
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: matt@pocketbk.com
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