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Investment Decisions with AI-Powered Devil’s Advocacy

Run investment theses through 5 AI models. Debate mode pits bull vs bear cases. Red Team finds deal-breakers. Export investment memos with full audit trails.

Investment Decisions Need Stress-Testing, Not Confirmation

Ask one AI “Should I invest in X?” and you’ll get a confident yes or no – often based on incomplete analysis of risks you didn’t think to ask about. The deals that blow up are the ones where everyone agreed too easily.

Three Modes Built for Investment Rigor

Every output documents disagreements. You see where models align (higher confidence) and where they diverge (investigation needed).

Debate Mode

  • Bull case (GPT-5.2): Best arguments for the investment
  • Bear case (Claude): Strongest counterarguments
  • Cross-examination: Each position challenged
  • Synthesis: Where cases diverge, with explicit uncertainty

Research Symphony

  • Current market data and news
  • Comparable analysis
  • Risk factor identification
  • Investment memo with sourced claims

Red Team Mode

  • Market risk vectors
  • Execution risk vectors
  • Competition risk vectors
  • Regulatory risk vectors

VC Associate Screening Series B Opportunity

Query: “Debate: Should we invest $15M in [Fintech Company] at $120M post-money?”

Bull Case (GPT-5.2)

“Strong unit economics. Net revenue retention 140%. Category growth 47% CAGR. Management team has prior exits.”

Bear Case (Claude)

“Regulatory headwinds in core market. Two board members resigned in Q3. Competitor just raised $80M and undercut pricing.”

Cross-Examination

GPT challenged on competitive moat – response relies on switching costs that may not materialize. Claude challenged on regulatory timeline – concedes impact may be 18+ months out.

Synthesis

Investment thesis depends on regulatory timing assumption. If 18+ month runway, risk-adjusted return is favorable. If regulation accelerates, thesis fails.

Result

Not yes/no. A clear articulation of what must be true for the investment to work, and what kills it. Due diligence with explicit assumptions, not false confidence.

Best Modes for Investment Decisions

ModeApplication
DebateBull vs bear investment thesis validation
Research SymphonyComprehensive due diligence with staged validation
Red TeamFinding deal-breakers before term sheet

Deliverable Types

Export professional investment documents directly from your analysis sessions.

Investment Memos

Thesis with documented assumptions

Due Diligence Reports

Comprehensive analysis with sources

Risk Assessment Matrices

Prioritized risks with confidence levels

Portfolio Review Briefs

Position analysis and recommendations

Explore More Use Cases

Research & Due Diligence

Cross-verified research with staged validation.

Start Research Session →

Risk Assessment

Pre-mortem analysis and vulnerability discovery.

Run a Pre-Mortem →

Strategy & Planning

AI-powered expert panels for strategic decisions.

Get Strategic Analysis →

Validate an Investment

Bull vs bear debate. Documented assumptions. Investment analysis with explicit uncertainty.