Deal Terms
Deal Fatigue
The exhaustion and diminished judgment that occurs when a deal process drags on too long, often leading to either over-compromise or deal collapse.
Deal fatigue is the psychological and operational exhaustion that builds during prolonged investment or M&A negotiations. As the process extends beyond expected timelines, participants become increasingly willing to make concessions to close, or conversely, may abandon otherwise good deals out of frustration. Deal fatigue affects founders, investors, lawyers, and bankers alike and is one of the most underappreciated risks in venture capital transactions.
In Practice
After six months of due diligence, three rounds of term sheet revisions, and two management presentations, both sides were suffering from deal fatigue. The founder accepted a lower valuation than initially offered, and the VC waived a governance provision they had insisted on — both making concessions they wouldn't have made at the start.
Why It Matters
Deal fatigue leads to suboptimal outcomes for everyone. Founders may accept unfavorable terms, and investors may overlook red flags. Recognizing deal fatigue early allows parties to either accelerate the process or take strategic breaks.
VC Beast Take
The best dealmakers manage timelines aggressively to prevent deal fatigue. Setting clear milestones, establishing deadlines for each phase, and maintaining momentum through efficient communication all help. The longer a deal takes, the worse the outcome tends to be for everyone.
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