managing-follow-on-investment-decisions
Evaluates pro-rata and follow-on investment decisions with portfolio construction, signaling effects, and reserve management. Use when making follow-on decisions, managing reserves, or evaluating pro-rata rights.
Best use case
managing-follow-on-investment-decisions is best used when you need a repeatable AI agent workflow instead of a one-off prompt.
Evaluates pro-rata and follow-on investment decisions with portfolio construction, signaling effects, and reserve management. Use when making follow-on decisions, managing reserves, or evaluating pro-rata rights.
Teams using managing-follow-on-investment-decisions should expect a more consistent output, faster repeated execution, less prompt rewriting.
When to use this skill
- You want a reusable workflow that can be run more than once with consistent structure.
When not to use this skill
- You only need a quick one-off answer and do not need a reusable workflow.
- You cannot install or maintain the underlying files, dependencies, or repository context.
Installation
Claude Code / Cursor / Codex
Manual Installation
- Download SKILL.md from GitHub
- Place it in
.claude/skills/managing-follow-on-investment-decisions/SKILL.mdinside your project - Restart your AI agent — it will auto-discover the skill
How managing-follow-on-investment-decisions Compares
| Feature / Agent | managing-follow-on-investment-decisions | Standard Approach |
|---|---|---|
| Platform Support | Not specified | Limited / Varies |
| Context Awareness | High | Baseline |
| Installation Complexity | Unknown | N/A |
Frequently Asked Questions
What does this skill do?
Evaluates pro-rata and follow-on investment decisions with portfolio construction, signaling effects, and reserve management. Use when making follow-on decisions, managing reserves, or evaluating pro-rata rights.
Where can I find the source code?
You can find the source code on GitHub using the link provided at the top of the page.
SKILL.md Source
# Managing Follow On Investment Decisions ## When To Use - A portfolio company is raising a new round and you hold pro-rata rights - Reserve allocation review is due (quarterly or triggered by upcoming round) - Evaluating whether to lead, participate, or pass on a follow-on opportunity - Assessing signaling risk of declining to participate in a round - Rebalancing fund reserves across the active portfolio ## Inputs To Gather - **Portfolio company data**: current round terms (valuation, structure, lead investor), prior round terms for each investment, cap table with your current ownership percentage - **Company performance**: revenue trajectory, burn rate, runway, KPIs relative to plan at time of last investment - **Fund-level data**: total fund size, capital deployed to date, remaining reserves, number of active portfolio companies, target reserve ratio - **Pro-rata rights**: confirm contractual right to participate (from side letter, investor rights agreement, or ROFR provisions) and any expiration or exercise deadlines - **Round dynamics**: identity of lead investor, round size, whether existing investors are participating, any pay-to-play provisions [VERIFY] - **Co-investor sentiment**: indications from syndicate partners on their participation plans ## Workflow 1. **Confirm pro-rata entitlement and deadlines** - Pull the relevant clause from the investor rights agreement or side letter - Note the exercise window and any notice requirements - Flag pay-to-play consequences for non-participation [VERIFY — terms vary by deal] 2. **Assess company performance against original thesis** - Compare current metrics to the underwriting case at initial investment - Identify thesis-breaking changes (market shift, team departure, competitive loss) vs. thesis-confirming signals (revenue growth, retention, market expansion) - Score conviction: high / moderate / low 3. **Evaluate round terms and dynamics** - Benchmark valuation against comparable rounds (stage, sector, geography) - Assess round structure for investor-unfriendly terms (heavy liquidation preferences, ratchets, participating preferred) - Identify the lead investor and their track record — a strong new lead at a fair price is a positive signal 4. **Model ownership and return impact** - Calculate current ownership and post-dilution ownership if you pass - Model pro-rata participation: dollar amount required, resulting ownership, and implied return at target exit scenarios (1x, 3x, 5x fund returner thresholds) - Compare marginal dollar return of this follow-on vs. deploying the same capital into a new deal or another portfolio company's follow-on 5. **Analyze reserve budget and portfolio-level trade-offs** - Map remaining reserves against anticipated follow-on needs across the portfolio - Rank portfolio companies by conviction and expected capital need over the next 12–18 months - Determine if participating here forces you to pass on a higher-conviction follow-on later 6. **Assess signaling risk** - If your fund is a known, lead, or significant investor, declining sends a negative signal to the market - Quantify the risk: Will other investors read non-participation as a lack of confidence? Could it impair the company's ability to close the round? - Consider partial participation (less than full pro-rata) as a middle path — maintains presence while conserving reserves 7. **Formulate recommendation and document rationale** - Decision options: full pro-rata, partial participation (specify amount), or pass - For each option, state the ownership outcome, reserve impact, signaling effect, and key risk - Present to the investment committee with a clear recommendation and the supporting analysis ## Output Produce a **Follow-On Investment Decision Memo** containing: - **Company snapshot**: name, stage, sector, current round terms, lead investor - **Ownership table**: pre-round ownership, pro-rata amount, post-round ownership (participate vs. pass) - **Performance assessment**: 3–5 bullet summary of company trajectory vs. original thesis - **Return modeling**: scenario table showing implied returns at 1x, 3x, 5x exit multiples for participate vs. pass - **Reserve impact**: current reserve balance, draw-down from this follow-on, remaining reserves, and coverage ratio for other anticipated follow-ons - **Signaling analysis**: 1–2 sentences on market perception risk - **Recommendation**: participate (full/partial) or pass, with one-paragraph rationale - **IC action items**: approval required, exercise deadline, wire instructions or next steps ## Quality Checks - Ownership math ties to the cap table and round terms — verify dilution calculations independently - Reserve projections account for all portfolio companies with upcoming rounds, not just this one - Signaling analysis reflects your fund's actual visibility and role (lead vs. passive participant) - Pay-to-play and pro-rata terms are confirmed against the actual agreement, not assumed [VERIFY] - Return scenarios use defensible exit assumptions grounded in comparable transactions, not aspirational targets - Recommendation clearly states the trade-off being made and does not present the decision as risk-free
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