Enterprise AE turned AI Sales Coach

Selling is hard.
Every deal requires attention, thought, effort, and persistence. Every objection is a problem to be solved.
Founders have it even harder. You built something great. Now you have to sell it. Nobody gave you a playbook.
Most sellers reach for ChatGPT. It's fine for a first draft. But it doesn't know your accounts, your product, or what was said across the last three calls. Every conversation resets and work doesn't compound. That's missed opportunity.
AI agents like Cursor are different. Your context lives there permanently and you can codify what's working. It connects to your other tools through MCPs (Salesforce, Slack, Google Drive).
That's what you want. Systems that compound over time. One input does the work of an hour.
Most AI courses teach frameworks through slides. In this course, you build in session and use it on real deals that day.
Pre-loaded with Challenger, MEDDPICC, NEPQ, Command the Message, Chris Voss negotiation, and more.
This isn't using AI just to work faster. It's using it as a strategic partner you actually trust.
By the end of this cohort, you have an AI Sales OS. More pipeline, faster close, and no more relying on gut feel.
Build an AI Sales OS that coaches you through every deal; so you close more, lose fewer, and stop running on gut and scattered notes.
Build the brain of your AI Sales OS with your product context, methodology, and trigger preferences
Install pre-built skills then build your own: MEDDPICC, Challenger, NEPQ, negotiation, proposal fork. You're not starting from scratch
Build a client folder structure that stores transcripts, notes, and stakeholder maps in one place, and can be shared with your team
Set up your live sales call coach in under 5 min
Your Cursor OS flags when to go deeper on an objection, when to ask about decision process, how to develop a champion, how to find the pain
Post-call debrief scores you on control, diagnosis, missed blind spots, and Challenger moments. Update deal context automatically
Integrate skills to automatically run MEDDPICC on live deals and surface the top blind spots.
Learn how to strategize with your agent to get clear on actionable next steps needed to drive to a successful close at the highest price.
Build proposals with strong business ROI, multi-thread, get executive buy-in.
Your OS picks the sales methodology that fits the account and builds the sequence
Capture what your best reps, top sellers, and favorite books do differently and encode them as reusable skills and markdowns
An outbound OS plugin included as part of the package
Chris Voss-style calibrated questions and tactical empathy skills baked into the system
Know what to say when legal goes quiet or procurement adds three new stakeholders
Encode top rep tribal knowledge so your best moves stay in the system, not just in your head

6 years enterprise SaaS sales. Built an AI Sales OS that changed how I sell.



Enterprise sellers managing complex, multi-stakeholder deals who want to have more clarity, better outcomes and less stress.
Founders and consultants who find themselves needing to sell and don't have the time to ramp.
B2B AEs who know their frameworks, want to improve their close rates, and build a sales system with coding agents.

Live sessions
Learn directly from Dennis Zavolock in a real-time, interactive format.
Lifetime access
Go back to course content and recordings whenever you need to.
Community of peers
Stay accountable and share insights with like-minded professionals.
Certificate of completion
Share your new skills with your employer or on LinkedIn.
AI Sales OS with built out markdown files
The full system Dennis built, tested and ran on live deals. Ready to make your own. Includes your AGENTS.md, client folder structure, deal templates, and methodology files - all pre-loaded. You don't start from scratch. You start from a working system and customize it to your product, your voice, and your active pipeline.
Outreach Plugin
A pre-built outreach system trained on your voice and the methodologies that get C-suite to reply. Dennis used this to 4x his pipeline in 30 days and land a CMO reply that brought a $1.2M deal into pipeline.
Skills Plugin
Pre-built agent skills you invoke with a single command. Live call prep, MEDDPICC deal diagnosis, Chris Voss negotiation, proposal forking, transcript intake, and more. Each skill knows what to ask, what to look for, and what to output. You don't prompt from scratch. You run the skill and get a result.
Maven Guarantee
Your purchase is backed by the Maven Guarantee.
6 live sessions • 6 lessons
Jun
8
Jun
10
Jun
12
Jun
15
Jun
17
Jun
19
Live sessions
4-5 hrs / week
Mon, Jun 8
4:00 PM—6:00 PM (UTC)
Wed, Jun 10
4:00 PM—6:00 PM (UTC)
Fri, Jun 12
6:00 PM—7:00 PM (UTC)
A fully built, personalized Sales OS in Cursor
1 hr / week
An Sales OS loaded with your deals, your voice, your methodology. Not a framework you'll forget by Thursday. Something you use in your next meeting.
Async content
1 hr / week