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Check Size

Check Size

Check size is the amount an investor commits in a single round, used as a primary differentiator between investor types. Typical ranges: angel $10K-$250K, super-angel $50K-$500K, micro-VC $100K-$2M, traditional Series A VC $2M-$15M, growth-stage VC $10M-$50M+, mega-fund $50M-$500M+ at growth stage. It is a key parameter in fundraising strategy because targeting the wrong-check-size investor for your round size wastes time on both sides. It is one of the most-basic but most-mismatched dimensions of investor targeting.

The typical ranges by investor type and stage:

  • Individual angel: $10K-$50K typical, $100K+ for super-angels.
  • Angel group: $100K-$1M aggregate across multiple member checks.
  • Micro-VC at seed: $100K-$2M lead checks.
  • P...


Article

Fund Life

Fund Life

Fund life is the total contractual duration of a VC fund, typically structured as 10 years with two 1-year extension options. The "10+2" structure is divided into an investment period (typically first 5 years when new investments are made) and a harvest/exit period (years 5-10 when portfolio matures and exits). Fund life is a critical structural constraint that affects everything from when GPs can make new investments to when LPs expect distributions to how aggressively portfolio companies must pursue exits. It shapes the temporal dimension of how funds operate.

The standard structure:

Years 1-5: Investment period:

  • New investments made.
  • Fund deploys committed capital across portfolio.
  • Most of dry powder used during this period.
...


Article

Training Data

Training Data

Training data is the corpus of examples (text, images, code, audio, video) used to train AI models. The quality and scale of training data are two of the three key inputs (alongside model size and compute) that determine final model capability per the empirical scaling laws. High-quality training data is increasingly the constrained resource in AI development as compute scales faster than data quality. It's the input that becomes the output: what the model can do is bounded by what it learned from.

The components of modern AI training data:

Pre-training data (foundation model training):

  • Web crawl (Common Crawl, FineWeb, etc.): hundreds of TBs of web text.
  • Books and literature (sometimes controversial).
  • Code repositories (GitH...


Article

Pitch Iteration

Pitch Iteration

Pitch iteration is the systematic refinement of the pitch deck and narrative based on investor feedback patterns collected across meetings. It's used to sharpen the pitch toward what consistently resonates while addressing recurring concerns, with the discipline being to iterate based on patterns (3+ investors raising the same concern) rather than individual feedback, to avoid creating Frankenstein decks that try to address every investor's specific objections while losing coherence. It is the discipline that transforms okay pitches into great ones through structured refinement.

The iteration process:

Capture investor feedback systematically:

  • Notes after each investor meeting.
  • Track common concerns or questions, often surfa...


Article

Tender Offer

Tender Offer

A tender offer is a structured offer to buy shares from a defined group of shareholders at a specified price within a defined window. It is used in two distinct contexts: acquiring control of a public company (the acquirer offers to buy shares directly from public shareholders, friendly or hostile), and providing secondary liquidity to employees and early investors in a private company (the company organizes a one-time or recurring purchase of shares from a defined group, typically alongside or between primary financings). The two use cases are structurally distinct but share the basic mechanic of a defined offer to a defined group at a defined price.

The public-company tender offer: an acquirer (often a strategic buyer or acti...



Article

Early Exercise

Early Exercise

Early exercise is the action of exercising stock options before they have vested. The holder pays the strike price on unvested options and receives restricted stock subject to the company's right to repurchase the unvested shares at strike if the holder departs. It is a tax-planning move that starts the long-term capital-gains and QSBS holding clocks earlier, paired with an 83(b) election filed within 30 days of exercise. It is a powerful structural move when used correctly and a cash-binding mistake when used without understanding the implications.

The mechanic of early exercise:

  • Plan permission: not all option plans permit early exercise. The Stock Option Agreement or Plan must explicitly allow it. Check before assuming.
  • A...


Article

Org Chart

Org Chart

An org chart (organizational chart) is the visual representation of a company's reporting structure, showing who reports to whom and how teams are organized. The chart also documents what each role does at a high level and how groups connect across functions. It is used both as a clarity tool for employees and as a strategic design tool for organizational structure. It's more than a hierarchy diagram. The org chart shapes how decisions get made, where information flows, and ultimately what kind of company gets built.

What an org chart shows:

Reporting relationships: every employee's manager and chain of command up to CEO.

Team structure: how individuals group into teams, departments, and divisions.

Cross-functional connections: do...



Article

Offer Letter

Offer Letter

An offer letter is the written employment offer extended by a company to a candidate, documenting the terms of the employment relationship. The document covers role and title, base compensation, equity grant (typically subject to subsequent board approval and stock option agreement), variable compensation if applicable, benefits eligibility, start date, at-will employment status (in most US states), reporting structure, and any role-specific terms (relocation assistance, signing bonus, special vesting). It is the closing document of the hiring process that the candidate signs to accept the role, and establishes the contractual basis for the employment relationship going forward. It is the legal anchor of every new employment re...



Article

Lockup Period

Lockup Period

A lockup period is the 90 to 180 day window after an IPO during which insiders are contractually barred from selling or transferring their shares. Also called an IPO lockup, the restriction binds founders, employees, pre-IPO investors, and certain other affiliated parties, including from hedging their shares. It is designed to prevent a post-IPO supply shock that would tank the newly-public stock and to give the market time to absorb the float available from the offering itself. It is one of the most important structural features of a traditional IPO and one of the things direct listings deliberately abandon.

The standard structure: the underwriters require all insiders to sign lockup agreements as a condition of the IPO, with...



Article

Hiring Plan

Hiring Plan

A hiring plan is a structured roadmap of roles to fill over a defined period (typically 12-18 months), with role-by-role timing, costs, and dependencies. For each role, the plan documents the expected start date, function/department, level (IC, manager, senior leader), total compensation (cash plus equity), and dependencies (e.g., "this role starts after we close Series A" or "this role depends on hitting $5M ARR"). The plan is used both for internal execution (recruiting team works against it) and external capital planning (the option pool refresh and financing-round size are calibrated against it). It is one of the most-used and least-formalized operational tools at startups, and the document that determines both who joins the...



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