Roadmap: The First Year

Built around Meridian Intelligence, the hypothetical company on the Case page. The plan, milestones, and targets below are my own designs for this case, not results from a real engagement, and all numbers are illustrative. Sources are at the bottom of this page and on the Sources page.

In brief: the first year runs in five steps: listen, diagnose and agree a charter, ship a first visible result by day 90, build out in priority order, then prove it with data. Every initiative is defined by the outcome it should produce, with milestones along the way, and the year closes with a report built on evidence, not a list of what got built. Short on time? Read the milestone table, the year at a glance, and the “not yet” list.

How this answers the Case

  • 1. Slow ramp: onboarding plan ready by day 90, first cohort measured through month 6. First visible result: the first cohort passes the day-60 gate, and ramp is compared with baseline, with full-quota proof arriving as the cohort reaches month six.

  • 2. Inconsistent discovery: standard and scorecard agreed by day 90, running by month 4. First visible result: the first baseline of the share of reviewed calls meeting the standard.

  • 3. No CS health signal: health-score definition by day 90, all accounts scored by month 6. First visible result: the share of accounts health-scored, then the first early-flag rate by month 12.

  • 4. Messaging drift: named owner and approved messaging by day 90, launch readiness used by month 6. First visible result: the first drift check, 30 days after a launch that went through the process.

Outcomes, not activities

A roadmap that lists activities, such as build a course or run a workshop, can be fully completed without anything changing. This one is built from outcomes. The five defining objectives from the Collaboration page become the year’s magnets: the strategic initiatives that pull the work forward. Each has milestones nested under it, so progress is visible long before the final result.

Milestones for each defining objective (tap to open)
Magnet (defining objective)By day 90By month 6By month 12
AE ramp shortens from nine months toward six
  • Baseline ramp dates recorded
  • Onboarding plan ready for the first cohort
First cohort through the day-60 gate, with results compared to baselineRamp time reported against baseline for the first cohort that has completed six months
Every discovery call meets one standard
  • Standard and scorecard agreed with Sales, CS, and RevOps
  • Managers calibrated on sample calls
  • All of the above in place before the first cohort reaches week 7 of onboarding
  • Weekly call review running (from month 4, or from week 7 for any new hire who starts earlier)
  • First cohort's live discovery calls reviewed against the standard
  • First baseline of the share of reviewed calls meeting the standard
Share meeting the standard rising, with the spread across reps narrowing
Every account has a health score and a renewal checkHealth-score definition agreed with the CS leader
  • All accounts scored
  • Renewal checkpoints running
Early-flag rate reported, with checkpoints met on schedule
One approved set of messaging is used in live callsNamed owner and one approved set in place
  • Launch-readiness process used on at least one launch
  • First drift check done
Messaging consistency on reviewed calls trending up, with a drift check after every launch
Every handoff records what the customer was promisedHandoff brief designed with Sales and CSBrief used on every new dealCompletion rate and days from signature to kickoff reported

Targets and baselines for each row are on the Metrics page.

The year at a glance

  • Listen (days 0 to 30): understand stakeholders, the work, and the data. Ends with what was heard, what the data shows, and who needs what.

  • Diagnose and charter (days 31 to 45): find the real problem and agree the direction. Ends with a signed-off charter, working agreements with the leaders who co-own the first program, and agreed definitions.

  • Begin implementation (days 46 to 90): ship the highest-leverage work, plus a quick win. Ends with a first visible result and the first real numbers.

  • Build out (months 4 to 9): cover the lifecycle in priority order. Ends with cohorts and programs measured against baseline.

  • Prove and report (months 10 to 12): show what moved and what didn’t. Ends with a year-end report and a plan for year two.

Design choice: messaging and discovery first, not what’s easiest. The first program sits at the front of the lifecycle and touches every rep. The alternative was starting wherever the quickest win was. Quick wins matter under quota pressure, so one is still scheduled by day 90, but the order follows how a customer moves through the lifecycle. It would change if the diagnosis in days 31 to 45 points to a different root problem. The charter is built to let evidence override my starting hypothesis.

What one person can carry: the “not yet” list

Enablement at Meridian is a team of one, so partners carry real work: managers coach, Product Marketing owns messaging, and RevOps owns definitions. Strategy means choosing what not to do, and this list is the written version of those “no” decisions.

