The Discovery360 Toolkit

Everything you need to hear what’s really happening in your organization — and do something about it.

Jess Skylar with Helia


This toolkit brings together Helia’s complete Discovery360 process — from your first survey through final report — so you can run a real organizational listening process without starting from scratch. Built by Jess Skylar after years of wishing this tool existed.

From the Helia Library — based on the article “Your People Already Know.”


What’s Inside

Six resources, meant to be used in sequence. Start with the Getting Started Guide — everything else builds from there.

01 — Getting Started Guide

Your step-by-step roadmap to running your first Discovery360 — from deciding who to survey through sharing findings back with your organization. Start here before you do anything else.

02 — Sample Survey Questions

A step-by-step guide to building a Custom GPT loaded with your team’s actual documents — so people can get answers without asking you. Use this when you’re ready to stop being the human search engine for your program, product, or initiative.

03 — Sample Project Plan

A full timeline and task breakdown showing who does what and when — from kickoff through final report. Helpful whether you’re running this yourself or working with a thought partner.

04  — How to Use AI to Analyze Your Results

A practical, tool-agnostic guide to using AI to find patterns across hundreds of survey responses — without drowning in spreadsheets. Includes step-by-step prompts, what to watch for, and how to make sure AI speeds up your analysis without replacing your judgment.

05 — Sample Report

A real (anonymized) example of what Discovery360 findings look like — including strengths, challenges, and recommendations — so you can see how the data becomes something you can actually act on.


When a Toolkit Isn’t Enough

These resources give you the structure and the questions. What they can’t do is remove your proximity from the process — and sometimes that proximity is exactly the problem. When people aren’t sure how their feedback will land with the person asking, they hold back. When leadership has a stake in the outcome, it can be hard to see the findings clearly.

If you want truly independent findings — the kind your whole organization can trust — having someone outside run the process makes a real difference.


If You Want Help

The Discovery360 is something we built at Helia and continue to refine — we’ve run it across different types of organizations and moments, and we genuinely love this work. If you want a thought partner to figure out whether this is the right moment, or you want us to run the whole thing alongside you, we’d love to talk.

We’re probably a good fit if:

  • You want findings that your team and board can trust as genuinely independent
  • You’re heading into planning and want the Discovery360 to ground your whole process
  • You want someone to synthesize what you’re hearing and turn it into a real report
  • You just don’t have the bandwidth to run this well AND lead your organization at the same time

Connect with Helia!

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As always, take what’s helpful, leave what’s not, and make it your own.


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