beginner enablement

New Rep Onboarding Playbook

A 30-60-90 day plan for ramping new sales development reps to full productivity.

Time: 90 days
Steps: 12

Expected Outcomes:

  • Faster time to first meeting
  • Consistent rep performance
  • Reduced new hire turnover

Prerequisites:

  • Sales playbooks documented
  • Training materials ready
  • Buddy system in place

Overview

This playbook provides a structured 30-60-90 day onboarding program for new Sales Development Representatives. A well-designed onboarding program accelerates time to productivity and improves retention.


Pre-Start Preparation

Before Day 1, Ensure:

Systems Ready

  • Email account created
  • CRM access provisioned
  • Sales engagement tool access
  • LinkedIn Sales Navigator seat
  • Phone/dialer set up
  • Slack/Teams access

Materials Prepared

  • Welcome packet/swag shipped
  • Onboarding schedule sent
  • Training links shared
  • First week calendar blocked

People Notified

  • Buddy assigned and briefed
  • Manager 1:1s scheduled
  • Team intro meeting set
  • IT support aware

Days 1-30: Foundation

Week 1: Orientation

Day 1: Welcome

  • Team introductions
  • Office/remote setup
  • Systems login verification
  • Company overview presentation
  • Buddy lunch/coffee

Day 2: Company & Product

  • Company history and mission
  • Product overview (high-level)
  • Customer stories and case studies
  • Competitive landscape overview

Day 3: Market & ICP

  • Target market deep dive
  • Ideal Customer Profile review
  • Persona documentation
  • Common pain points

Day 4: Process & Tools

  • CRM training
  • Sales engagement platform training
  • Daily workflow walkthrough
  • Metrics and expectations review

Day 5: Shadowing

  • Shadow top performer calls (2+ hours)
  • Listen to recorded calls
  • Debrief with manager
  • Week 1 assessment

Week 2: Product Deep Dive

Focus Areas

  • Product demo training (watch 5+ demos)
  • Feature/benefit mapping
  • Common objections and responses
  • Pricing and packaging
  • Integration capabilities

Activities

  • Complete product certification quiz
  • Give practice demo to buddy
  • Shadow 3+ discovery calls
  • Document questions for product team

Week 3: Messaging & Scripts

Focus Areas

  • Cold call script training
  • Email template review
  • LinkedIn messaging approach
  • Voicemail scripts
  • Objection handling framework

Activities

  • Role-play cold calls with buddy (5+)
  • Write and review 3 personalized emails
  • Record practice cold call for feedback
  • Memorize elevator pitch

Week 4: Supervised Prospecting

Focus Areas

  • Build first target account list (25-50 accounts)
  • Research and personalization practice
  • Make first 50 calls (supervised)
  • Send first 25 emails (reviewed before sending)

Milestones

  • Complete 50+ dials
  • Have 5+ conversations
  • Send 25+ emails
  • 30-day assessment passed

Days 31-60: Development

Week 5-6: Independent Prospecting

Expectations

  • Full daily prospecting activity (calls + emails)
  • Manager reviews first hour of calls daily
  • Email spot-checks twice weekly
  • 1:1 coaching sessions (30 min, 3x/week)

Targets

MetricWeek 5Week 6
Calls40/day50/day
Emails20/day30/day
Conversations4/day5/day
Meetings1/week2/week

Week 7-8: Skill Development

Focus Areas

  • Advanced objection handling
  • Multi-threading techniques
  • LinkedIn engagement strategy
  • Time management optimization

Activities

  • Attend team training session
  • Complete online sales course
  • Peer coaching session (give and receive)
  • Win/loss review with AE

Milestones

  • Book 3+ meetings independently
  • Hit 80% of activity targets
  • Pass 60-day skills assessment
  • Graduate from supervised to spot-check

Days 61-90: Mastery

Week 9-10: Optimization

Focus Areas

  • Sequence optimization (test new approaches)
  • Personal messaging style development
  • Account prioritization strategy
  • Collaboration with marketing on campaigns

