Gig Mindset

Reclaim your time. Rethink what's possible.

Gig Mindset n. - The inclination for people and organizations to engage on-demand expert intelligence to reclaim time, drive innovation, and rethink what’s possible.
Latest Episode2019-3-18

Why The Gig Economy Is At The Tipping Point

Why do you work? 

No matter where you work or what you do, there are generally two options to answer that question: either necessity or desire. It's even true for freelancers. 

There's a narrative around freelancing that says people freelance because it's exactly what they desire. Sometimes that's true, but there is an increasing number of freelancers that are also doing it out of necessity to survive.

The workforce is rapidly changing, and many companies are looking for new, innovative ways to get work done on-demand with the added bonus of cost savings. At the same time, many individuals are looking for ways to work flexible hours, when they want, and where they want. 

Both of these reasons are why the gig economy is flourishing and transforming work. 

On today's episode of Gig Mindset, I interview the CEO of Upwork, the world's largest platform for freelancers and clients: Stephane Kasriel. 

In this episode, Stephane walks us through how the global marketplace and the definition of "work" are both rapidly changing. He says that companies, governments, employees, and freelancers need a mindset shift in order to keep up and be successful today. 

Get ready to learn about the past, present, and future of work-and how you can keep up with the changes. 

In This Episode, You Will Learn: 

  • Why a mindset shift is important for the success of companies and the gig economy.
  • Lessons from Upwork's largest customers on why encouragement to use the platform is essential to success.
  • How enterprise executives can gain leverage through platforms like Upwork.
  • Why people resist relocation for work and how it's impacting the surrounding society.
  • How to build community even through remote work.
  • How the gig economy promotes lifelong learning.
  • How the ecosystem around "work" needs to be reinvented.
  • Why people should give freelancing a chance.

Some Questions I Ask: 

  • How did you get to be CEO of the world's largest freelance company? (1:47)
  • What are the main technological product challenges for Upwork? (2:58)
  • What are some lessons you've learned from your larger customers? (4:50)
  • How do you see the importance of locational work changing over time? Why? (7:50)
  • How should we view the disruptive changes by platforms like Upwork in relation to a government that's slow to adapt? (12:39)
  • Tell me a story about a freelancer that inspires you. (14:30)
  • What advice would you give to the audience of this podcast? (18:01)
  • What book or movie has made the biggest personal impression on you in the past year? (20:37)


Connect with Stephane Kasriel: 



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Gig Mindset - Trailer

The Gig Mindset Podcast w/host Paul Estes