30-Day Manager Training Rollout Checklist
- Steve Hill
- Sep 16
- 9 min read
Here’s a refreshed introduction you can drop in ahead of Week 0. It makes it crystal clear we’re talking about an online content rollout and gives it more pace and energy.
Rolling out online manager content should feel like switching on a service, not launching a project. You are not sending people off site. You are putting short, practical courses in the hands of every manager so they can use them alongside the day job this week. The platform is already there. The content drops straight into your LMS. The goal is not portal tours or long completions. The goal is better conversations, clearer goals and cleaner decisions showing up in real work.

The first month is where momentum lives. Get it right and managers find what they need, try a tool in a live situation and see a small win in days. Get it wrong and you end up with access queues, licence spreadsheets and a lot of noise about “awareness.” No one signs up for that.
Think of this as an online rollout with three moves. Make access universal on day one so every manager can get in without a nomination ritual. Point everyone at a small set of essentials that actually move the numbers leaders care about. Then show the movement in plain English so executives can see it and back it.
What makes online content land fast is not a big campaign. It is a few sharp choices.
Keep the courses short and task led so managers can learn at the moment of need and try it in the same hour.
Put everything in one simple hub in your LMS so no one gets lost after two clicks.
Use light artefacts that prove the behaviour happened. A one sentence goal. A tidy one to one note. A decision with an owner and a date.
Track signals leaders recognise. One to ones held. Decisions made in the room. Right first time on recurring work. A quick pulse on expectations.
When you lower the friction, managers will dip in for exactly what they need. A tricky one to one this afternoon. A meeting that keeps drifting. A goal that refuses to read clearly. They take the five minute course, use the task, and move on. That is the rhythm you want in month one.
This checklist builds that rhythm in four weeks without drama. It sets a clear start, gives managers a clean path, and shows evidence that looks like work rather than theatre. Use it to turn your online content from “something we bought” into “how we manage.”
Week 0: Pre-flight (do this before you announce anything)
Objective: Make day one boring in the best possible way.
Checklist
Access, not seats. Confirm every manager in your legal entity will have access on day one. Avoid per-seat rationing that creates classes of “haves and have-nots.” If you’re stuck with a cap, escalate early and state the business risk: slower adoption, avoidable people issues.
Define the month’s outcomes. Agree three practical habits you want to see across managers in 30 days. Keep them universal and visible. Recommended set:
A weekly one to one for every direct report
One-sentence goals for live work
Feedback in the same week the work happened
Pick the measures. Choose four signals to gauge movement:
Percentage of managers who held a one to one this week
Meeting decision rate (meetings that end with a decision, owner and date)
Right first time on three recurring outputs in your world
A pulse on “I know what’s expected of me this week”
Create the artefacts managers will actually use. Don’t promise tools you haven’t built. Prepare these three simple assets:
One-sentence goal card: “Outcome + evidence + date.”
One to one note: three prompts, one page: Goal. Blockers. Next step.
Decision log: a shared note that captures decision, owner, due date.
Line up your champions. Recruit a dozen credible managers across different functions. Ask them to use the artefacts in week one and share a short example. They’re your first proof points.
Baseline the now. Get a rough read before launch:
What % of managers run weekly one to ones today
How often meetings end with decisions
Where right-first-time misses bite most
This doesn’t need a data lake. A quick sample and honest notes will do.
Week 1: Switch on access and set expectations
Objective: Everyone in. Everyone knows the plan. First wins inside five days.
Checklist
Announce simply. Send a one-page launch note. Keep it short and useful.
Subject: Managers: your 30-day plan starts today
Body:
Access: you’re in. No forms.
Focus: weekly one to ones, one-sentence goals, same-week feedback.
Use: pick one short course, try the task with your team this week.
Proof: we’ll share what moved in 30 days on one page.
Make it easy to find the essentials. Create one hub page with three tiles: One to ones. Goals. Feedback. Each tile opens a short course and the matching artefact. No maze. No 12-step navigation.
Deliver the “first hour” plan. Managers are busy. Give them exactly what to do to get moving:
Book your weekly one to ones for the next four weeks.
Pick one piece of live work and write its one-sentence goal.
Run one feedback moment within five days.
Run a 15-minute live kick-off. One slide. Show the artefacts. Model a one-sentence goal. Model the three questions for one to ones. Then stop. Offer three drop-in clinics this week.
Surface two quick wins by Friday. Ask champions to share artefacts that show “done, not discussed.” Post them with permission. Keep examples real and short.
Checks at the end of Week 1
% of managers who accessed the hub
% with one to ones booked for the month
Three published examples: a goal, a one to one note, a decision log entry
Week 2: Nudge use, remove small blockers
Objective: Turn intention into routine. Make the good path the easy path.
Checklist
Nudge with context, not spam. Mid-week reminder that links to value, not a portal. “Managers who used the one-sentence goal cut rework on X by Y this week. Template here. Five minutes max.”
Fix one annoying barrier. There will be friction. Maybe calendars are messy or shared notes are buried. Change one small thing and tell people you did. Small wins build trust.
Start a “decision-first” habit. Share this meeting opener and ask every manager to try it once: “The decision we need today is… Options A/B/C. If we decide A, X will deliver by Friday. Who owns it and what’s the date”
Run 10-minute clinics. Keep it light. “Bring a real goal, we’ll make it one sentence together.” Three slots per week at steady times.
Collect micro-stories. Ask for two lines from managers: “What we changed.” “What it unlocked.” Share one a day on your internal channel.
