Gentle Power

35. Turning a job posting into a new client, and BTS on B2B negotiations


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This week we spoke with our friend Matt LeBaron, cofounder and CEO of Pocketbook. Matt helps large companies evaluate their software vendors, renegotiate contracts, and make smarter decisions about their tech stack. He also works as a part-time consultant with Adobe’s software procurement team.


Our conversation covers:

  • How Matt creatively turned a full-time job posting from Adobe into part-time client work for his business

  • Why negotiations are more flexible than they appear, and how stated policies or pricing often function more as starting points than strict rules

  • How timing, context, and business needs contribute to negotiation leverage

  • Why relationships matter more than negotiations tactics taught in the classroom or in books

Whether you’re a freelancer, you have your own business, or are a job seeker who’s having trouble finding that perfect role to apply to, you’ll find a ton of gold in this conversation with Matt.


Learn more about Matt and Pocketbook here: Website | Matt’s LinkedIn | email: [email protected] 


For more:

Book free consultation call with Alex: Calendly

Get our free negotiation worksheet: YourNegotiations.com

Read our weekly newsletter: Newsletter

Instagram: @yournegotiations

LinkedIn: Gerta | Alex



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Gentle PowerBy Gerta and Alex at YourNegotiations.com