092 | Will Boland | CarLotz and Entrepreneur Case Study

092 | CarLotz co-founder Will Boland talks about making the leap from investment banking to entrepreneurship, the challenges and benefits of leading a growing company, and what it means to build a life resume. How did Will become an entrepreneur? What was the inspiration for CarLotz? What experience during his work in investment banking gave Will the motivation to become an owner/manager? Will is 2nd generation FI. What did his journey look like? How did Will present and convince his family that it was a good idea to pursue entrepreneurship instead of continuing with his well-paying job? Did Will accumulate significant student loans while completing his undergraduate degree and master’s? What is a life resume, and does Will keep track of his? What role have mentors played in Will’s career? Will has been very open and honest with mentors and co-workers about his specific goals. How does he create an environment at CarLotz to encourage the same from his employees? Why didn’t Will’s mentor want to see his business plan? What was the thought process when Will and his co-founders could only secure small startup investments?   What is the advantage of selling a car on consignment? What hiccups did CarLotz overcome in their early days of business? “If you aren’t embarrassed by the first iteration, you’re launching too late.” How does Will encourage employees to share good ideas? Why do pursuing FI and starting a business complement each other well? How did Will and his co-founders create space to share work-place challenges within their partnership? Has Will caught up, financially, to where he’d be if he had continued his job in investment banking? Is he happy with where he’s at? Does CarLotz need to be a financial success in order to keep Will on track to reach financial independence? Why is running Will’s favorite life hack?   For more information, visit the show notes at https://ChooseFI.com/092