Checks at the end of Week 2
% of teams with at least one one to one completed
Meeting decision rate trend vs baseline
Pulse result for “I know what’s expected this week”
One blocker removed and announced
Week 3: Make good visible and consistent
Objective: Normalise the behaviour. Show what “good” looks like so it spreads.
Checklist
Publish three gold-standard examples. Anonymise if needed. Show exactly how a strong one-sentence goal reads. Show a tidy one to one note. Show a decision entry that unblocked work. Managers copy what they can see.
Ask execs to model the habits. Leaders go first in their next meeting: decision-first agenda, options, owner, date. Then they call it out. Culture moves when senior people do the thing.
Add peer support. Pair managers for a 20-minute swap. “Bring a goal and a sticky issue. We’ll refine one sentence and plan the next one to one.” Keep it voluntary but easy.
Check adoption by cohort. Look for pockets lagging behind. Target a friendly nudge: “What’s getting in the way Where can we help this week”
Retire one low-value report. Use the time saved for coaching. Say so in public. “We stopped X report this week and gave that hour back to managers.”
Checks at the end of Week 3
Coverage: % of managers who have used all three artefacts at least once
Consistency: are examples converging towards a common “house style”
Two exec-level examples shared
One internal time-waster cut
Week 4: Prove movement and set month two
Objective: Share a one-page story the board and execs will read, nod and back.
Checklist
Refresh the four numbers
One to ones held this week and trend since baseline
Meeting decision rate and trend
Right first time on your three chosen outputs
Pulse on expectations clarity
Keep the commentary to three lines. What moved. Where it moved. What helped. “One to ones up from 42 to 69 across managers. Decision rate up from 30 to 51. Right first time on client change orders 63 to 74. Biggest lift came where managers used one-sentence goals.”
Share artefacts as proof. One screenshot of a goal. One one-to-one note (sanitised). One decision log entry. Evidence beats adjectives.
Make one ask. Remove a blocker. End a duplicate process. Sponsor a consistent manager routine across teams. One decision, not a shopping list.
Publish the month two focus. Extend the same three habits and add a fourth if the system can carry it. Suggested additions:
Clear handovers when work crosses teams (who, what, evidence, date)
A mid-week “last look” check before delivery
Checks at the end of Week 4
One-page pack shared with execs and managers
Decision made on your one ask
Month two plan agreed and visible
The artefacts (copy, paste, use)
Keep these as single-page templates. The point is speed and shared understanding.
One-sentence goal
“By [date], [owner] will deliver [outcome], evidenced by [thing we can see or count].”
Examples:
“By Friday, Mia will publish the Q3 client update, evidenced by the version in the client portal and sign-off from Ops.”
“By Wednesday, Dan will reduce open tickets older than seven days to under ten, evidenced by the helpdesk dashboard.”
One to one note (ten minutes)
Goal: what are you moving this week
Blockers: what’s in the way
Next step: who, what, date
Decision log
Decision: the call we made
Owner: who is doing it
Date: when it lands
Evidence: how we’ll know it’s done
What to measure (and how to keep it honest)
You don’t need perfect data to get started. You do need a steady definition and a light touch.
One to ones: count calendar entries or ask managers to tick a box in a simple form. If it’s not on the calendar, it probably didn’t happen.
Decision rate: only count meetings with a captured decision, owner and date in the shared note. If it isn’t recorded, treat it as “no.”
Right first time: pick three recurring outputs that matter. Agree what “right” means once and don’t change it mid-month.
Pulse: one question, five-point scale. “I know what’s expected of me this week.”
Share your caveats up front. “Week one is directional. We’ll harden definitions over time.” That builds trust.
Common traps (and simple fixes)
Nomination theatre. If people need to apply to learn, you’ve created a queue. Open the gate. A company licence model helps here because you’re not rationing access.
Tool obsession. If the platform is the hero of your update, you’ve probably lost the room. Put the artefacts and behaviours in front. Platforms sit in the background.
Too many “priorities”. Three habits beat twelve. If you can’t say the month’s focus in one breath, you have too much.
Heavy comms. People skim. Use one-pagers and short posts. Replace “awareness campaigns” with real examples from the work.
Measuring what’s easy, not what matters. Time-in-portal is a comfort blanket, not proof. Count decisions, one to ones and right-first-time instead.
Variations by context
24/7 operations. Ten-minute one to ones at handover points. One-sentence goals on the shift board. Decision log at the team station.
Remote and hybrid. Use a single place for one-to-one notes and decision logs. Cameras on for the first minute of decision-first meetings so intent is clear, then let people work.
Project-heavy teams. Pair the one-sentence goal with a weekly risk call that opens with “what could knock this off course” and records a crisp decision.
Customer-facing. Add one extra artefact: “last look” checks before delivery. Fit to purpose. Fit to standard. Fit to date.
Your one-page pack (make it look like work)
End the month with a page the board and execs can scan in two minutes. Layout:
Top left: Adoption bar — % of managers using each artefact
Top right: Line — weekly one to ones, four data points
Bottom left: Table — right-first-time on three outputs, baseline vs week 4
Bottom right: Decision rate — baseline vs week 4
Footer: Three lines of commentary, one ask, three artefact screenshots
No slogans. No clip art. Real examples. Leaders trust what looks like the work they see.
FAQs
Can we add more content?
Yes, after you’ve nailed the core habits. Adding depth is smart once the floor is raised.
What if not all managers engage?
Don’t shame. Ask what’s in the way and fix one barrier a week. Share peer examples. Senior leaders modelling the habits speeds things up.
How do we keep this going?
Month two repeats the rhythm, adds one new habit and retires one low-value task. Keep the cadence, not the fanfare.




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