Close Six Figure Deals On Upwork (Client Case Study)

Creative Courage · 2025-04-30

49:16

What do you do when your biggest client walks away and they’re the only one keeping the lights on?This week, I’m speaking with Sergey Pantileev, a client was on the verge of closing his business and getting a job after losing one of his biggest clients.Fast forward two years, and Sergey is now closing multiple six-figure deals with ideal clients through Upwork and is no longer worrying about when the next opportunity will show up.In this episode, Sergey shares the exact mindset shifts and sales strategies that helped him:Win multiple six figure deals using UpworkLead sales calls that put you ahead of lower-cost competition.Spot red flags from prospects before it’s too late.Keep an abundance mindset - even when cash flow is tight.

If you get value from this episode, follow Creative Courage on your favourite podcast app for more transformational content to help you thrive as a creative.

PS: If you want a custom roadmap to grow a creative studio that works for you, rather than the other way around. Click this link - https://resources.mattessam.co.uk/.

LEARN MORE

Work with Matt to grow your agency - https://www.mattessam.co.uk/creative-life-accelerator

CONNECT Sergey Pantileev on LinkedIn - https://www.linkedin.com/in/sergeypantileev/

Matt Essam on LinkedIn - https://www.linkedin.com/in/mattessam

LISTEN Spotify - https://open.spotify.com/show/2LSpLIyYtBLe03JBC8LjvT

Apple Podcasts - https://podcasts.apple.com/gb/podcast/creative-courage/id1721515799

YouTube - https://www.youtube.com/@Matt_Essam

Creative Courage

Are you a creative business owner? Do you ever feel like you’ve got more to give? That there’s a bigger impact you could make? Or is there an innate fear that’s stopping you from achieving your full potential?

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From the fear of launching to the anxiety we face around our life purpose, Creative Courage is the first podcast series that will dive deep into the psychology of courage and its key part in our success as business owners, leaders and creatives.

Each week, we bring you expert insights and proven strategies from inspiring entrepreneurs and thought leaders who have conquered their creative challenges.

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