A Strategic Guide for Executives of Scaling Companies

How to keep pace when equity grows faster than planning.

Growth brings both opportunity and exposure. Compensation expands into salary, bonus, and equity, but liquidity rarely keeps up. On paper, wealth looks larger. In practice, blackout windows, tax installments, and concentrated stock make it fragile.

You’re not behind. The reality is that scaling companies create complexity faster than most plans can adapt. Without a system, you end up carrying the risk yourself, spreadsheets, notes, late-night worries.

This guide shows how to install a clear, calendar-driven framework so equity, tax, and family obligations land in sequence instead of in conflict.

  • Equity Framework — Map RSUs, PSUs, DSUs, and options against vesting and exits
  • Liquidity Playbook — Plan CRA instalments and reserves before windows close
  • Diversification Roadmap — Reduce concentrated employer risk without losing upside
  • Continuity & Family — Keep spouses and documents ready before transition moments
  • Coordination System — Advisors working in cadence, not silos, so the plan runs on time

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