Journal/ae onboarding

Account Executive Onboarding Checklist: First 90 Days to First Qualified Pipeline

A complete AE onboarding checklist covering discovery certification, demo readiness, pricing conversations, mutual action plans, and pipeline milestones by segment.

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AE Onboarding Workbook: Discovery Cert, Demo Cert, Pricing Readiness, and Pipeline Milestones

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Hiring an AE is expensive. Ramping them slowly is more expensive. The average AE ramp is 5.3 months, and every month of sub-quota performance costs you $50K–80K in unrealized revenue.

This checklist compresses the AE ramp from 5+ months to 90 days by focusing on what actually matters: discovery skill, demo readiness, pricing confidence, and pipeline discipline. It's broken into phases with clear certification gates — no advancing to the next phase until the rep has proven competency.

The goal isn't time in seat. It's first qualified pipeline.

Phase 1: Foundation (Days 1–14)

The first two weeks are about building context. The AE needs to understand the product, market, buyer, and sales motion before they can run a competent deal cycle.

Week 1: Product + Market Immersion

DayTaskOwnerDone
1System setup: CRM, email, calendar, Slack, video conferencingIT / RevOps
1ICP deep-dive: 60-min session on target personas, company profilesManager
1Competitive landscape overview: top 3 competitors, positioningPM
2Product walkthrough: 90-min hands-on session with SE or productSE / Product
2Review 3 closed-won deal recordings: note what workedSelf-directed
3Pricing and packaging overview: tiers, common discounting, approval thresholdsManager / RevOps
3CRM workflow training: opportunity stages, required fields, forecastingRevOps
4Shadow live discovery call with top performerSelf-directed
5Shadow live demo with SESelf-directed
5Week 1 check-in: questions, gaps, initial impressionsManager

Week 2: Sales Process + Initial Practice

DayTaskOwnerDone
8Sales playbook review: discovery framework, qualification criteriaSelf-directed
8Objection bank review: top 10 objections with recommended responsesEnablement
9First simulation: discovery scenario, scored feedbackRep
9Meeting with key SE partner: establish working relationshipRep + SE
10Shadow competitive deal: observe how positioning is handledSelf-directed
11Demo dry-run: present to manager or peer, get feedbackRep + Manager
12Review 2 closed-lost deal recordings: note failure pointsSelf-directed
14Phase 1 assessment: basic product, ICP, and process quizManager

Phase 1 Gate: Pass basic assessment (80%+) to advance.

Phase 2: Skill Building (Days 15–45)

Phase 2 is about building the core skills: discovery, demo, objection handling, and commercial conversation. The rep should be running live calls by week 3, with increasing independence by week 6.

Week 3–4: Discovery Certification

TaskOwnerDone
First live discovery call: manager on the lineRep + Manager
Daily simulation: discovery scenarios (5 total this period)Rep
Discovery framework deep-dive: 60-min sessionEnablement
Discovery call review: manager reviews 5 live callsManager
Discovery certification: role-play assessment, score 75+ to passManager
Run 3 live discovery calls independentlyRep

Discovery certification checklist:

DimensionCertified (Y/N)
Opens with clear agenda, gets buy-in
Asks layered questions (not checklist-style)
Uncovers business impact, not just features needed
Confirms timeline and decision process
Qualifies budget/authority appropriately
Recaps and confirms next steps

Week 5–6: Demo Readiness

TaskOwnerDone
Demo structure training: tailoring demo to discovery findingsSE / Enablement
First live demo: SE-supported, manager observesRep + SE + Manager
Demo simulation: practice against AI buyer, scoredRep
Demo review: manager + SE feedback on 3 live demosManager + SE
Solo demo certification: run demo independently, score 75+Manager
Handle 2 competitive objections live in demoRep

Demo certification checklist:

DimensionCertified (Y/N)
Tailors demo to stated pain points
Keeps demo under 30 min (focused, not feature dump)
Handles questions without losing flow
Connects features to business outcomes
Closes with clear next step
Manages competitive questions professionally

Phase 2 Gate: Discovery certified + Demo certified to advance.

Phase 3: Deal Execution (Days 46–75)

Phase 3 is where the rep starts owning pipeline. They should be running deals from discovery to proposal, with manager support on commercial and negotiation stages.