  • A full learning management system: the budget covers one tool, and spreadsheets and existing tools can serve the first cohorts. Revisit after year one shows where manual delivery breaks.

  • Custom dashboards: RevOps has no capacity, and definitions have to stabilize first. Revisit once definitions have held for a few quarters.

  • Buyer-side demo and engagement tools: they would need a second tool, and no Case problem depends on them. Revisit in year two.

  • Pipeline automation: the RevOps data work has to come first. Revisit in year two.

  • A separate SDR program beyond onboarding: there are three SDRs, and the SDR column in the onboarding plan covers the basics. Revisit in year two.

More detail

What the plan asks of people’s time

The plan is only realistic if it fits the time people have. These are my estimates, all illustrative, based on the cadences on the Coaching, Onboarding, and Collaboration pages.

What the plan asks of each group's time (tap to open)
WhoWhat the plan asksEstimated timeWhat the Case saysHow the plan stays inside it
Enablement (the first hire)Everything on this pageOne person, full timeNo enablement headcount todayOne program at a time, a charter before any work, small pilots, and a "not yet" list for everything else
Sales manager (SDRs and AEs)Weekly call review and coaching for new people, every two weeks for certified ones, a monthly longer session, gate reviews, and monthly calibrationAbout 3.5 hours a week steady, about 4 to 4.5 with two people in onboardingCarries some deals while leading the teamOne call and no more than three competencies per review, a peer mentor for day-to-day questions, and a cadence that drops to every two weeks after certification
CS manager (CSMs and account managers)The same coaching cadence, plus kickoff and business-review reviews at the gatesAbout 2.5 to 3 hours a weekCarries some accounts while leading the teamSmaller team, so a lighter load, and the player-coach signal flags when sessions are being skipped
Peer mentorsDay-to-day questions from one new hire for the first 60 daysAbout 1 hour a week per new hireReps have limited training timeOne mentor per new hire, and the role ends at day 60
Heads of Sales and CSA weekly check-in with enablement, a working agreement each, and a quarterly reviewAbout 30 to 60 minutes a week, plus about 2 hours a quarterQuota pressure is highShort, outcome-focused updates, with no surprises and no new meetings beyond the weekly check-in
RevOps analystAgreeing definitions, supplying stage data, and a monthly data checkAbout 4 hours in the first 90 days, then about 1 hour a monthNo capacity for custom reportingNo custom reports: spreadsheets and CRM exports first, and dashboards only once definitions have held
Product marketing (2)Owning the approved messaging, and a quarterly messaging sessionAbout 2 to 3 hours a week while messaging is built, then about 2 hours a quarterTwo product marketersEnablement facilitates the work and turns the result into training, and the heavy lift is limited to one build
People Ops and ITThe orientation handoff, the hiring pipeline, and tool access for each new hireA few hours per new hire, and about 1 hour a month for Pulse resultsNot part of GTMNamed owners in the RACI, and tool access tested before day 1
Analyst teamOne session per cohort on how customers use the expert teamAbout 1 hour per cohortOutside the GTM teamOne session a cohort, run in week 2
Direct manager and executive sponsor (the CRO)A short weekly written bulletin, a live check-in, the 30, 60, and 90 day objectives, and the quarterly reviewAbout 15 minutes a week to read, about 30 minutes a week for the check-in (every two weeks after day 90), plus about 1 hour a quarterAbove the GTM team, and enablement reports to themOne page, with the asks stated up front
Reps and CSMs already in roleCoaching, the quarterly messaging session, and call recordingUnder 1 hour a week on averageLimited training time, and skeptical of "another process"Sessions short and tied to live work, with pilots before rollouts

Builds on: Collaboration (stakeholders and the charter), Metrics (baselines and targets), and Training (the diagnosis of knowledge, ability, desire, or reinforcement).

Feeds into: Real Work (the 90-day plan in short) and the year-end report.

Real work behind this page: Trial Framework charter (real, adapted), the model for the program charter in days 31 to 45. The Adoption Loop (designed), the method for piloting and rolling out a change. Details on Real Work.

Sources for this page: PMA Enablement Stakeholder Management (the Strategy Report and reporting cadences); The Growth Leader (magnets and milestones); a Sales Enablement Collective article on the first 30-60-90 days; Kotter, ADKAR, and Bridges (the Adoption Loop). Used through summaries only: Playing to Win, Obviously Awesome, and the Kotter and Bridges models. Full list on Sources.