Expectations

  • Full quota activity
  • 1:1 coaching reduced to 2x/week
  • Self-directed skill development
  • Peer mentoring begins

Week 11-12: Full Productivity

Targets

MetricTarget
Calls60+/day
Emails40+/day
Conversations6+/day
Meetings3+/week
Pipeline Generated$X/month

Milestones

  • Hit full monthly quota
  • 90-day assessment passed
  • Onboarding complete certification
  • Transition to standard performance management

Training Curriculum

Required Training Modules

ModuleDurationWhen
Company & Culture2 hoursWeek 1
Product Fundamentals4 hoursWeek 2
CRM & Tools3 hoursWeek 1
Messaging & Scripting4 hoursWeek 3
Objection Handling2 hoursWeek 3
Advanced Prospecting3 hoursWeek 6
Time Management1 hourWeek 5
  • Company blog (top 10 posts)
  • Product documentation
  • 10 recorded demo calls
  • 10 recorded discovery calls
  • Industry analyst reports

Coaching Framework

Weekly 1:1 Agenda

First 30 Days (30 min, 3x/week)

  1. Wins and challenges (5 min)
  2. Call/email review (15 min)
  3. Skill development focus (5 min)
  4. Questions and blockers (5 min)

Days 31-60 (30 min, 2x/week)

  1. Metrics review (5 min)
  2. Pipeline progress (10 min)
  3. Skill coaching (10 min)
  4. Goal setting (5 min)

Days 61-90 (30 min, weekly)

  1. Performance vs. quota (10 min)
  2. Development areas (10 min)
  3. Career discussion (10 min)

Feedback Approach

Call Reviews

  • Listen to 2+ calls per week
  • Provide written feedback
  • Highlight 1 strength, 1 improvement
  • Follow up in 1:1

Email Reviews

  • Review 5+ emails per week
  • Score on personalization, clarity, CTA
  • Share best examples with team

Assessment Criteria

30-Day Checkpoint

AreaCriteriaPass
Product KnowledgePass quiz (80%+)Yes/No
Script MasteryRole-play evaluation1-5
Tool ProficiencyComplete tasks independentlyYes/No
ActivityHit 70% of targetsYes/No
AttitudeCoachable, engaged1-5

60-Day Checkpoint

AreaCriteriaPass
Meetings Booked3+ meetingsYes/No
Conversation QualityCall review score1-5
Activity ConsistencyHit 80% of targetsYes/No
IndependenceMinimal supervision needed1-5
ImprovementProgress from Day 301-5

90-Day Checkpoint

AreaCriteriaPass
Quota AttainmentHit monthly quotaYes/No
Quality MetricsReply rates, conversion1-5
Full ProductivityConsistent daily performanceYes/No
Team ContributionHelps others, shares learnings1-5
Ready for AdvancementPotential for growth1-5

Buddy Program

Buddy Responsibilities

Week 1-2

  • Daily check-ins (15 min)
  • Answer questions
  • Include in team activities
  • Share tips and shortcuts

Week 3-4

  • Bi-weekly check-ins
  • Role-play practice
  • Introduce to key contacts
  • Celebrate first wins

Month 2-3

  • Weekly coffee/lunch
  • Career advice
  • Ongoing support as needed

Buddy Selection Criteria

  • 6+ months tenure
  • Consistently hitting quota
  • Strong communication skills
  • Volunteer or nominated

Common Pitfalls to Avoid

  1. Information overload - Space out training
  2. Sink or swim - Provide structured support
  3. No clear milestones - Set and communicate expectations
  4. Insufficient practice - Role-play before real calls
  5. Isolated learning - Build peer connections
  6. One-size-fits-all - Adapt to individual learning styles

Success Metrics

Your onboarding program is working when:

  • Time to first meeting: < 14 days
  • Time to full productivity: < 90 days
  • 90-day retention: > 85%
  • New hire NPS: > 50
  • Performance variance: Low between new hires

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