Tips for Aspiring Entrepreneurs from Michael Krasman, CEO @ UrbanBound

Michael Krasman, CEO and Co-Founder of UrbanBound, recently shared his journey as a serial entrepreneur as well as his off-the-cuff advice for aspiring entrepreneurs on the Fireside Chicago podcast. We summarized his top 9 tips for aspiring entrepreneurs below.

1. Cultivate the Ability to Keep Moving Forward

Tough times are inevitable. Expect to fall, pick yourself up, and dust yourself off along the way. Keep learning and trying things. The longer you stay in the game, the more likely opportunities will present themselves to you.


2. Find a Co-founder

Michael considers his business partnerships critical to his success, both strategically and in terms of managing the emotional rollercoaster of entrepreneurship. It’s key to have someone to bounce ideas off of and keep each other motivated.



3. Look for Partners Whose Skills Complement Yours

One reason Michael and Jeff work so well together is their complementary skill sets. Michael, the former investment banker, focuses on the product and financial aspects of each business, while Jeff—a sales and marketing master—handles customer and business development.


4. Seek Out People Who Share Your Core Values

Every entrepreneur needs to know—and be able to articulate—his or her core values, and seek others who share similar philosophies. This will ensure you’re on the same page as your partners and also result in more successful hires.

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5. Trust Your Team

An entrepreneur’s job is to develop the idea of what the world needs know, find a way to explain it, and then empower their team to take it to the next level. You can’t do everything yourself, so build a team that will help you turn your vision into reality.


Michael Quote


6. Be Open to Changes along the Way

According to Michael, each time he and his partners started a business, what they started out with was never quite what they ended up with—and that’s just part of the entrepreneurial process.


7. Create an Organic Business Plan

It’s critical to build a written business plan and marketing strategy and continually update them as business evolves. Michael recommends the EOS® (Entrepreneurs’ Operating System®) process, which Jeff and Michael used to start their business endeavors.


8. Reach out to People You Want to Learn From

When the universe presents someone to you that you think you can learn from, don’t be shy. Ask if you can contact them to chat periodically. Some relationships will be more formal than others, but mentors come in all shapes and sizes.


9. Read Great Business Books

Here are three picks from Michael’s business bookshelf:

  • How to Win Friends and Influence People, by Dale Carnegie – Michael says this timeless best-seller offers immensely helpful ideas for dealing with your fellow human beings.
  • The E-Myth Revisited, by Michael E. Gerber – for great insights on cultivating the entrepreneurial mindset.
  • Traction: Get a Grip on Your Business, by Gino Wickman – an accessible explanation of the Entrepreneurial Operating System and a useful tool for entrepreneurs.

Visit Fireside Chicago for the entire interview.

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