How Leaders Lead
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Hayden Brown

Upwork, CEO
EPISODE 256

Create clarity for your team

Feeling stuck as a team, even though everyone’s working hard?

Hayden Brown, CEO of the global freelance marketplace Upwork, joins David Novak to reveal why CLARITY might be the missing ingredient in your leadership development.

In this episode of How Leaders Lead, Hayden shares how she guides her team through a rapidly changing world with clear vision, priorities, and communication.

She’s also on the front lines of building remote teams, hiring freelance talent, and developing AI capability – all huge topics every leader needs to stay sharp on. 

YOU’LL ALSO LEARN:

  • Three practical strategies to build strong, healthy remote/hybrid teams
  • How to drive more AI adoption in your organization
  • One big shift you should be aware of before you make your next hire
  • What hard decisions really require from you

More from Hayden Brown

Build (and break!) fearlessly
Innovation takes courage. If you want to create something new, be willing to challenge the status quo—even within your own team.
Not every role needs a full-time hire
Work doesn’t have to be organized by headcount. Get clear on the outcomes you need, then bring in the right mix of full-time and freelance talent to achieve them.

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Short (but powerful) leadership advice from entrepreneurs and CEOs of top companies like JPMorgan Chase, Target, Starbucks and more.

Clips

  • Even top leaders are still figuring stuff out
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Your culture shapes whether people stay or leave
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Build (and break!) fearlessly
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Clarity is your most powerful tool
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Let people see the real you, so they don't default to cheap stereotypes
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Not every role needs a full-time hire
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Two essentials to make remote teams successful
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • How to manage conflict on remote teams
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • Ask what’s the worst that can happen
    Hayden Brown
    Hayden Brown
    Upwork, CEO
  • You’re more ready than you think you are
    Hayden Brown
    Hayden Brown
    Upwork, CEO

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