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How the best do it

What does a genuinely elite onboarding and ramp program look like, and what does it buy you?

It looks like a school, not a buddy system. Cohorts rather than one-offs, a written curriculum split into market, product, process and tools, certification gates a rep has to pass before they touch a live account, and daily drilling where they pitch to peers and get scored. The best programs treat practice as more important than the live calls, because a rep who is learning on your prospects is burning them. What it buys is measurable: reps without structured onboarding take 25 to 40 percent longer to their first deal, and given a median tenure around two years, every month of ramp you cut is a month of productive selling you get back.

Go deeper

5 resources, 5 link-checked.

📖 Book
✓ Link checked Free Intermediate

A concrete onboarding curriculum you can copy: cohorts, drilling, peer sparring and shadowing, with the argument that practice matters more than the live calls. Exactly what a first ramp plan should contain.

Founding Sales, Chapter 12: High-Impact Sales Onboarding and Training

From Founding Sales by Peter Kazanjy 30 min read

  • Sales management's traditional expectation is losing 30 to 50 percent of each hiring class within six months.
  • Run a one to two week boot camp, preceded by about ten hours of pre-work spread over two weeks.
  • Onboard in cohorts: it takes about the same effort to onboard four reps as one.
  • The real cost of a slow ramp is opportunity cost, 50K to 200K a month of revenue not being sold.
Open foundingsales.com
📄 Article
✓ Link checked Free Intermediate

Roberge's hiring formula in short form: the five traits that actually correlated with performance at HubSpot, and the finding that classic closing and aggressiveness correlated negatively. Read this before you read the book.

A 12-minute summary of The Sales Acceleration Formula by Mark Roberge

From Freshworks 12 min read

  • Roberge added 450 sales and support people, 10,000+ customers in 60 countries, and 100M in revenue over 7 years.
  • His central claim: world-class sales hiring is the biggest single driver of sales success.
  • Coach one skill per rep per month rather than trying to fix everything at once.
  • To fight churn, pay half the commission at the sale and half after the customer stays four months.
Open freshworks.com
📄 Article
✓ Link checked Free Intermediate

Stripe's Chief Business Officer on building a written sales operating model (leads, conversion, deal size, win rate, cycle) so you can diagnose whether a miss is the rep or the model. The missing step in most handoffs.

How to train and measure your startup's early sales hires

From SignalFire by Sadasia McCutchen with Jeanne DeWitt Grosser 14 min read

  • Building a working outbound capability takes a minimum of two years, and the median SaaS startup needs 33 months to reach 1M ARR.
  • A rep averages about 4.4 real customer conversations a day, so plan pipeline math off that.
  • Stripe paid early sellers higher equity with lower bonus and OTE, against a shared team quota.
  • The bar for product depth: a PM or engineer should need 10 minutes to notice the person is not on the product team.
  • Early sales hires are part revenue and part R&D, so treat them as a product insight channel.
Open signalfire.com

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The same ground, at another level

How hiring and ramping gtm people reads from a different seat.

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The same ground, over in Co-founders, team & legal, our Starting Up track.

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