How I prepare for tough negotiations nowadays

Shreyas Prakash headshot

Shreyas Prakash

Negotiations are hard. And I want to win most of them; whether it has to do with convincing my partner to choose the right destination for a tourist trip, or even convincing the business when it comes to a challenging matter. I want to convince all of them, and win them all, and I can’t take no for an answer.

I’ve been adamant, and I want to get through things the way I want. In some people, I have observed that they get what they want, even if I didn’t want to agree with them in the first place. I don’t know what mix of things these are, whether they are charisma, street-smartness, intelligence, and behavioral psychology hacks. I was convinced that there might be people out there who might be doing negotiations as their day jobs, day-in and night. It was also the time I saw the movie, Closer, which is about this negotiation expert who gets caught amidst a hijacking scene and attempts to save the hostages as well as rescue everyone from the situation with his negotiation skills. I wanted to learn.

And I found this book that I wanted to see if it could help me: it was called Never Split The Difference, and it talks about various tactics used by seasoned FBI negotiators who handle far tougher situations with terrorists, war mongerers etc, in getting them to agree into a position which they might have not thought of in the first place.

I’ve read the book multiple times on re-read, and have taken some dense notes in this process. Now, what I do now is to do enough homework before I enter into a tough negotiation. For starters, those who do their homework always win. I do this as a writing exercise to cover as much points as possible steelmanning-strawmanning the discussion, before I take it forward.

What do I want?

What is the minimum I need?

What is my BATNA?

What are they likely afraid of?

What bad thing are they already thinking about me?

What accusation audit line should I use?

What label will I open with?

What mirror might unlock more?

What what/how question will I ask?

What summary could earn “that’s right”?

What hidden unknown might matter most?

What is one cheap concession I can make?

How will I test this implementation?

References

Example involving approval for being a pilot:

Ask yourself before enteringExample answer
What do I want?“Pilot approval.”
What is the minimum I need?“Named owner, clear success metric, and no implied full rollout.”
What is my BATNA?“Delay and escalate.”
What are they likely afraid of?“Operational blame.”
What bad thing are they already thinking about me?“I’m making my urgency their problem.”
What accusation audit line should I use?“You may feel I’m asking your team to absorb risk before the practical questions are answered.”
What label will I open with?“It sounds like this feels rushed from your side.”
What mirror might unlock more?“Feels rushed?”
What what/how question will I ask?“How would you make this safe enough to proceed?”
What summary could earn “that’s right”?“So you need safety and clarity before commitment.”
What hidden unknown might matter most?“Who gets blamed if this slips.”
What is one cheap concession I can make?“Narrower pilot scope.”
How will I test implementation?“How would this work in practice next week?”

Another example involving rental negotiation:

Ask yourself before enteringExample answer for rent negotiation
What do I want?“Reduce rent from £1,850 to £1,700 for the next 12 months.”
What is the minimum I need?“At least a reduction to £1,750 or a freeze with no increase for 12 months.”
What is my BATNA?“Stay for now and start looking for alternatives, or move at end of term if no flexibility.”
What do they likely want?“Stable income, no vacancy, no troublesome tenant, no extra admin.”
What do they likely fear?“A void period, unreliable tenant, repair disputes, market softening, reletting costs.”
What bad thing are they already thinking about me?“I’m just trying my luck, or I may become difficult or leave anyway.”
What accusation audit line should I use?“You may feel I’m just pushing for a discount because it costs me nothing to ask.”
What label will I open with?“It sounds like your priority is keeping the tenancy stable and avoiding disruption.”
What mirror might unlock more?“Avoiding disruption?”
What calibrated question will I ask?“How can we make this work in a way that gives you certainty and keeps the flat occupied?”
What summary could earn ‘that’s right’?“So from your side the ideal outcome is a reliable tenant, on-time payment, and no costly turnover or uncertainty.”

Subscribe to get future posts via email (or grab the RSS feed). 2-3 ideas every month across design and tech

