An HR leader's retention playbook: 7 AI prompts for keeping your best people
This playbook shares 7 field-tested AI prompts for analyzing engagement, identifying flight risk, and keeping your best people.

Your next resignation letter is already written. The employee who sent it started looking three months ago — maybe six. You had the data to see it coming. The problem wasn't the data. It was that finding the signal required stitching together spreadsheets from three different systems.
HR leaders who catch flight risks early aren't working harder than everyone else. They're asking better questions of their data — and getting answers faster.
This playbook features 7 AI prompts used by Sabrina Kidd, Lead Director of People Operations at Ignite Reading, a $50M-backed edtech company. Sabrina used these prompts to surface 19 at-risk employees in five minutes — 10 of whom hadn't received a raise in over eight months — replacing a process that previously took one to two weeks.
What's inside:
Sabrina's signature flight-risk prompt: surface employees in the top 25% of performance ratings who are in the bottom 50% of their comp band, overlaid with raise history
4 prompts for analyzing engagement survey data, including SWOT analysis, year-over-year comparison, and demographic cuts by tenure, age, and caregiver status
A prompt to build a live retention dashboard layering performance ratings, comp, tenure, levels, and eNPS responses
Instructions for each prompt in Rippling AI (no export needed) and in external tools like ChatGPT or Claude
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