Automated 15Five One to One Prep
Every morning, WebRun opens 15Five, finds the one to ones you have scheduled today, reads each person's most recent check-in and their open objectives, writes a short agenda per meeting into Google Sheets, and queues you a Twilio text with the first meeting's headline.
How do I prepare for my one to ones automatically each morning?
WebRun opens 15Five every morning, finds the one to ones you have scheduled today, and reads each person's latest check-in, talking points, and open objectives. It writes a short agenda per meeting into Google Sheets and queues you a Twilio text with the first one, so every conversation starts from what that person actually wrote.
- Every one to one starts from the person's own words
- Objectives that have not moved are flagged before the meeting
- Unfinished items carry forward from the last conversation
Built for people managers · team leads · HR business partners · startup founders
What does WebRun do on every run?
The exact actions WebRun takes, in order - in plain language, so you can adjust anything.
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WebRun signs in and gets to work
Opens
my.15five.comin a real browser with your saved login - no setup, no API keys. -
1
15Five - read check-ins and objectives
WebRun opens 15Five to read check-ins and objectives. - Open 15Five and list the one to ones scheduled with you today
- For each person, read their most recent check-in, the talking points they added, and any high fives they gave or received
- Read their open objectives and note which ones have not moved since the last meeting
Done when Every person you are meeting today has their latest check-in and objectives read.
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2
Google Sheets - build the meeting brief
WebRun opens Google Sheets to build the meeting brief. - Write one row per meeting with the person, the time, and three to five agenda lines drawn from their own words
- List their open objectives with progress, flagging any that have not moved
- Carry forward anything you marked unfinished at the last one to one
Done when Every one to one today has a written brief in the sheet.
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3
Twilio - text you the first brief
WebRun opens Twilio to text you the first brief. - Write a short text naming your first meeting, the time, and the one thing to raise
- Queue it against your own number and leave it for you to approve
- Never text the direct report or anyone else in the team
Done when Your morning brief text is queued for approval.
How is each run configured?
Secure by default
Connect once, stays signed in
WebRun signs in once and keeps each session in a persistent environment, so every run picks up right where it left off.
Every action is checked against this policy before it runs.
Questions, answered
Will it message my direct reports?
No. The brief goes to your own sheet and the text is queued against your own number for your approval. WebRun never messages a direct report or writes into their check-in.
Who can read the briefs?
Only the people you already share the sheet with, which is normally just you. WebRun writes into your private sheet and posts nothing to a shared channel.
What if someone skipped their check-in?
The brief says so plainly and falls back to their previous check-in and open objectives, so you still walk in with context and know the check-in is outstanding.
Put this on autopilot.
Turn it on in minutes - or have our team set it up for you.