How to Win Any B2B Contract Using Jose Mourinho's Playbook
Cash Machines
How to Win Any B2B Contract Using Jose Mourinho's Playbook
November 13, 2025
In this episode of Confessions of a B2B Entrepreneur, Tom Hunt speaks with Aditya Shivkumar, Co-founder of Resolve Disputes Online (RDO), about his transition from lawyer to global legal-tech founder. Aditya reveals how the analytical skills honed in litigation became the most valuable asset for their successful B2B pivot into Online Dispute Resolution (ODR). He shares the entrepreneurial mindset that allowed RDO to treat the COVID-19 crisis as a "watershed moment" for growth and securing funding. The conversation culminates with Aditya detailing how he applies Jose Mourinho's strategic 'Catenaccio' philosophy directly to winning high-value B2B contracts.

This podcast is sponsored by Riverside - the operational foundation for the 100+ shows we manage at Fame. We rely on Riverside as a professional fail-safe, using local 4K recording, separate tracks for every guest, and essential upload recovery to ensure no recording is ever lost. Simplify your production plumbing and turn one interview into high-signal social content. Get one month of Riverside Pro for free with code TOMHUNT. โ€ 

๐Ÿ‘‰ https://creators.riverside.com/TomHunt 


Cash Machines is handcrafted by our friends over at: fame.so

Check out our five most downloaded episodes:

  1. How To Start A Movement with David Heinemeier Hansson of 37signals
  2. Chris Walker Rants On Dark Social, Creating Demand & Company Building
  3. CEO Spends 70% Of Time On His Personal Brand? Guillaume Moubeche Shares All
  4. OLD WAY/NEW WAY with Adam Robinson of Retention.com
  5. Nathan Latka Shares His โ€œKing-Maker Strategy"

Hit me up on Twitter or LinkedIn with any questions or feedback, I reply to them all.

Guest submissions here: fame.so/cm-guest

Get a biweekly cashflow breakdown here: tomhunt.io/cash