Executives often face a binary choice: keep working at high tempo or delegate to agentic systems and accept risk. Decision Shadowing offers a third path: run compact, parallel agentic shadow-runs that mirror human or production decision channels to reveal divergence, hidden failure modes, and trust boundaries before you hand over control. This episode gives a concise, operational playbook for designing shadow experiments that are low-cost, measurable, and directly actionable: pick critical decision slices, choose observability signals, run backtests or live shadow streams, interpret divergence, and decide whether to escalate, tune, or deploy. You’ll walk away with a reproducible checklist you can apply this afternoon to turn delegation from a leap of faith into a calibrated, iterative process that preserves optionality and leverage.