Rules of the Game
CEO Operating Manual — Restricted Access

Rules of the Game

CEO Operating Manual for CoS, EA & Coach
These rules are authorized by Archit Gupta in the presence of his leadership coach [Coach Name]. The CoS and EA have explicit permission to enforce every rule below — including overriding the CEO when he breaks his own commitments. If Archit pushes back, point to this document. If he overrides 3+ rules in a week, alert the coach immediately.
Authorized by: Archit Gupta   |   In presence of: [Coach Name]   |   Date: March 30, 2026

The 3 Strategic Mandates

Everything the CoS, EA, and Coach do ladders up to these three mandates. When in doubt, ask: "Does this serve Mandate 1, 2, or 3?"

1

Fill My Time With Revenue

The #1 job is ensuring the CEO's calendar is dominated by revenue-generating activities — customer meetings, pipeline reviews, deal support, QBRs. This is not about protecting time. It's about proactively filling it with the right things.

≥4 customer meetings/week 2 QBR ride-alongs/month
  • Monday Revenue War Room: never skipped
  • Top 20 logos: CEO touchpoint every 30 days
2

Make Every Meeting Count

Every meeting the CEO attends must have a clear POA — Purpose, Outcome, Ask — defined before it starts. No meeting runs past its scheduled time. Meetings are for decisions, not presentations.

100% meetings have POA ≥80% end on time
  • 45-minute default, hard stop enforced
  • Maximum 6 meetings per day
3

Run the Accountability Loop

The CEO's effectiveness depends on daily bookends (morning reload + evening debrief), mid-week check-ins, and weekly retros. This loop catches drift before it compounds.

  • Daily: Morning reload + Evening debrief
  • Wednesday: Top-3 priority check
  • Thursday: Weekly retro + Next week plan
  • Weekly: Scorecard with 5 tracked metrics

Who Does What

Clear role boundaries. Each person owns a specific layer — no overlaps, no gaps.

📅 EA — Calendar Guardian

Owns the mechanics. First line of defense on the CEO's time.
  • Schedule and protect all calendar blocks per the rules below
  • Enforce 45-min default meeting length
  • Enforce 15-min buffers between meetings
  • Enforce 6 meetings/day cap — if someone requests a 7th, ask "Which one do you want to drop?"
  • Auto-cancel meetings without agenda 24h before. Send: "Archit requires a written agenda 24 hours before. Please reschedule with one."
  • Exception: customer/prospect meetings don't need our agenda template
  • Batch CEO interviews to Friday 2-4pm only, VP+ final round only, max 1/week
  • Protect Solo Blocks (9:15-10am daily) — no meetings, no calls, no "quick chats"
  • Protect Friday 4pm Hard Stop — nothing scheduled after this, ever
  • Protect Tue/Wed/Thu 10am-12:30pm for customer meetings ONLY
  • Morning: confirm all today's meetings have agendas, flag any without to CoS
  • Log every calendar override by the CEO (date, rule broken, what happened)

📊 CoS — Strategic Effectiveness

Owns the CEO's output quality. Makes sure time produces results, not just activity.
  • Review every meeting agenda for POA quality — reject vague agendas back with: "Please add: What's the purpose? What outcome do we need? What's the ask of Archit?"
  • Prep Monday Revenue War Room materials (collected from sales leaders by Friday EOD)
  • Prep daily 1-page Salesforce brief for CEO's morning solo block
  • Run the morning reload: if CEO hasn't replied to AI bot by 9am, ping directly
  • Run the evening debrief (physical preferred, async if needed)
  • Pre-fill the weekly scorecard with actuals every Thursday by 3pm
  • Run the Wednesday top-3 check
  • Co-run the Thursday retro with Coach
  • Maintain the override log — share with coach weekly

🎯 Coach — Behaviour Accountability

Owns the behaviour shift. Ensures lasting change, not just temporary compliance.
  • Thursday retro: review scorecard, identify patterns, push on root causes
  • Hold the CEO accountable on commitments made in prior weeks
  • Receive CoS escalations when 3+ overrides happen
  • Help the CEO process why he overrides (the brainstorming urge, the need to extend meetings, the context-switching pattern)
  • Validate or challenge the top-3 priorities each week
  • Track behaviour trends month-over-month — are the shifts sticking?
  • Be the "last resort" enforcement: if CoS can't hold the line, coach addresses it directly

Daily & Weekly Drumbeats

The invisible operating system. These timed, repeatable actions make everything else work. Consistency here is non-negotiable.

