Now live in ChatGPT
Use NestPilot’s free tools right inside ChatGPT
Add NestPilot once, then ask ChatGPT about Social Security, Roth conversions, when you can afford to retire, or Medicare timing — and get the same anonymous, math-backed answers that live at NestPilot Foundation. The Foundation’s tools are free and need no NestPilot account or signup; you use them while signed in to ChatGPT.
Two minutes, narrated: the decisions that cost the most, why a charity made the math free, and the four free tools running inside ChatGPT. Filmed before ChatGPT’s Plugins tab; to add NestPilot today, follow the steps below.
Step-by-step setup
Follow these steps, then ask your first question
Install NestPilot once in ChatGPT. After that, ask naturally about the free retirement decisions this Foundation site already supports. The screenshots were taken before ChatGPT moved apps to its Plugins tab, so your screen will look different; the written steps are current.
01
Open the NestPilot ChatGPT page
Start from this page so the free-tool framing is clear before you switch into ChatGPT.
You should see the Foundation page describe four free tools inside ChatGPT.
02
Search for NestPilot in ChatGPT
Sign in to ChatGPT, open Plugins, and search for NestPilot. The button below this guide opens that search for you.
You should see NestPilot listed with its retirement decision tools.
If it does not appear, check that plugins are available for your ChatGPT account and workspace.
03
Install NestPilot once
Open the NestPilot result and install it with the + button.
You should see NestPilot installed, ready to call from a new chat.
04
Ask a free-tool question
Open a new chat, type @, choose NestPilot, and ask a Social Security, Roth conversion, retirement-age, or Medicare question in plain English.
You should see your prompt in the composer before sending.
05
Confirm the widget appears
Send the question and wait for NestPilot to render in the conversation.
You should see a NestPilot widget with math-backed guidance for the free tool you asked about.
If the widget does not load, refresh ChatGPT and try the same prompt once more.
How to add it
Three steps, about a minute
- 01
Find NestPilot in ChatGPT’s Plugins
Sign in to ChatGPT, open Plugins, search for “NestPilot,” open it, and install it with the + button. One-time setup per ChatGPT account.
- 02
Call it in a new chat
Open a new chat, type @, choose NestPilot, and ask your question — for example, “Should I claim at 62, my full retirement age, or 70?”
- 03
Ask away
Once it is installed, start any new chat with @ and choose NestPilot to use it again.
What you can ask
Four high-stakes decisions, answered in the conversation
Each tool renders as an interactive widget right in ChatGPT. Prefer the web? Every one of them is also free and anonymous at NestPilot Foundation.
Medicare enrollment timing
“When should I enroll in Medicare?”
The enrollment windows that close, the penalties that lock in for life, and a personalized next-steps checklist.
Or use it on the webSocial Security claiming age
“Should I claim at 62, my full retirement age, or 70?”
A side-by-side comparison from a single benefit number, with break-even analysis.
Or use it on the webRoth conversion candidacy
“Is a Roth conversion right for me?”
A directional read on whether your household is a strong, moderate, or weak conversion candidate.
Or use it on the webRetirement-age viability
“When can I afford to retire?”
A comparison of candidate retirement ages with a drawdown model, healthcare bridge, and income gap.
Or use it on the web
Same commitments as the Foundation site
NestPilot inside ChatGPT is a distribution change, not a product change. The posture is identical to NestPilot Foundation on the web.
Anonymous
No NestPilot account, no bank login, no personally identifying information collected by the Foundation.
No products sold
No commissions, no advisor referrals, no upsells. The same 501(c)(3) operating commitments as the website.
The same math
The ChatGPT widgets call the same Foundation backend the web tools call. One engine, one set of numbers.
Open methodology
Every calculation cites primary sources — SSA.gov, Medicare.gov, IRS.gov — exactly as the web tools do.
Try it your way — ChatGPT or the web
Add NestPilot in ChatGPT with the steps above, or use the same free, anonymous tools right here on the web. Either way, the math is the same and it’s always free.