Read more

  1. Hammock driven developmentagentic-coding
  2. Peculiar ways number three fits into our funny little brains
  3. AI sandwich as a defacto principle for anything agentic engineering relatedagentic-coding
  4. How I write essays in 2026writing
  5. Authority in the guise of evidencecritical-rationalism
  6. Map is not the territoryphilosophy
  7. Self hypnosis as a manifestation ritualmeditation
  8. Hegelian dialectic for structured reasoning with AI agentsphilosophy
  9. How I prepare for tough negotiations nowadaysnegotiation
  10. When should we steelthread somethingproduct-development
  11. How to become a polyglot
  12. Breadboarding, shaping, slicing, and steelthreading solutions with AI agentsproduct-management
  13. Healthy conflict in teams have a tipping point
  14. Deslopify AI writing
  15. How I started building softwares with AI agents being non technicalagentic-coding
  16. Read raw transcriptsknowledge
  17. Legible and illegible tasks in organisationsproduct
  18. L2 Fat marker sketchesdesign
  19. Writing as moats for humanswriting
  20. Beauty of second degree probesdecision-making
  21. Boundary objects as the new prototypesprototyping
  22. One way door decisionsproduct
  23. Finished softwares should existproduct
  24. How I periodically rank my rough draftsobsidian
  25. Flipping questions on its headinterviewing
  26. Vibe writing maximswriting
  27. How I blog with Obsidian, Cloudflare, AstroJS, Githubwriting
  28. How I build greenfield apps with AI-assisted codingai-coding
  29. We have been scammed by the Gaussian distribution clubmathematics
  30. Classify incentive problems into stag hunts, and prisoners dilemmasgame-theory
  31. I was wrong about optimal stoppingmathematics
  32. Thinking like a ship
  33. Hyperpersonalised N=1 learningeducation
  34. New mediums for humans to complement superintelligenceai-coding
  35. Maxims for AI assisted codingai-coding
  36. Personal Website Starter Kitai-coding
  37. Virtual bookshelvesaesthetics
  38. It's computational everythingtrends
  39. Public gardens, secret routesdigital-garden
  40. Git way of learning to codeai-coding
  41. Kaomoji generatorsoftware
  42. Copy, Paste and Citeai-coding
  43. Style Transfer in AI writingai-coding
  44. Understanding codebases without using codeai-coding
  45. Vibe coding with Cursorai-coding
  46. Virtuoso Guide for Personal Memory Systemsmemory
  47. Writing in Future Pastwriting
  48. Publish Originally, Syndicate Elsewhereblogging
  49. Poetic License of Designdesign
  50. Idea in the shower, testing before breakfastsoftware
  51. Technology and regulation have a dance of ice and firetechnology
  52. How I ship "stuff"software
  53. Writing is thinkingwriting
  54. Song of Shapes, Words and Pathscreativity
  55. How do we absorb ideas better?knowledge
  56. Read writers who operatewriting
  57. Brew your ideas lazilyideas
  58. Trees, Branches, Twigs and Leaves — Mental Models for Writingwriting
  59. Compound Interest of Private Notesknowledge
  60. Conceptual Compression for LLMsai-coding
  61. Meta-analysis for contradictory research findingsdigital-health
  62. Proof of workproduct
  63. Gauging previous work of new joinees to the teamleadership
  64. Task management for product managersproduct
  65. Beauty of Zettelswriting
  66. Stitching React and Rails togetherai-coding
  67. Exploring "smart connections" for note takingknowledge
  68. Deploying Home Cooked Apps with Railssoftware
  69. Repetitive Copypromptingwriting
  70. Questions to ask every decadejournalling
  71. Balancing work, time and focusproductivity
  72. Hyperlinks are like cashew nutswriting
  73. Brand treatments, Design Systems, Vibesdesign
  74. How to spot human writing on the internetwriting
  75. Can a thought be an algorithm?product
  76. Opportunity Harvestingcareers
  77. How does AI affect UI?design
  78. Everything is a prioritisation problemproduct-management
  79. Nowlifestyle
  80. How I do product roastsproduct
  81. The Modern Startup Stacksoftware
  82. In-person vision transmissionproduct
  83. How might we help children invent for social good?social-design
  84. The meeting before the meetingmeetings
  85. Design that's so bad it's actually gooddesign
  86. Lessons learnt interview prepping for product rolesinterviewing
  87. Obsessing over personal websitessoftware
  88. English is the hot new programming languagesoftware
  89. Better way to think about conflictsconflict-management
  90. The role of taste in building productsdesign
  91. Dear enterprises, we're tired of your subscriptionssoftware
  92. Products need not be user centereddesign
  93. World's most ancient public health problemsoftware
  94. Pluginisation of Modern Softwaredesign
  95. Let's make every work 'strategic'consulting
  96. Making Nielsen's heuristics more digestibledesign
  97. Startups are a fertile ground for risk takingentrepreneurship
  98. Insights are not just a salad of factsdesign
  99. Minimum Lovable Productproduct
  100. Methods are lifejackets not straight jacketsmethodology
  101. How to arrive at on-brand colours?design
  102. Minto principle for writing memoswriting
  103. Importance of Whytask-management
  104. Quality Ideas Trump Executionsoftware
  105. How to hire a personal doctor
  106. Why I prefer indie softwareslifestyle
  107. Use code only if no code failscode
  108. Self Marketing
  109. Personal Observation Techniquesdesign
  110. Design is a confusing worddesign
  111. A Primer to Service Design Blueprintsdesign
  112. Rapid Journey Prototypingdesign
  113. Visualise detailed file structures on CLIcli
  114. Do's and Don'ts of User Researchdesign
  115. Design Manifestodesign
  116. Complex project management for productproducts
  117. How might we enable patients and caregivers to overcome preventable health conditions?digital-health
  118. Pedagogy of the Uncharted — What for, and Where to?education
  119. Future of Ageing with Mehdi Yacoubiinterviewing
  120. Future of Tacit knowledge with Celeste Volpiinterviewing
  121. Future of Rural Innovation with Thabiso Blak Mashabainterviewing
  122. Future of Equity with Ludovick Petersinterviewing
  123. Future of work with Laetitia Vitaudinterviewing
  124. Future of Mental Health with Kavya Raointerviewing
  125. Future of unschooling with Che Vanniinterviewing
  126. How might we prevent acquired infections in hospitals?digital-health
  127. The why to endure any howentrepreneurship
  128. Design education amidst social tribulationsdesign
  129. How might we assist deafblind runners to navigate?social-design