Week 7–9: Pipeline Building

TaskOwnerDone
Assigned territory or book of businessManager
Outbound motion training (if applicable): sequence, cadence, messagingEnablement
Run 10 live discovery calls independentlyRep
Progress 3 opportunities to proposal stageRep
Weekly pipeline review with managerManager
Mutual action plan (MAP) training: building MAPs with championsEnablement
Create first mutual action plan with a real opportunityRep

Week 10–11: Pricing + Negotiation

TaskOwnerDone
Pricing conversation training: when and how to discuss pricingManager
First pricing conversation: manager observesRep + Manager
Discount approval process reviewRevOps
Negotiation simulation: procurement pushback scenarioRep
Run 2 pricing conversations independentlyRep
Negotiation review: manager feedback on live dealManager

Pricing conversation certification:

DimensionCertified (Y/N)
Introduces pricing confidently (not defensively)
Ties price to value established in discovery
Handles "too expensive" without immediately discounting
Knows when to escalate for approval
Trades concessions rather than giving them away

Phase 3 Gate: 3+ opportunities at proposal stage, pricing certified.

Phase 4: Independence (Days 76–90)

The final phase is about proving the rep can run a full deal cycle independently and close business.

Week 12–13: Closing + Certification

TaskOwnerDone
Close simulation: end-of-quarter deal scenarioRep
Close 1 deal (or progress 1 deal to final negotiation)Rep
Forecasting training: commit vs. best case vs. pipelineManager
First forecast submissionRep
Full deal cycle review: walkthrough of 1 closed or near-closed dealManager
Day 90 readiness assessmentManager

Day 90 Readiness Criteria:

CriterionMet (Y/N)
Discovery certified
Demo certified
Pricing certified
1+ deal closed OR 3+ deals in late stage
Pipeline ≥ 2x quota for next quarter
Manager confident in independent deal management

Certification Gates Summary

GateTimingCriteriaCertification Method
Phase 1: FoundationDay 14Product, ICP, process understandingWritten quiz (80%+)
DiscoveryDay 30Discovery call competencyRole-play or simulation (75+)
DemoDay 45Demo delivery competencyLive demo review (75+)
PricingDay 75Commercial conversation competencyRole-play (pass/fail)
Full ReadinessDay 90Pipeline + closed revenue + manager confidenceManager sign-off

Milestones by Segment

AE onboarding varies by sales motion. Adjust milestones accordingly:

SMB Motion (shorter cycles, higher volume)

MilestoneTarget
First discovery callDay 7
First closed dealDay 45
Pipeline ≥ 2x monthly quotaDay 60
Full independenceDay 60–75

Mid-Market Motion

MilestoneTarget
First discovery callDay 14
First proposal sentDay 45
First closed dealDay 75
Pipeline ≥ 2x quarterly quotaDay 90
Full independenceDay 90

Enterprise Motion

MilestoneTarget
First discovery callDay 21
First proposal sentDay 60
First closed dealDay 120+
Pipeline ≥ 2x annual targetDay 120
Full independenceDay 120+

Enterprise AEs typically need a 120-day ramp, not 90. The 90-day checkpoint should focus on pipeline and deal progression, not closed revenue.

Manager Responsibilities

The manager owns this onboarding — not enablement, not HR. Specific responsibilities:

WeekManager Time Investment
13–4 hours (ICP session, shadowing, check-in)
2–32–3 hours/week (call reviews, certifications)
4–62 hours/week (deal reviews, coaching)
7–121–2 hours/week (pipeline reviews, forecasting)

Non-negotiable manager activities:

  • Listen to at least 5 calls per week in first 30 days
  • Personally deliver discovery and demo certification
  • Weekly 1:1 focused on skill development (not just pipeline)
  • Sign off on Day 90 readiness

Common AE Onboarding Failures

Failure 1: Discovery skipped because rep has "experience." Even experienced AEs need to learn your discovery framework. A rep who ran BANT at their last company needs to learn MEDDIC if that's your qualification method.

Failure 2: Demo practice without discovery context. If the rep practices demoing features but doesn't know how to tailor the demo to discovery findings, they'll deliver the same demo to every prospect. That's not a demo — it's a presentation.

Failure 3: Pipeline pressure before skill readiness. Pushing a rep to build pipeline before they can run a competent discovery call creates a pipeline full of unqualified garbage. Quality before volume.

Failure 4: No simulation practice. Live calls are high-stakes. Simulation lets reps make mistakes in a safe environment and get scored feedback. Reps who practice in simulation ramp 40% faster.

Adjusting for Experienced Hires

A rep with 5 years of AE experience doesn't need the full 90-day program. But they do need to prove competency in your context.

For experienced hires:

  • Accelerate Phase 1 to 5–7 days
  • Require the same certifications, but allow early testing
  • If they pass discovery and demo certification by day 21, advance them
  • Don't skip pricing and negotiation training — every company handles this differently

The goal isn't time in seat. It's proven readiness. An experienced rep who passes all certifications by day 45 should be on full quota by day 60.


Download the full AE onboarding workbook with certification checklists, milestone trackers, and simulation schedules.

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