Operator Agent Skills

Managing Up

Source-grounded pack with Escalation Judgment Check, Executive Work Legibility Brief, and Manager Trust Update, plus 2 more.

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Grounded in the complete Managing Up series.

Open the pack, choose a workflow, and follow its setup and input instructions. You can also open each workflow below.

10 source essays · 5 usable skills · reviewed Jul 2026

Use this pack when

Choose this pack when the work touches Managing Up and you need a bounded workflow with explicit inputs, a defined output, and human review gates.

Choose the job in front of you.

5 source-grounded skills. Load one workflow at a time.

Escalation Judgment Check

Use this workflow when an operator must decide whether to handle a problem, send an FYI, ask for advice, escalate for a decision, or interrupt immediately based on reversibility, blast radius, urgency, authority, and active customer, legal, security, revenue, people, or brand risk.

Output specification

Return an escalation judgment with problem, facts_and_read, stakes, matrix, route, containment, options, recommendation, ask_and_deadline, current_owner, and follow_up.

Executive Work Legibility Brief

Use this workflow when technical, operational, preventive, mentoring, unblocking, or cross-functional work is valuable but invisible to leadership and an individual contributor needs to translate it into outcomes, business relevance, evidence, tradeoffs, calibrated confidence, and a manager-forwardable record without self-promotion theater.

Output specification

Return an executive work legibility brief with outcome, business_relevance, evidence_and_attribution, invisible_work, tradeoffs_and_uncertainty, recommendation, executive_prebrief, likely_challenges, and evidence_record.

Manager Trust Update

Use this workflow when an operator must keep a manager accurately informed, build trust in their judgment, or convert an activity-heavy status report into concise signal about what changed, current state, live risk, recommendation, decision need, and follow-through.

Output specification

Return a manager trust update with headline, what_changed, current_read, facts_and_inference, live_risks, containment, ask_category, recommendation, commitments, and next_checkpoint.

Priority Reading Map

Use this workflow when stated priorities do not fully explain a manager's attention, urgency, funding, or decisions and an operator needs an evidence-based model of the manager's real pressures, accountabilities, incentives, recurring concerns, and translation needs without manipulation or mind-reading.

Output specification

Return a manager priority map with stated_priorities, observed_pressure, evidence, hypotheses_and_confidence, accountability_translation, workstream_alignment, test, and gaps_to_clarify.

Upward Disagreement Brief

Use this workflow when an operator has material evidence that a manager's consequential or hard-to-reverse decision may be wrong, or agrees with the direction but believes its risk is understated, and needs to dissent privately with calibrated confidence and then execute cleanly.

Output specification

Return an upward disagreement brief with decision_and_state, shared_outcome, evidence, unknowns_and_confidence, decision_or_risk_concern, concrete_downside, alternative_and_tradeoff, change_my_mind, and post_decision_commitment.

Keep consequential decisions explicit.

These workflows structure analysis and artifacts; they do not authorize autonomous external, personnel, financial, legal, security, or other high-impact action.

Choose your reading rhythm.

Start with a weekly briefing, add daily notes, or hear only when a durable essay or research update is ready.

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