Get Keenan
As Your Coach
24/7 on-demand coaching with Keenan. Built from Gap Selling.
Get real feedback, run roleplays, fix your pipeline.
Gap Selling is trusted by over 100,000 sales people at companies like:
You know you could be better.
You just lack the guidance.
Deals get pushed to next Q.
You got ghosted. Again.
You're losing to the status quo.
They say they love it, but don't buy.
Everything seems fine, but deals aren't closing. No one reviews what's happening, so you miss the critical deal elements.
“Even Tiger Woods had a coach.
The greatest understand the power of coaching.”
– Keenan
Everything seemed to be going well, then silence. Nobody to help you understand why it went cold and how to fix it.
“Your Pipeline isnt’ broken. You are.”
– Keenan
The problem is real, but not urgent enough. Without help, you don't challenge the buyer’s inertia or build a compelling reason to act now.
“Your Pipeline isnt’ broken. You are.”
– Keenan
You get great feedback, but no commitment. Stakeholders smile, nod, and then… nothing. You need help to build urgency.
“Even Tiger Woods had a coach.
The greatest understand the power of coaching.”
– Keenan
Deals get pushed to next Q.
Everything seems fine, but deals aren't closing. No one reviews what's happening so you miss the critical deal elements
You got ghosted.
Again.
Everything seemed to be going well, then silence. Nobody to help you understand why it went cold and how to fix it.
You're losing to the status quo.
The problem is real, but not urgent enough. Without help, you don't challenge the buyer’s inertia or build a compelling reason to act now.
They say they love it, but don't buy
You get great feedback, but no commitment. Stakeholders smile, nod, and then… nothing. You need help to build urgency.
Now you've got Keenan in your pocket...
Every Call Reviewed
No random Gong homework your manager doesn't do. Get the help you need.
Identify discovery gaps
Recommend next-best actions
Diagnose the core problem
A Strategic Partner
Stop being reactive. A mentor helping you plan ahead, build skill, execute better.
Prioritize what buyers actually value
Build long-term selling skills
Shift from pitching to helping
Quick Answers to Anything
Stuck? Don't wait on Slack. Get answers instantly no matter the ask, 24/7
Fix stuck or stalled deals
Improve deal-related messaging
Create urgency when it’s missing
Honest, Unbiased Feedback
No politics, no favoritism, no laziness, but also no holding back.
Get direct, unfiltered coaching
Build awareness of blind spots
Grow confidence through real skill
Meet Your Coach. Not a Chatbot.
AI Keenan is built from everything Keenan has ever taught, trained, coached, and called out.
Keenan will review your calls
Keenan flags what you skipped, where you lost the buyer, and how to fix it next time. No generic feedback in sight.
Missed pain? He’ll surface it.
Rushed the close? He’ll slow you down.
Just rambled? He’ll call it out.
Keenan will improve your emails
Keenan helps you rewrite cold emails, tighten follow-ups, and craft messaging that lands. You don’t get a template, you get tactical coaching on what to change.
Coaching, not a vending machine
Centered around the buyer's problems
Emails that make buyers respond
Keenan will help you practice
You don’t get better by reading. You get better by doing. Keenan runs drills, exercises and full-call roleplays, tailored to your world and what you’re trying to improve.
Sessions that match your real buyers, not made-up ones
Coaching points specific to you
Targeted, efficient, worthy of your time
Keenan will make you improve
Coaching that tracks your performance. For real. You’ll see your discovery sharpen. Your deals move faster. The mistakes you used to make? Gone.
Skills progress over time
Weekly reports
Every insight ties back to pipeline. Not vanity.
One coach. Two ways to use him.
Pick your mode and switch anytime
A.K.A. Mode
Ask. Keenan. Anything.
What it offers:
- Get instant answers, anytime
- Rewrite emails and outreach
- Prep fast for demos or calls
- Fix stuck or ghosted deals
- Get tactical help, no structure
Gap Mode
Keenan Leads. You Grow.
What it offers:
- Build real sales fundamentals
- Follow a structured coaching plan
- Practice discovery and qualification daily
- Track progress with drills and scorecards
- A proven system to level up
Most AI coaching tools do zero actual coaching
Simulated roleplay ≠ real coaching. Here’s the difference
When you get coached by Keenan, everything changes
“Keenan has high energy and is a straight to the point coach. This is mind-opening sales strategy”
“This will change the way you sell forever! It's obvious that our organization is doing the wrong things to drive sales.”
“Keenan is direct and entertaining too. I walked away feeling smarter and more confident"
Get coached. Get better.
You don’t need another tool. You need a coach.
$50/month (normally $79)
"I'm a Gap Selling badass" t-shirt*
50% off Gap Plus, Keenan’s best courses and private webinars
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