EA — Daily Drumbeats

Night Before (by 7pm)

  • Pull tomorrow’s meeting list
  • Flag any meetings without agenda → send reminder: “Agenda needed by 9am or this gets cancelled”
  • Confirm tomorrow is within 6-meeting cap
  • Confirm solo block and customer slots are untouched

Morning (by 9:00am)

  • Final agenda check — auto-cancel anything still missing agenda
  • Send CEO clean day view: “Today: X meetings. All have agendas. Solo block 9:15-10.”
  • Confirm no one has snuck into protected blocks overnight

During Every Meeting

  • Slack/message at 40-min mark: “5 minutes”
  • Slack/message at 45 min: “Time’s up”
  • If overrun → interrupt and log it

End of Day

  • Log actuals: how many meetings, how many overruns, any overrides
  • Share log with CoS

CoS — Daily Drumbeats

Morning (by 9:15am)

  • Check: did CEO reply to morning bot? If no reply by 9am → ping directly
  • Prep 1-page Salesforce brief: top deal movements, at-risk deals, CEO customer meetings today
  • Review all today’s agendas for POA quality — send back vague ones with template
  • Prepare “top 3 fires” — max 3, prioritized, one line each. Not a brain dump.
  • Deliver morning packet to CEO (Salesforce brief + meeting quality check + fires)

During Day

  • If CEO pulled into unplanned fire → note it for the log

Evening (5 min, physical preferred)

  • Ask 4 questions: (1) “Did you do your ONE thing?” (2) “How many meetings ran over?” (3) “Any fires for tomorrow?” (4) “Anything for the override log?”
  • Log answers
  • If debrief skipped → send async message with the 4 questions

EA — Weekly Drumbeats

  • Friday 4pm: Collect Revenue War Room materials request from Aditya/Anjan — they must deliver by Monday 9am
  • Friday 4pm: Audit next week’s calendar: 6/day cap, 15-min buffers, solo blocks intact, customer slots clear
  • Friday 4pm: Check: are next week’s customer meeting slots filled? If empty → ping sales team EAs to book prospects
  • Monday 9am: Revenue War Room logistics confirmed (room/link, attendees, materials received)
  • Wednesday: Check if anyone added meetings violating rules for Thu/Fri. Clean up.
  • Thursday 5:30pm: LOCK next week’s calendar with CoS. No changes after this.
  • Monthly: Audit 1:1 cadence — all 14 directs on biweekly rotation? Schedule QBR ride-alongs (2x/month)

CoS — Weekly Drumbeats

  • Monday 9am: Revenue War Room — materials prepped, co-run alongside CEO
  • Monday post-war room: Capture action items, distribute to Aditya/Anjan, follow up by Wednesday
  • Wednesday: Top-3 priority check with CEO (30 min). Are priorities on track?
  • Wednesday: Update top-20 logos tracker — any touchpoints going stale (>30 days)?
  • Thursday by 3pm: Pre-fill scorecard with actuals from EA’s daily logs
  • Thursday 3-5pm: Scorecard review + retro with EA + Coach
  • Thursday by 6pm: Send written retro summary. Top 3 priorities for next week, locked.
  • Thursday 5:30pm: Lock next week’s calendar with EA
  • Friday: Compile weekly override report. Share with coach.
  • Friday: Ensure war room materials request is out to sales leaders
  • Monthly: Prep deal retrospective with Aditya + Anjan. Month-over-month behaviour trend for coach.

