Sales Onboarding Program: How to Ramp New Reps to Productivity in 30-60 Days

Sales Onboarding Program: How to Ramp New Reps to Productivity in 30-60 Days

You hire a new sales rep. Six months later, they still haven't closed a deal.

You ask: "Why so slow?"

They say: "I'm still learning the product."

This happens because most sales onboarding is random—shadowing calls, reading docs, trial by fire.

Good sales onboarding isn't osmosis. It's a structured 30-60 day program that gets reps productive fast.

Here's the framework for sales onboarding that cuts ramp time in half.

The Sales Onboarding Framework

Goal: Get new reps to first deal in 30-60 days (vs. 4-6 months)

Program structure:

  • Week 1-2: Foundation (product, market, customers)
  • Week 3-4: Sales process and methodology
  • Week 5-6: Practice and certification
  • Week 7-8: Live deals with coaching
  • Day 60: First closed deal

Not: 6 months of shadowing. Yes: Structured curriculum with milestones.

Week 1-2: Foundation

Goal: Understand product, market, and customers

Day 1: Company and Market

Morning: Company Overview (2 hours)

  • Company vision and mission
  • Product roadmap and strategy
  • Team structure (who does what)
  • Key metrics and goals

Afternoon: Market and Competition (2 hours)

  • Market landscape (TAM, trends)
  • Ideal customer profile (ICP)
  • Competitors and positioning
  • Why customers choose us

Homework: Read company deck, competitive battlecards

Day 2-3: Product Deep-Dive

Day 2 Morning: Product Demo (3 hours)

  • Product manager walks through product
  • Core features and use cases
  • Customer workflows
  • Demo environment access

Day 2 Afternoon: Hands-On Practice (3 hours)

  • Set up demo account
  • Complete onboarding as customer would
  • Create sample projects
  • Explore all features

Day 3: Technical Deep-Dive (Full day)

  • Technical architecture
  • Integrations (Salesforce, HubSpot, etc.)
  • Security and compliance
  • Implementation process

Homework: Practice giving 10-min product demo

Day 4-5: Customer Stories

Day 4: Customer Interviews (Full day)

  • Interview 3-5 customers (arranged by CSM team)
  • Questions to ask:
    • Why did you buy?
    • What problem were you solving?
    • How do you use the product?
    • What value are you getting?

Day 5: Case Study Review

  • Read 5-10 customer case studies
  • Identify patterns (common pain points, outcomes)
  • Create "customer story bank" (stories to reference in sales calls)

Output: Document 10 customer stories you can tell

Week 1-2 Certification

Friday Week 2: Product Knowledge Test

  • 20-question quiz on product, market, competitors
  • 80% passing score
  • Must pass to move to Week 3

Demo certification:

  • Give 15-min product demo to PMM
  • Cover core use cases
  • Handle 3 objections
  • Must pass to progress

Week 3-4: Sales Process and Methodology

Goal: Learn how to sell (process, methodology, talk tracks)

Day 11-12: Sales Process

Sales stages:

  1. Lead → Discovery
  2. Discovery → Demo
  3. Demo → Proposal
  4. Proposal → Negotiation
  5. Negotiation → Closed-Won

For each stage, learn:

  • What happens in this stage
  • How to qualify (BANT, MEDDIC)
  • What materials to use (deck, battlecard, ROI calc)
  • How to advance deal
  • Exit criteria (when to move to next stage)

Homework: Memorize sales process stages and exit criteria

Day 13: Discovery Calls

Discovery methodology:

  • Opening (build rapport, set agenda)
  • Pain discovery (what's broken? what's the cost?)
  • Vision (what would success look like?)
  • Qualification (BANT: Budget, Authority, Need, Timeline)
  • Next steps (demo, proposal)

Practice:

  • Role-play 3 discovery calls with manager
  • Record and review
  • Get feedback

Homework: Write your discovery call script

Day 14-15: Demo Delivery

Demo structure:

  • Discovery recap (what we learned about your needs)
  • Solution narrative (how we solve your problem)
  • Live demo (your specific use case)
  • Next steps (trial, proposal)

Practice:

  • Give 5 practice demos to team members
  • Get feedback on each
  • Iterate and improve

Homework: Record yourself giving demo, watch and critique

Day 16-17: Objection Handling

Common objections:

  • "Too expensive"
  • "Not the right time"
  • "Already using Competitor X"
  • "Need to think about it"

For each objection:

  • Don't say (wrong response)
  • Do say (right response)
  • Proof point to show

Practice:

  • Role-play objection handling
  • Manager throws curveballs
  • Practice staying calm and using framework

Homework: Memorize top 10 objections and responses

Day 18-20: Proposal and Closing

Proposal creation:

  • Use standard template
  • Customize executive summary
  • Include pricing and ROI
  • Clear next steps

Closing techniques:

  • Trial close ("If we can solve X, would you move forward?")
  • Assumptive close ("Let's get implementation started")
  • Alternative close ("Would you prefer monthly or annual?")

