Founder Help / J.R. Wells

Bring your chaos.
Ship anyway.

Direct help from serial entrepreneur and technology executive J.R. Wells.
For founders, teams, and ambitious builders who want sharper judgment, faster shipping, and less wandering.

YC interview prep|Builder coaching|One-month apprenticeships
3X CTO2X Founder$300M+ ExitNYSE IPO$15M+ VCAngel InvestorYC Invitee
J.R. Wells
CTO | Founder | AI Whisperer
Founder guidance for people actually trying to ship.
What this is

Not a passive course.

Not vague startup advice.

Not a giant agency process.

$300
YC interview prep session
$500
Builder coaching session, longer format
$5k
One-month apprenticeship cohort, 4 spots monthly
The advice I wish someone had given me at seed stage.
— J.R. Wells
Signal

Trusted when the stakes are high.

Trusted by VCs
“One of our best early-stage AI CTOs.”

Partner, top-tier VC, multibillion AUM

Track record
Founder. CTO. Product leader. Seed stage to pre-IPO.
Multiple exits. Engineering, product, and GTM overlap. Strong fit for builders who want operator judgment, not generic coaching talk.
Founder to founder

Three ways to work together.

One sharp session for interview prep. One longer builder session for shipping work forward. Or one intense month where you actually build the thing and I guide the work.

Offer 01

YC interview prep

$300 / session

Mock the interview. Tighten the story. Find the weak spots before the partners do.

  • Founder story sharpening
  • Mock interview pressure testing
  • Answer tightening and pacing
  • What to stop saying immediately
Offer 02

Builder coaching

$500 / session

Bring your repo, prototype, product idea, or half-built app. You build. I guide. We tighten decisions, architecture, and execution until the work starts converging.

  • Bring your own project
  • Architecture and product judgment
  • Decision-making under ambiguity
  • How to stop thrashing and ship
Offer 03

Apprenticeships

$5k / month

A one-month cohort with four spots. We pick the thing that matters, then you build it while I guide the work week by week. The first step is a learn-more call.

  • One app, tool, or website
  • Cohort of 4 builders per month
  • Hands-on guidance, not passive content
  • The goal is shipped work
What you are buying

Judgment, compression, and momentum.

Not another content product

This is not twenty videos and a Discord. The point is to move your actual work forward: your interview, your app, your team's internal tool, your website, your founder judgment.

You still do the building

Especially in the apprenticeship. You are not outsourcing the hard part. You are getting guided through it so you leave stronger and the thing still ships.

Stop the AI chaos tax

A lot of AI-native work does not fail because the model was weak. It fails because the builder drowned in branching possibilities. The ethos here is simple: more time building, less time researching.

Operator context, not canned advice

Founder, CTO, product leader, seed stage to pre-IPO, multiple exits, engineering-product-GTM overlap. That is the style of guidance here.

Lives in the overlap

Engineering, product, GTM — he doesn't pick sides. He lives in the overlap and makes all three work together. That is exactly the point of these sessions.

Also available

Private equity AI support

For PE firms and portfolio operators where AI implementation is less a coding problem than a leadership, rollout, and operational-change problem.

Where it fits
  • PE operating partners and platform teams
  • Portfolio-wide AI audits and rollout planning
  • Leadership alignment across functions
  • Operational adoption, not just prototypes
Why it is separate

This is a different engagement from founder coaching. It lives at the executive layer: incentives, process, ownership, rollout, change management, and where AI can actually create durable leverage in an organization.

Book

Pick the help you need.

These are set up to be paid bookings through Calendly. Drop in the event links and the widgets below are ready to go.

Paid session

YC interview prep

A lighter-weight working session. We pressure-test the story, the framing, and the answers that matter.

Paid session

Builder coaching

A longer working session for builders. Bring the product, the repo, or the AI-generated mess and we will get it pointed at something real.

Monthly cohort

Apprenticeship learn more call

A one-hour call to see if the apprenticeship is the right fit. Four spots per month. The deliverable is shipped work: the app, the internal tool, the site people actually use.