Skylar now sends the reminders so you don't have to chase your team's inbox

What changed

You can now schedule emails directly against a playbook’s timeline. Set one to go out a day before a live workshop, reminding people to finish their pre-read and their baseline role play. Set another to fire the moment a new module unlocks, so reps know the second they have something new to practice.

Each email is tied to the event or module it’s about, not typed into a calendar reminder you have to remember to send. Preview exactly what a learner will receive, test-send it to yourself, and schedule it. If plans change — say a group finishes everything early and doesn’t need the pre-workshop nudge — delete that one scheduled email without touching the rest.

If you’re running training across several teams, a single “manage all emails” view shows everything scheduled, everything already sent, and your saved templates, across every team, from one screen.

Why it matters

A playbook only works if people actually open it. Even a clear, well-sequenced journey gets missed when nobody’s told where to go or when.

The fix isn’t more explanation — it’s fewer decisions for the learner to make. One email, one link, one thing to click. The reasoning happens on your side, when you set up the sequence. On theirs, it’s just: click the link, do the thing.

That also frees up what training time is actually spent on. The hard part of coaching someone should be the practice and the feedback — not whether they remembered they had a role play due Tuesday.

Who benefits

Sales coaches and training companies. You’re often running training for five teams at once, each on a different schedule. One dashboard shows every scheduled and sent email across all of them, so you’re never guessing what’s already gone out.

Sales teams. Reminders arrive already pointed at the right link — no searching for where the workshop content lives or what was due before it.