuisine to the amazing people you meet along the way and the beautiful surroundings is what makes the experience so incredible.    Another hard thing for me when traveling so much and for such long periods of time is when I come home,  I am completely out of it for the 1st week and it takes time to readjust back into everyday Chicago life.     

Question #3

Alvin: Where is your next trip and what are your plans when you arrive? 

David: I go to India every year and travel to a couple Asian countries nearby.  This year I am planning on going to Africa, I hope to spend some time in Tanzania and do some safari type stuff and also spend time near Kilimanjaro and do some traveling around.  My list can go on and on from Johannesburg to Zimbabwe and I feel like the trip needs to be 4-6 weeks to really do it right.

Question #4

Alvin: What’s the next skill or knowledge set you want to add to your repertoire
to give you an edge as traveler?

David: I want to spend more time learning some better language and communication skills,  I would like to take more time learning about the places I am going so I can have a more fulfilling experience and getting deeper into the local scene rather than my usual way of learning while I am there and spending too much time researching. 

Question #5

Alvin: Tell a story, name something that you’ve done or experienced that became your largest step to manhood?

David: I think the last 20 years have molded me into the man I am today and I can’t really speak of just one story but I know that through my travels and my relationships in business and personal life I have continued to grow and evolve into the man I am and each day I learn new things about myself and the world.   If I had to pick one story from my travels it would have to be my solo trip Europe and what it taught me about being alone and exploring and meeting new people and I specifically remember even thought I was having a great time on New Years Eve I really missed my friends and family.  All my trips have had a big affect on my growth and I think the most life changing have been my trips to India and also the Philippines. 


Alvin: What advice do you have for those who seek to do a lot of traveling in the future?

David: Take every day in and do as much as you can.   Don’t let anyone or anything hold you back from just taking trips and seeing and exploring the world.  You can get it done on almost any budget and make sure you really immerse yourself into the culture and spend time with the locals.   Take as many photos as you can and take short video clips of special places and things


Leave A Comment

Your email address will not be published.

Connect with Facebook