Contract negotiation:

  • What you can negotiate (discounts <15%, payment terms)
  • What requires approval (>15% discount, custom terms)
  • How to escalate

Week 3-4 Certification

Friday Week 4: Sales Process Certification

  • Complete sales process quiz (80% pass)
  • Role-play full sales cycle (discovery → demo → close)
  • Handle 5 objections live
  • Must pass to move to Week 5

Week 5-6: Practice and Certification

Goal: Practice in safe environment before going live

Day 21-25: Call Shadowing

Shadow 20+ calls:

  • 5 discovery calls
  • 5 demos
  • 5 proposal presentations
  • 5 closing calls

For each call:

  • Take notes
  • Observe what works
  • Ask questions after
  • Debrief with rep

Day 26-30: Reverse Shadowing

Manager shadows YOUR calls:

  • Practice discovery calls (with manager playing prospect)
  • Practice demos
  • Practice objection handling

Feedback after each call:

  • What went well
  • What to improve
  • Specific corrections

Goal: 10 practice calls with passing feedback

Week 5-6 Certification

Final Certification (End of Week 6):

Part 1: Product Demo (30 min)

  • Give full product demo
  • Handle 5 objections
  • Close for next step

Part 2: Discovery Call (30 min)

  • Manager plays prospect
  • Conduct discovery using methodology
  • Qualify properly (BANT)
  • Set up demo

Part 3: Written Test

  • Product knowledge
  • Sales process
  • Competitive positioning

Pass: 85%+ on all three parts

If pass: Move to live deals (Week 7)

If fail: Additional week of practice, re-test

Week 7-8: Live Deals with Coaching

Goal: Close first deal

Week 7: First Live Opportunities

Assigned deals:

  • 5-10 qualified opportunities (from SDR team)
  • Manager co-sells on first 3 deals
  • Solo on remaining deals (manager observes)

Daily check-ins:

  • What deals advanced?
  • What's blocking progress?
  • What help is needed?

Week 8: Closing Sprint

Goal: Close first deal by Day 60

Manager support:

  • Daily coaching
  • Help with proposals
  • Assist with objections
  • Co-close if needed

Milestone: First Closed Deal

When new rep closes first deal:

  • Celebrate publicly (team meeting, Slack)
  • Bonus payout ($500-$1,000)
  • Full autonomy granted

The Sales Onboarding Curriculum

Create structured curriculum:


SALES ONBOARDING CURRICULUM

Week 1-2: Foundation

  • ☐ Day 1: Company overview and market
  • ☐ Day 2-3: Product deep-dive
  • ☐ Day 4-5: Customer interviews and case studies
  • ☐ Certification: Product quiz (80%) + Demo (pass)

Week 3-4: Sales Process

  • ☐ Day 11-12: Sales stages and qualification
  • ☐ Day 13: Discovery methodology
  • ☐ Day 14-15: Demo delivery
  • ☐ Day 16-17: Objection handling
  • ☐ Day 18-20: Proposal and closing
  • ☐ Certification: Sales process quiz + Role-play (85%)

Week 5-6: Practice

  • ☐ Day 21-25: Shadow 20+ calls
  • ☐ Day 26-30: Reverse shadowing (10 practice calls)
  • ☐ Final Certification: Demo + Discovery + Written test (85%)

Week 7-8: Live Deals

  • ☐ Week 7: 5-10 live opps (manager co-sells)
  • ☐ Week 8: Close first deal (by Day 60)

Graduation: First closed deal + all certifications passed


Every new rep follows this curriculum.

The Onboarding Playbook

PMM creates comprehensive playbook:

Section 1: Product Knowledge

  • Product overview deck
  • Feature documentation
  • Demo script
  • FAQ

Section 2: Customer Stories

  • Case studies (10+)
  • Customer quotes
  • Use case library
  • ROI examples

Section 3: Sales Process

  • Sales stages guide
  • Discovery script
  • Demo script
  • Objection handling guide
  • Proposal template

Section 4: Competitive Intel

  • Competitor battlecards (5-10)
  • Competitive positioning
  • Win/loss analysis

Section 5: Resources

  • CRM guide
  • Sales tools (demo env, ROI calc, etc.)
  • Internal contacts (who to ask for help)

Give to every new rep Day 1.