Behind the Scenes — What Makes It All Work

  • Pipeline Filling (EA): Customer meeting slots don’t fill themselves. EA proactively works with Aditya and Anjan’s teams every Friday to fill Tue/Wed/Thu 10-12:30 for the following week. Empty customer slots = failed Mandate 1.
  • POA Enforcement (CoS): Daily grind. Every agenda reviewed. Vague ones sent back. The single most important and most annoying part of the job. It trains the org to come prepared.
  • The Daily Log (EA): 5 min at end of day. Meetings count, overruns, overrides. This raw data feeds the Thursday scorecard. Without it, the scorecard is guesswork.
  • Salesforce Brief (CoS): Daily. Even if nothing changed. The act of putting it on the CEO’s desk every morning trains him to look at pipeline before meetings start.
  • Stale Logo Check (CoS): Weekly. Which top-20 logos haven’t had a CEO touchpoint in 30+ days? Flag it, get a meeting booked. This is how “CEO in sales” doesn’t slip.

The POA Framework

Every meeting the CEO attends must have a POA. No exceptions.

P
Purpose
Why are we meeting? (1 sentence)
"We're meeting to decide the pricing for Saudi Arabia e-invoicing."
O
Outcome
What will be true when this meeting ends? (1 sentence)
"We'll have approved pricing tiers and a launch date."
A
Ask
What do you need from the CEO specifically? (1 sentence)
"We need your sign-off on the 3-tier pricing model and approval to launch May 1."

Meeting Template

Meeting: [Title] Duration: 45 min POA: Purpose: [Why are we meeting?] Outcome: [What's decided/delivered by end?] Ask: [What specifically do you need from Archit?] Pre-read: [Link — max 2 pages]

POA Enforcement Rules

  • Meeting owner sends POA + pre-read 24 hours before
  • EA checks: Is there a POA? If not → auto-cancel
  • CoS checks: Is the POA clear? If vague → send back with the template
  • If a meeting doesn't need a decision or ask from the CEO → he shouldn't be in it. Decline.
  • Pre-reads replace presentations. Meetings start with "I've read it. Here's my reaction." not "Let me walk you through..."

Hard Rules

Non-negotiable. The EA and CoS have permission to enforce these without asking. Every violation is logged.

Calendar Hard Rules

  • Default meeting length: 45 minutes
  • Maximum meetings per day: 6
  • Buffer between meetings: 15 minutes
  • Solo block 9:15-10:00 AM daily: immovable
  • Customer slots Tue/Wed/Thu 10:00-12:30: customer meetings only
  • Friday 4:00 PM: HARD STOP. No exceptions.
  • Interviews: VP+ final round only, Friday 2-4pm, max 1/week

Meeting Enforcement Scripts

When Archit extends a meeting past time:

1At 40 min → message: "5 minutes remaining"
2At 45 min → "Time's up. Wrapping now."
3If he continues → physically interrupt or drop from call: "Archit, you're into your next block."
4Log it as an override

When Archit adds a 7th meeting:

1"You're at 6 today. Which one do you want to drop?"
2Do NOT squeeze it in. Force the trade-off.
3If he insists → log as override

When Archit moves a Solo Block:

1"Coach rule — this doesn't move. What do you need the time for?"
2Offer the sparring slot as alternative
3If he insists → log as override

When Archit schedules evening/weekend calls:

1"This is outside work hours. Logging it."
2Log for Thursday scorecard. Target: ZERO

When agenda is missing:

1EA auto-cancels: "Please reschedule with a written agenda and POA."
2Do not ask Archit — just enforce

Daily Operating Rhythm

The daily bookends that keep the CEO grounded and accountable.

Morning Protocol (before 9:15 AM)

The CEO's Morning

Phone charges outside bedroom

6:30 AM — AI bot texts

"What's your ONE thing today?"

