$197
One-time
No recurring fee

Stop reintroducing yourself
to your AI every single day.

Every time you open a new chat, your AI starts from zero — no memory of your business, your clients, or how you work. One 90-minute session with Jeff fixes that permanently, using free tools you already have.

One-time fee. No subscription. No recurring charge. Ever.

We build it live, together,
on the call.

This isn't a training. It's not a demo. Jeff screen-shares and builds your actual Obsidian vault while you watch and participate. By the time you hang up, the system is installed on your machine and running.

No homework required. No technical background needed. By the end of the 90 minutes, your AI knows who you are, how you work, and what language to use when it talks to you.

Vault Setup — Your Obsidian Second Brain

Jeff installs and configures Obsidian on your machine. Folder structure, plugins, and settings are all set up to match how your business actually runs.

"About Me" Document

A structured document that tells your AI who you are — your background, your role, your communication style, and what you actually care about. Written live, in your words.

"Business Context" Document

Teaches your AI how your business works — your clients, your services, your pricing, and how you want to sound. The foundation for every AI interaction going forward.

Personalized Prompt Collection

10–15 ready-to-use prompts built specifically for your role and industry. Not generic "write me an email" prompts — actual prompts that solve actual problems in your work.

Claude Projects Walkthrough

How to connect your vault to Claude Projects so your AI has persistent memory. From this point forward, you never start from zero again.

Not a demo. Not a promise. A working system.

Everything below is built on the call and installed on your machine before you hang up. You don't need to do anything after the session to start using it.

Configured Obsidian Vault

Your actual second brain — set up with the right folder structure, plugins, and templates for how your business runs. Yours to keep and build on.

"About Me" Document

A permanent AI-readable context document that introduces you to every AI session. Write it once, reuse it everywhere — Claude, ChatGPT, Gemini.

"Business Context" Document

Your business, explained to an AI — services, clients, pricing, voice, values. The foundation that makes every future AI interaction 10x more useful.

Personalized Prompt Collection

10–15 prompts built for your specific role and industry. Ready to use immediately. Not templates — actual workflows you'll use in the first week.

Claude Projects Setup

Persistent AI memory — Claude knows your business every time you open a chat. The upgrade that makes AI feel like it actually works for you.

Clear Next Steps

At the end of the call, Jeff tells you exactly where to go next — whether that's using the system as-is or whether a Website Build or Data Solutions engagement makes sense.

The Jumpstart is the right call if…

$197 is a no-brainer if you're in the right situation. It's not the right fit for everyone — and Jeff will tell you that on the call if it's not.

✓ Great fit

You're using ChatGPT or Claude but getting generic, inconsistent outputs
You keep rewriting the same context every time you open a chat
You're curious about AI but not ready to commit to a monthly service
You want to see how Jeff builds systems before investing in a bigger engagement
You're a solo operator, consultant, or small business owner who needs AI to know your business

→ Consider Data Solutions instead

You need a full AI system deployed into your business — not a personal productivity setup
Your problem is operational (lead routing, automation, reporting) rather than personal AI use
You have a team that needs tools deployed, not a solo workflow to improve
You're ready to invest in a custom build and want to skip to a discovery call

The Jumpstart is the front door
to everything Pioneer does.

Most clients start here. After seeing what's possible in 90 minutes, the natural question is: "What could Pioneer do for my whole business?"

Start Here
$197
AI Jumpstart Session
Level Up
$2,497
Website Build + AI Chatbot
Full AI Dept
$997/mo
Data Solutions — Custom AI System
$197

One-time. No subscription. No recurring fee. No hidden costs.
If you're not satisfied after the session, Jeff will refund you in full.

90-minute live session with Jeff Simmons on Zoom
Complete Obsidian vault setup on your machine
"About Me" + "Business Context" documents written live
10–15 personalized prompts for your role and industry
Claude Projects walkthrough and connection
Clear roadmap for what to build next (if anything)
Book AI Jumpstart — $197 →

Full refund if you're not satisfied after the session. No questions asked.

Your AI has been waiting for context.
Give it 90 minutes.

Book the session, show up ready to answer questions about your business, and leave with a system that finally knows who it's talking to.