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1
Provision access and set role boundaries before day one
The worst onboarding day begins with a rep sitting at a laptop watching the admin create their account. Have everything ready the Friday before they start. Provision the CRM user, assign the correct role, attach the right permission set, map them to their territory, assign a quota, and plug them into the forecast hierarchy. Decide what records they can see on day one and what unlocks after week two. New reps rarely need visibility into every account in the system; a scoped view protects data hygiene while they learn. Create their email signature, their calendar availability, their meeting-booking link, and their phone extension in parallel. If your CRM integrates with messaging, add them to the right channels. The goal is that when they log in Monday morning, nothing is missing, nothing is broken, and the system looks like it was built for them.
- Create the CRM user, assign role and permission set, and verify they can log in
- Attach the rep to their assigned territory and sales team, and set the manager relationship for forecast rollups
- Load their quota, ramp period, and any temporary coverage targets into the forecast surface
- Provision adjacent tooling (email, calendar, dialer, messaging) and verify every integration surfaces inside the CRM
- Prepare a scoped view of accounts, contacts, and leads so they open to real work, not a blank screen
Tip: If a new rep spends their first morning filing IT tickets, you lose a day of ramp and signal that the CRM is a secondary tool.
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2
Day one: walk the system, not the slide deck
Resist the urge to open onboarding with a two-hour slide deck. Open with a walkthrough of the live CRM, logged in as the new rep. Show them the home screen, their pipeline view, their task list, their inbox, and the search bar. Explain the three jobs the CRM does for them: it remembers context, it enforces process, and it feeds the forecast. Everything else is detail. Then take them through a single real account owned by their mentor, from first touch through closed-won, so they see the full lifecycle before they memorize any field. End the day by having them log a single call themselves with the mentor watching. One real action beats three hours of theory. The point of day one is not mastery; it is removing the fear of touching the system.
- Live walkthrough of the home dashboard, pipeline view, task list, and global search
- Framework talk: the three jobs the CRM does (memory, enforcement, forecast)
- Case study walkthrough: one real closed-won account from first touch to signature
- Hands-on moment: new rep logs a single activity on a sandbox account with the mentor observing
Tip: A new rep who logs one real activity on day one is three times more likely to be in-system by week two than one who only watched demos.
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3
Day two to three: baseline training on the sales process
With the CRM mechanics introduced, spend days two and three teaching the sales process the CRM is built to enforce. Walk through each pipeline stage and the exit criteria that gate it. Show them which fields are required at creation, which fire at stage advancement, and which must be set before closed-lost. Explain the next-step discipline you expect, the activity logging cadence, and the way your team uses tasks versus follow-ups. Then do the same for leads, contacts, and accounts, with emphasis on where each object lives, how they relate, and when to create a new one versus attach to an existing record. Avoid dumping every edge case at once. Teach the ninety-percent path first and promise them a reference guide for the rest. Reps retain the main road; they look up detours when they hit one.
- Stage-by-stage walkthrough of the pipeline with exit criteria for each gate
- Required field review for opportunities, leads, contacts, and accounts
- Activity logging standard: what counts as a call, email, meeting, and note, and how often
- Object relationship tour: when to create a new account vs attach to an existing one
- Hand them a one-page reference card they can keep open on a second monitor for the first month
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4
Day three to four: hands-on practice in the sandbox
Theory ends on day three. Hand the new rep a sandbox environment seeded with twenty-five realistic opportunities, fifty leads, and a hundred contacts. Give them a scripted set of exercises: create a lead, convert it to a contact and account, open an opportunity, advance it through each stage with the correct fields, log activities, book a meeting, send a sequence, and close the deal. Then do the same for a loss, with a loss reason captured correctly. The exercises should mimic the exact motions they will perform in live records next week. The mentor sits beside them for the first few, then lets them work alone and reviews the output at the end of each block. Mistakes in the sandbox are free; mistakes in live data cost weeks of cleanup. Push them to make the mistakes here.
- Script a twelve-exercise sandbox pack covering lead-to-close and lead-to-loss motions
- Mentor pairs on the first three exercises; rep flies solo on the rest
- End-of-day review: mentor opens each exercise and comments on data quality, not just completion
- Flag any exercise the rep cannot complete without help; those become the week-two reinforcement topics
Tip: The sandbox exercises should be boring. If they are exciting, you are teaching edge cases before the rep has mastered the main road.
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5
Day five: shadowing and the first live account access
By Friday of week one, the new rep should have the mechanical motions down. Spend the morning shadowing their mentor on three live calls: a discovery call, a mid-stage working session, and a closed-won handoff. The rep sits in, listens, and takes notes directly in the CRM against the mentor-owned opportunities. This serves two purposes: it exposes them to real conversation patterns, and it reinforces that notes belong in the CRM, not in a side document. In the afternoon, promote them from sandbox to live access on a small, scoped book: three to five accounts that are low-stakes or inactive, where they can own the record without endangering a real deal. Give them a specific task on each account before the weekend. They should log into the system Monday morning with real work waiting for them, not another training session.
