Tag Archives: Entrepreneur

Feature 2021

45. The Positives Of The Great Resignation with Matthieu Silberstein



The Great Resignation may have tipped the scales, but the underlying sentiment of dissatisfaction among workers of all ages and demographics, representing companies and industries across the board, had been brewing underneath the surface for some time. Whether it’s the multiple attempts to unionize, rallies and protests outside of corporate headquarters, or the class action lawsuits filed on behalf of those seeking better working conditions, employees had been making their voices heard time and time again, mostly to no avail.

But once the Covid-19 pandemic came along and made it obvious just how many disparities existed among gig workers, hourly employees, salaried employees, and corporate executives, many of those same workers who had been vying for better working conditions finally decided enough was enough. They either left their company for another who was promising better flexibility and a higher salary, or they left the employee population altogether and instead decided to go and become their own boss.

In this episode, Malcolm Ethridge sits down  with Matthieu Silberstein, Vice President of Creative Marketing for Lili, a startup dedicated to helping freelancers manage their work life and financial life all in one place. . Matthieu and Malcolm dig into the impact of the Great Resignation and discuss some of the key financial concepts that freelancers all need to know in order to run their companies effectively. 

Matthieu discusses: 

  • The financial products and solutions Matthieu wishes existed back when he began his own journey as a freelancer 
  • The importance of keeping business and personal expenses separate as a freelancer and small business owner
  • Why using Venmo or Paypal is not the best way for a freelancer to structure payments processing once they formalize their business
  • The value and importance of finding a good accountant to work with early on in your journey as a freelancer or other small business owner
  • And more

Resources: 

Connect With Matthieu Silberstein:

Connect With Malcolm Ethridge:

About Our Guest:

Originally from France and moved to the United States twelve years ago, Matthieu Silberstein is the vice president of creative marketing for Lili, a startup dedicated to helping freelancers manage their work-life and financial-life all in one place. His work includes public relations, media partnerships, social content, creative writing, and storytelling. Matthieu has been a freelancer in the creative space for half of his career. Prior to joining Lili, he was a video content director for a media tech startup that was acquired by Discovery and a video director and marketing producer for Pop Sugar.


Feature 2021

44. How To Know When To Pivot With Donald Boone



You’ll often hear about companies and their founders who made the decision to pivot from their initial big idea that wasn’t quite working right, to something else that ended up being the best thing that ever happened to them. Take Facebook for instance, which got its start as a silly website used by college kids to rate the attractiveness of their classmates, to now being one of the most important information and communications platforms around the globe. 

This example obviously serves as an extreme case where that seemingly small decision to pivot made a world of difference. But one of the best skills a person can have, both in life and in business, is knowing when it’s the right time to pivot, persist, or pull the plug. And while it may feel in the moment like calling it quits is your only option, in many cases, it may not even be your best option. It may just be time to pivot your business (or your career), rather than persist blindly in the face of opposition.

In this episode, Malcolm Ethridge sits down with Donald Boone, Founder and CEO of BoxedUp, a startup that allows creators to rent high-end cameras and production gear from trusted equipment owners across the country. Donald shares his journey from working on a previous idea and deciding to shut the company down, to working on BoxedUp as a side project while also working full-time as an engineer at Amazon, to making a big career pivot to pursue entrepreneurship full time.

Donald discusses: 

  • The challenges of being a solo founder when looking to raise capital from investors
  • What factors led up to him ultimately deciding to leave the safety and security of working at Amazon and give entrepreneurship another go
  • How his previous experiences as a founder helped give him the confidence and optimism to persevere through the pandemic
  • His process for determining when to persevere, give up, or pivot
  • And more

Resources: 

Connect With Donald Boone:

Connect With Malcolm Ethridge:

About Our Guest:

Donald Boone is the CEO and Founder of BoxedUp Inc., a startup that allows creators to rent high-end cameras and production equipment from trusted owners across the country. He is a father of three and a husband, and has been an entrepreneur for most of his adult life. From 2015 to 2017, before founding BoxedUp, he founded the startup Oleo LLC. Oleo was a mobile app for restaurants and their patrons featuring 40 restaurant locations in Houston, Texas and Washington, DC. Donald graduated from North Carolina Agricultural and Technical State University with a BS in Mechanical Engineering.