You don't need to learn syntax. Ask the way you'd ask a colleague, then refine in natural language: "just the Sales team", "skip the group breakdown", "sort by who's furthest behind."
Use whatever words you normally use. If you call them courses rather than guides, say courses.
Compliance and overdue training
"Who's still outstanding on the data protection training we rolled out in March?"
"Pull me a completion summary for the Sales onboarding path."
"How many people have finished the security awareness course, and how many haven't started it?"
"Who was assigned training last week?"
"Whose certifications expire in the next 30 days?"
"Is anyone's forklift certification about to expire?"
One thing that catches people out: questions about training rolled out a while ago need a time range wide enough to cover when it was actually assigned. Say "since we launched it in March" rather than "this month" — too narrow a window can come back empty and look like everyone's compliant.
Checking on one person
"What has David still got outstanding?"
"Is Sarah up to date on her compliance training?"
"Which step is Ria stuck on in onboarding?"
"How far through the manager programme is he?"
"Show me Tom's full training record before his review tomorrow."
"What am I assigned?"
For managers
"Who's on my team?"
"Who on my team hasn't finished the new pricing training?"
"How many people report to me, and what's outstanding for each?"
Finding and auditing content
"What courses do we have on data protection?"
"Is the new manager onboarding course published yet, and who wrote it?"
"What's actually inside the security awareness course? Walk me through the steps."
"How many guides are in the Sales folder?"
"What SCORM courses do we have loaded?"
"Is there anything on fire safety, and how long does it take?"
"What have we imported from Go1?"
"What learning paths do we run, and is there one for leadership?"
People and groups
"Find Priya's email address."
"Who joined in the last 60 days, and what were they assigned?"
"List our managers."
"Who's in the Sales Enablement group?"
"How many people are in the onboarding cohort?"
"How many people do we have on the system?"
Live and instructor-led training
"What live training is coming up in the next two weeks?"
"Who's registered for Thursday's onboarding session?"
"How many people are registered, and how many are waitlisted?"
"Who didn't turn up to last month's compliance workshop?"
"Is the leadership kickoff open to everyone, or restricted to certain groups?"
"Is registration still open for the sales bootcamp?"
Housekeeping
"What webhooks do we have configured, and where do they point?"
"Are there any API keys that haven't been used in six months?"
"Who created this integration key?"
The ones that make it worth it
The prompts above ask Learn:Up one question. These ask across everything else your assistant is connected to — your documents, your messaging, your ticketing system. Adapt them to whatever you actually have connected.
"Our pricing page changed last quarter. Look at the pricing doc and tell me which of our courses now contradict it."
"We shipped a new billing flow last week. Find any training that describes the old one, and draft me a message to the enablement team listing what needs updating."
"Compare our new starter list in HR against who's actually been enrolled in onboarding, and tell me who's been missed."
"Take the overdue list for compliance and draft individual reminder emails — friendly, not stern."
"Cross-check Thursday's session roster against the team's calendars and tell me who has a clash."
You're not asking Learn:Up to integrate with those systems. Your assistant is already connected to both, so it can work across them.
What it won't do
This release reads your Learn:Up data — it doesn't change anything. It won't create or edit content, assign training, register someone for an event, send reminders, grade a submission or move a due date. Create, update and edit are coming in a later release.
Three things it also can't answer yet, and it will tell you rather than guess:
Challenges across the whole organisation — "who still needs to do the pitch challenge?" You can see a challenge for one person at a time.
Certification history — it shows what's about to expire, not what someone has earned or what's already lapsed.
Event attendance organisation-wide — attendance lives on each session, so "who attended what this year" means looking session by session.
Getting better answers
Be specific about time. "Since March" beats "recently."
Refine, don't restart. Follow up with "just Sales" rather than rewriting the whole question.
Ask for the shape you want. "As a table", "just names and emails", "sorted by due date."
Short names are ambiguous. Searching "Ben" also finds Bentley and Benson — say which one you mean.
If it doesn't reach for Learn:Up, name it: "using Learn:Up, ..."
Found a prompt that works well? Tell your Customer Success Manager — we're collecting them.