CEO replies BEFORE touching any other app

The ONE thing must connect to one of the week's top 3 priorities

CoS Morning Prep (delivered by 9:15 AM)

1-page Salesforce brief

Top deal movements, at-risk flags, CEO customer meetings today

Today's meeting list with POA status

Received? Quality check?

Top 3 fires from overnight

Max 3, prioritized — not a brain dump

EA Morning Check

Confirm all meetings have agendas

Flag missing ones to CoS

Auto-cancel any meeting without agenda by 9:15

Confirm day is within 6-meeting cap

Evening Protocol (at day's end)

Physical debrief preferred (5 min with CoS). If skipped, async message.

CoS Asks 4 Questions:

1
"Did you do your ONE thing?"
Log yes/no
2
"How many meetings ran over?"
Log count
3
"Any fires for tomorrow?"
Capture, prioritize
4
"Anything for the override log?"
CEO self-reports
Escalation: If the CEO skipped the evening debrief 2 days in a row → CoS raises in Wednesday check-in.

Weekly Operating Rhythm

The weekly cadence that drives accountability and planning.

Wednesday: Top-3 Priority Check

CoS + CEO, 30 min — Mid-week pulse. Are we on track?

Agenda:

  1. Review the 3 priorities set on Thursday → status: on track / at risk / blocked
  2. What needs to shift for Thu-Fri to get them done?
  3. Any fires that have pulled CEO off priorities?
Output: Updated priority status, any calendar changes for Thu-Fri

Thursday: Weekly Retro + Next Week Plan

EA + CoS + Coach, 60 min — The most important meeting of the week.

Part 1 — Scorecard Review

15 min — CoS leads
  • Present the 5 metrics: actuals vs targets
  • CEO self-assesses, CoS validates
  • Flag any discrepancies

Part 2 — Override Log Review

10 min — CoS leads
  • Walk through every rule break this week
  • Pattern recognition: is the same rule breaking every week?
  • Identify root cause — not just "he extended a meeting" but "why did he feel the need to?"

Part 3 — Behaviour Retro

15 min — Coach leads
  • What behaviour shifted this week? What didn't?
  • What triggered the override moments? (stress, specific person, topic?)
  • One behaviour commitment for next week — specific, observable, measurable
  • Check on last week's commitment — did it hold?

Part 4 — Next Week Plan

15 min — CoS leads, EA confirms logistics
  • Top 3 priorities for next week (concrete: verb + deliverable + deadline)
  • Customer meetings lined up? (target ≥4)
  • EA confirms: calendar is within rules, all meetings have POA assigned
  • LOCK the calendar — no changes after Thursday 5:30pm without override logging

Part 5 — Wrap

5 min
  • One sentence from each person: what's the one thing that will make next week successful?
  • CoS sends written summary to all 3 within 1 hour

Weekly Scorecard

5 metrics tracked every week. CoS pre-fills actuals by Thursday 3pm.

Scorecard — Week of: ___________

# Metric Target CEO Self-Score CoS Actual Hit?
1 Customer meetings attended ≥4/week ___ ___
2 Meetings ended on time ≥80% ___ ___
3 Solo blocks honored (of 5) ≥4/5 ___ ___
4 Evening/weekend calls 0 ___ ___
5 Pipeline reviewed (Salesforce) Yes ___ ___
Weekly Score: ___/5 targets hit

Override Log

Date Rule Broken Context CEO Justification Pattern?
 
 
 

Escalation Tiers

1-2 overrides/week Log it, discuss in Thursday retro
3+ overrides/week CoS alerts coach BEFORE Thursday
Same metric missed 3 weeks running Coach escalates approach, considers structural change

The First 30 Days

Implementation checklist. Check items off as you go — progress is saved automatically.

Overall Progress

0 of 0 completed

Week 1: Communicate & Commit

March 30 – April 5

Week 2: Calendar Reset

April 6 – April 12

Week 3: Rhythm Building

April 13 – April 19

Week 4: Lock & Tune

April 20 – April 26