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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.

Runs on WebRun · Strict Lockdown policy
Every day at 7:00 AM WebRunorchestrates each step
1 15Five read check-ins and objectives
2 Google Sheets build the meeting brief
3 Twilio text you the first brief
In short

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

Step by step

What does WebRun do on every run?

The exact actions WebRun takes, in order - in plain language, so you can adjust anything.

  1. WebRun signs in and gets to work

    Opens my.15five.com in a real browser with your saved login - no setup, no API keys.

  2. 1
    15Five - read check-ins and objectives
    15five.com
    WebRun in 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.

  3. 2
    Google Sheets - build the meeting brief
    google.com
    WebRun in 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.

  4. 3
    Twilio - text you the first brief
    twilio.com
    WebRun in 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.

Run settings

How is each run configured?

Starting pageWhere Chrome opens at the start of each run
my.15five.com
ScheduleRuns automatically on this cadence
Every day at 7:00 AM
DeliveryHow each run's result reaches you
Meeting brief · Google Sheets
OutputWhat each run produces - A short agenda per one to one scheduled today, drawn from that person's latest check-in and open objectives.
Text
Setup & safety

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.

Your credentials stay in your own private environment - WebRun never stores your passwords.
Strict Lockdown

Every action is checked against this policy before it runs.

Domains ALLOWLIST
Typed input ALLOW
Shell command BLOCK
File uploads BLOCK
Runs in a contained environment More on policies
Good to know

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.