Measuring Onboarding Effectiveness

Track for each new rep:

Time to first deal:

  • Days from hire to first closed-won
  • Target: 60 days
  • Industry average: 120-180 days

Ramp to quota:

  • Months to achieve 100% of quota
  • Target: 3-4 months
  • Industry average: 6-9 months

Certification completion:

  • % who pass each certification
  • Days to complete onboarding
  • Target: 95% pass in 6 weeks

Performance after onboarding:

  • Win rate (onboarded reps vs. tenured)
  • Average deal size
  • Sales cycle length

Example results:

Metric Before Program After Program Improvement
Time to first deal 150 days 55 days 63% faster
Ramp to quota 7 months 3.5 months 50% faster
Certification pass 60% 92% +32%
Win rate (Month 3) 18% 28% +10%

ROI of onboarding program:

Investment: $50K (PMM time to build + ongoing)

Value:

  • Faster ramp = $200K additional revenue per rep (95 days earlier contribution)
  • 5 new reps per year
  • Total value: $1M/year

ROI: 20x

Common Onboarding Mistakes

Mistake 1: No structure

New reps shadow calls for 3 months, no curriculum

Problem: Slow ramp, inconsistent training

Fix: Structured 6-week curriculum

Mistake 2: Product-only training

You teach product but not how to sell

Problem: Reps know product but can't close

Fix: 50% product, 50% sales methodology

Mistake 3: No certification

You train but don't test comprehension

Problem: Reps advance without mastery

Fix: Certification at each stage (80-85% pass rate)

Mistake 4: Sink or swim

After training, reps are on their own

Problem: Struggle, slow to first deal

Fix: Week 7-8 manager co-selling and coaching

Mistake 5: Not tracking metrics

You don't measure time to first deal

Problem: Can't optimize onboarding

Fix: Track time to first deal, ramp to quota, win rate

Quick Start: Build Sales Onboarding in 1 Month

Week 1: Design Curriculum

  • Define 6-week structure (Week 1-2: Foundation, Week 3-4: Sales Process, Week 5-6: Practice)
  • Create certification requirements
  • Set milestones (first deal by Day 60)

Week 2: Create Materials

  • Product knowledge quiz
  • Demo script
  • Discovery script
  • Objection handling guide
  • Sales process documentation

Week 3: Build Playbook

  • Compile all materials into onboarding playbook
  • Create checklist for each week
  • Add resources and contacts

Week 4: Pilot and Iterate

  • Run first cohort through program
  • Gather feedback
  • Iterate materials

Deliverable: 6-week sales onboarding program with curriculum, materials, and certifications

Impact: 50%+ reduction in ramp time (from 120+ days to 60 days)

The Uncomfortable Truth

Here's what actually happens at most companies: They don't have structured sales onboarding. New reps learn by osmosis, shadowing calls for months with no structured curriculum. They read docs on their own with no guided learning path. They wing their first demos and discovery calls without certification or practice. And they take six months or more to close their first deal while burning through leads and losing confidence.

The result is predictable. Slow ramp times that kill ROI on new hires. Inconsistent performance across the team because everyone learned differently. High early attrition as reps get frustrated and quit before they become productive. And a sales organization that can't scale because onboarding is so inefficient.

What actually works is completely different. A structured 6-week curriculum that moves systematically from foundation through sales process to practice to live selling. Certifications at each stage with 80-85% pass rates required to advance, ensuring mastery before moving forward. Manager coaching where experienced reps co-sell the first few deals instead of throwing new hires into the deep end. A clear milestone of first deal by Day 60 that creates urgency and momentum. And tracked metrics on time to first deal and ramp to quota so you can optimize the program.

The best onboarding programs I've seen have a structured 6-week curriculum, not six months of aimless shadowing. They split time 50-50 between product knowledge and sales methodology because both matter. They require certifications to pass each stage, not optional quizzes. They assign managers to co-sell in weeks 7-8, providing real-time coaching in live deals. They get reps to first deal in 60 days versus the 120-180 day industry average. And they measure rigorously, tracking time to productivity so they can continuously improve.

If your new reps take more than 90 days to close their first deal, you don't have an onboarding program—you have an expensive, unstructured mess. New hires cost real money in salary, benefits, and opportunity cost of leads they burn through while learning.

Build a real curriculum. Certify mastery at each stage. Coach them through their first deals. Get them productive fast. That's how you build a sales organization that scales.