Close AI retainer deals with confidence
Built for technical AI pros who can deliver the work but freeze at pricing, pitching, and getting a signature — this school gives you the sales framework, ROI calculator, and three-page proposal that convert skeptical B2B buyers into long-term clients.
"I built this for the consultant who can deliver world-class AI work but walks out of the sales call wondering what just happened — that gap is closeable, and this is how you close it."— Sky Hacker
What you'll learn
What you'll be able to do
- Build a live, proposal-ready ROI calculator that quantifies revenue gains, labor savings, and payback period for any AI service client
- Conduct a discovery call that exposes a prospect's real costs and positions you as a trusted advisor rather than a vendor
- Neutralize the five most common AI sales objections — including prior bad experiences, budget resistance, and the 'just use ChatGPT' deflection
- Write a concise three-page proposal with a situation summary, solution overview, delivery timeline, and three-tier pricing that closes deals
- Calculate and present a credible ROI multiple and payback period using the client's own business metrics, not generic benchmarks
- Structure and deliver an AI sales conversation that sets realistic expectations, filters bad-fit clients early, and protects your reputation
How it works
A school that adapts to you
This isn't a set of static videos. Every lesson is generated live and tuned to where you actually are.
We learn your level
A quick placement check tailors your starting point so you're never bored or lost.
Lessons adapt as you go
Each lesson is written for your pace and your goal, adjusting as your skills grow.
Your AI coach keeps you moving
Checkpoints, feedback, and gentle nudges turn progress into a real result.
The curriculum
What's inside your school
6 modules · 26 lessons
The AI Sales Mindset
Establishes the advisor-first positioning and trust-building framework that separates credible AI consultants from overpromising vendors.
- 1.1Why AI Sales Is DifferentIncluded
- 1.2The Four Questions Every Buyer Is Really AskingIncluded
- 1.3Your Credibility-First OpeningIncluded
- 1.4Filtering for Fit: When to Walk AwayIncluded
Discovery: Exposing the Real Cost of Doing Nothing
Equips you to run a structured discovery call that uncovers a prospect's true operational costs and creates urgency through their own numbers.
- 2.1The Discovery Call FrameworkIncluded
- 2.2Collecting the Business Metrics That MatterIncluded
- 2.3Calculating the Cost of InactionIncluded
- 2.4Positioning Yourself as a Trusted AdvisorIncluded
The ROI Calculator
Builds a live, proposal-ready calculator that turns a client's own business metrics into a compelling, credible financial case for AI.
- 3.1The ROI Formula ExplainedIncluded
- 3.2Mapping AI Services to Business InputsIncluded
- 3.3Building Your Live ROI CalculatorIncluded
- 3.4Presenting the ROI Multiple and Payback PeriodIncluded
- 3.5Communicating Estimates Honestly with the DisclaimerIncluded
Handling Objections Like an Advisor
Prepares you with clear, confident responses to the five most common AI sales objections so no pushback derails a winnable deal.
- 4.1'We Tried AI Before'Included
- 4.2'We Don't Have the Budget'Included
- 4.3'We Need IT or Leadership Approval'Included
- 4.4'Can't We Just Use ChatGPT?'Included
- 4.5'We Want to Own the Technology'Included
Writing the Three-Page Proposal
Shows you how to write a concise, deal-closing proposal that speaks the language of business outcomes and moves prospects to a signed agreement.
- 5.1Proposal Principles: Why Shorter WinsIncluded
- 5.2Situation Summary: Reflecting Their RealityIncluded
- 5.3Solution Overview and Delivery TimelineIncluded
- 5.4Three-Tier Pricing That Closes DealsIncluded
- 5.5Embedding the ROI Calculation and Next StepsIncluded
Closing and Protecting Your Retainer Business
Covers the final conversation moves, client onboarding setup, and reputation-protecting practices that turn closed deals into long-term retainer relationships.
- 6.1The Close: From Proposal to Signed AgreementIncluded
- 6.2Setting Realistic Expectations at KickoffIncluded
- 6.3Protecting Your Reputation with Honest ROI ReportingIncluded
Who it's for
Is this you?
Freelance AI consultants
You're landing occasional projects but can't crack retainer pricing or get buyers to commit — this gives you the full sales system to change that.
AI agency owners
Your team can build anything, but your sales process is inconsistent — standardize your discovery, proposals, and close rate with a repeatable framework.
Technical freelancers going upmarket
You're moving from small gigs to serious B2B deals and need to learn how to price, pitch, and present ROI to decision-makers who want business outcomes, not feature lists.
Automation specialists
You build workflows that save companies real money but struggle to quantify it — the ROI calculator section alone will transform how you pitch the value of your work.
Solo operators tired of losing deals
You know your proposals aren't landing but you're not sure why — the three-page proposal framework and objection-handling playbook will show you exactly where deals are slipping.
Developers pivoting to consulting
You've got the technical chops but zero formal sales training — this school translates your expertise into a credible, commercial pitch that B2B buyers take seriously.
Questions
Frequently asked
Your teacher
A note from your teacher
Sky Hacker
Let me guess where you are right now.
You've got real skills. You can build automations, design AI workflows, and deliver outcomes that genuinely move the needle for a business. But the sales side of this thing — the pricing conversation, the proposal, the moment a CFO squints at you and says "prove the ROI" — that part still feels like you're winging it. You take the call, you do your best, and then you wait. Sometimes it closes. Often it doesn't. And you're not always sure why.
I built this school because that gap — between what you can technically deliver and how confidently you can sell it — is the thing holding most AI consultants back. Not their skills. Not their work. Their ability to walk into a business conversation and speak the language that gets a signature. That's a learnable skill. It's also a skill that compounds: one better discovery call leads to a better proposal leads to a retainer that runs for twelve months instead of three.
What you'll find here is a complete sales system built for the B2B AI market specifically. We start with mindset — because selling AI is not the same as selling software or marketing services, and the buyers are asking different questions than you think. Then we get into the mechanics: how to run a discovery call that surfaces real business costs, how to build an ROI calculator populated with the client's own numbers, how to neutralize every major objection without flinching, and how to write a three-page proposal that's short enough for a CEO to actually read and specific enough to close.
I won't promise you a magic close rate or a specific revenue number — anyone who does is selling you a fantasy. What I will promise is this: by the time you finish, you'll have a repeatable process. A discovery framework. A live ROI tool. A proposal template. A set of objection responses you've actually thought through. That's the difference between consultants who hustle for every deal and consultants who build a practice.
If you're ready to stop guessing and start selling with the same credibility you bring to the technical work — let's get into it.
— Sky Hacker
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- 6 modules, 26 lessons
- AI-adaptive lessons tuned to your level
- Quizzes & checkpoints to lock in progress
- Your own AI learning coach
- Learn on any device, at your pace
- Full access for as long as you're subscribed