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041: Rakesh Kilaru on decision-making tools hones at the White House, trial strategy through subtraction, and what it takes to build a high-stakes trial boutique
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Rakesh Kilaru is a partner at Wilkinson Stekloff, a litigation boutique. In this episode we discuss these frame-shifting principles:
- Be a trial generalist, not a subject-matter silo. Position the firm (and yourself) as first resort for trials across domains, so calls keep coming even as subject areas cycle.
- Choose environments that improve decisions. A fixed-fee model (no billables) removes distortions, encourages collaboration, and lets teams right-size effort to outcomes.
- Working with other firms and against elite opponents creates a constant idea pipeline.
- People + process first. Map the real stakeholders, build trust on both sides, and make sure everyone who needs a say is actually in the loop before deciding
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