- Shadow three live calls across different stages, with notes taken directly in the CRM
- Grant live access to three to five scoped accounts with low near-term stakes
- Assign one concrete task per account for Monday morning
- Debrief at end of day: what did the rep see on live calls that was different from the training material
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6
Week two Monday: first live activity and the daily rhythm
The second week is where ramp either accelerates or stalls. Set the daily rhythm on Monday. The rep works their scoped book, logs every activity before end of day, and reviews their pipeline with the mentor for fifteen minutes before leaving. Introduce the morning standup if your team has one, and the end-of-day pipeline hygiene check. The pattern you install this week is the pattern they will keep for a year. Make it tight. Do not let a Monday pass without them logging at least five activities and advancing at least one record. If they resist the activity logging standard here, they will resist it forever. Managers who intervene on activity discipline during week two cut long-run data debt by more than half.
- Morning standup attendance and pipeline check-in with the mentor
- Minimum activity floor for week two: five logged touches per day, every day
- End-of-day hygiene review: no required fields blank, no next step older than three days
- Weekly forecast submission on Friday, even if the pipeline is thin, so the rhythm becomes muscle memory
Tip: A rep who logs activities only on Friday is a rep who makes up Friday activities. The daily rhythm is non-negotiable.
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7
Week two midweek: expand the book and introduce the forecast cadence
By midweek, the new rep should have logged thirty to fifty activities and moved at least two records through a stage. Expand their book by another ten to fifteen accounts, this time including a few with active opportunities. Introduce them to the weekly forecast cadence: how your team calls the number, what evidence managers expect, and how the forecast rolls up through the hierarchy. Walk them through their own forecast submission, even if the pipeline is small, so they practice the mechanics on real stakes. This is also the moment to introduce reporting: show them their rep dashboard, the metrics they will be measured on, and the leaderboard if your team runs one. Transparency about measurement reduces anxiety and raises engagement. Reps who understand what good looks like close the gap faster than reps who guess.
- Expand the book by ten to fifteen accounts, including two or three with active opportunities
- Walk through the weekly forecast call: structure, evidence standard, and the role of the rep
- Introduce the rep dashboard, the three metrics they will be measured on, and the leaderboard
- Have them submit a practice forecast on Wednesday, with the mentor reviewing before the real submission Friday
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8
Week two Thursday: certification before full ownership
Before you hand a new rep their full book, require them to pass a short certification. Not a slide-deck quiz; a live demonstration. The certification covers four things: they can create and advance an opportunity with correct fields, they can run a clean discovery call with notes logged live, they can submit a forecast with evidence against each committed deal, and they can describe the exit criteria for each stage in their own words. Fifteen minutes with the mentor and the sales manager, pass or fail, no middle ground. A rep who cannot clear the certification does not get their full book on Monday; they get two more days of coaching and retest Wednesday of week three. This is not punitive. It is the single highest predictor of long-term CRM compliance. Reps who are allowed to limp into a full book never catch up.
- Live certification with four demonstrable skills, scored pass or fail
- Written feedback within twenty-four hours if the rep does not pass
- Clear retest path and timeline; no ambiguity about what full-book access unlocks
- Record the certification in the rep file so future managers see the baseline
Tip: Certification is less about gating and more about creating a shared definition of ready. Reps who certify remember the moment.
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9
Week two Friday: first full-book forecast and mentor handoff
On Friday of week two, the new rep submits their first forecast on their full book. The mentor sits beside them for the submission, challenges each committed deal with the same questions a manager would ask in a real forecast call, and either agrees with the call or asks the rep to revise. Then the mentor formally hands off. From Monday of week three onward, the manager owns the one-on-ones and the mentor steps back to an on-call role. Do not skip the formal handoff moment. Reps who feel the mentorship ended without ceremony tend to drift. A short written handoff document, co-signed by the rep, mentor, and manager, that lists what the rep now owns, where they are strong, and where they still need reps logs the state for the next quarter of coaching. Store it in the CRM against the rep user record so it is retrievable later.
- Full-book forecast submission with the mentor present and challenging
- Written handoff document covering ownership, strengths, and development areas
- Formal transition meeting with rep, mentor, and manager; mentor steps back to on-call status
- Schedule the first manager-only one-on-one for the following Monday
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10
Beyond week two: install the reinforcement cadence
Ramp does not end at day ten. The first ninety days decide whether what you installed in week two becomes habit or decays. Keep the mentor on standby for one scheduled check-in per week through day forty-five. Have the manager audit the new rep CRM hygiene once a week for the first month: are activities logged daily, is the next-step field never older than seven days, are required fields clean, are stage advancements supported by evidence. Catch drift early. A rep who skips activity logging in week four almost always skipped it in week two and nobody flagged it. Measure new-rep ramp in two signals: time to first logged activity on a live opportunity (should be inside day six) and time to first forecasted deal that actually closes (should be inside day sixty). Teams that track these two numbers find the levers that compress ramp from quarters to weeks.
- Weekly mentor check-ins through day forty-five, then as needed
- Weekly manager hygiene audit for the first month: activities, next steps, required fields, stage evidence
- Track two ramp metrics: days-to-first-live-activity and days-to-first-closed-deal
- Rerun this onboarding plan every time you hire; update it quarterly based on what reps actually struggle with
Tip: Onboarding plans decay. If your plan has not been updated in six months, assume reps are learning from a map of a territory that no longer exists.