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Course
Killing the Maybe
over 2,000+
Learners
Master the behavioral science behind how buyers actually decide so you can systematically dismantle the status quo, eliminate "no decision" outcomes, and convert maybe into measurable revenue.
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Calum Kilgour
Founder
John Bissett
Founder
Start Course
Join learners mastering sales
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Brian McCarthy
Senior Vice President of Global Sales, Gloat
I've been through a lot of discovery trainings in my career, and this is easily at the top. The best part is how immediately actionable it is. My reps walked away with exact questions, tactics, and techniques they used to improve their next sales calls.
Alex Moffitt
Global Technical Sales Manager, Fusion 360 at Autodesk
We trained our teams on Discovery Masterclass, and we're already seeing an increase in opp conversion rates. Several reps said this was the most actionable sales training they've ever done.
Jasi Johnson
Account Director at LinkedIn
Finished my quarter at 152%. Just wanted to send you a thank you note for the training and content. I finished my quarter at 152% and my half at 104% largely due to your teachings and learning from your experiences.
Griffin Casey
Sales Manager at Drift
Best disco course - I'm seeing a ton of progress on my team - especially the Cause Analysis and Negative Implications - the problems we are talking about with prospects went from leads/pipeline to CAC, Attrition, etc so it's been huge getting higher in the org.
Brian McCarthy
Senior Vice President of Global Sales, Gloat
I've been through a lot of discovery trainings in my career, and this is easily at the top. The best part is how immediately actionable it is. My reps walked away with exact questions, tactics, and techniques they used to improve their next sales calls.
Alex Moffitt
Global Technical Sales Manager, Fusion 360 at Autodesk
We trained our teams on Discovery Masterclass, and we're already seeing an increase in opp conversion rates. Several reps said this was the most actionable sales training they've ever done.
Jasi Johnson
Account Director at LinkedIn
Finished my quarter at 152%. Just wanted to send you a thank you note for the training and content. I finished my quarter at 152% and my half at 104% largely due to your teachings and learning from your experiences.
Griffin Casey
Sales Manager at Drift
Best disco course - I'm seeing a ton of progress on my team - especially the Cause Analysis and Negative Implications - the problems we are talking about with prospects went from leads/pipeline to CAC, Attrition, etc so it's been huge getting higher in the org.
Brian McCarthy
Senior Vice President of Global Sales, Gloat
I've been through a lot of discovery trainings in my career, and this is easily at the top. The best part is how immediately actionable it is. My reps walked away with exact questions, tactics, and techniques they used to improve their next sales calls.
Alex Moffitt
Global Technical Sales Manager, Fusion 360 at Autodesk
We trained our teams on Discovery Masterclass, and we're already seeing an increase in opp conversion rates. Several reps said this was the most actionable sales training they've ever done.
Jasi Johnson
Account Director at LinkedIn
Finished my quarter at 152%. Just wanted to send you a thank you note for the training and content. I finished my quarter at 152% and my half at 104% largely due to your teachings and learning from your experiences.
Griffin Casey
Sales Manager at Drift
Best disco course - I'm seeing a ton of progress on my team - especially the Cause Analysis and Negative Implications - the problems we are talking about with prospects went from leads/pipeline to CAC, Attrition, etc so it's been huge getting higher in the org.
Stop losing deals to "no decision" and start systematically dismantling the status quo bias keeping your buyers stuck
In a demand-negative market, status quo bias has gone from a friction point to a deal killer — and most sellers unknowingly trigger it with the very techniques they were trained to use. This course gives you the language patterns, frame controls, and storytelling structures that turn cautious buyers into confident advocates for change.
Before this course:
You lose deals to "no decision" despite buyers admitting pain and urgency
You sell ROI and feature value, watching buyers nod and then disappear
You forecast deals that mysteriously vanish into the status quo
You don't know why some narratives spark action and others fall flat
You unknowingly trigger your buyer's defense barriers and resistance to change
After this course:
You use behavioral science to systematically dismantle status quo bias
You craft messages that activate the "chimp" circuitry that drives buyer action
You sell across all three dimensions of value buyers actually care about
You tell Hollywood-grade stories that create irresistible desire to change
You bridge the "risk void" and turn cautious buyers into confident advocates
MEET YOUR MENTORs
Calum Kilgour & John Bissett
Calum Kilgour and John Bissett are the founders of SlingshotEdge, a sales messaging and training company that helps global technology companies create more sales opportunities and shorten their sales cycles. Their work has shaped how sellers at Splunk, FireEye, Palo Alto Networks, Oracle, Intel, MicroFocus, Qlik, SAP, Flywire, Intent HQ, and Snow Software approach buyer psychology and sales conversations.
Calum's work began with a personal discovery: an ADHD diagnosis that led him to question how human beings perceive, evaluate, and reject information. That obsession became a body of work on the behavioral science behind buyer decision-making — why most sellers turn buyers off without realizing it, and what the small percentage of elite sellers do differently. Together, Calum and John have helped entire sales teams more than triple their first-to-second-meeting conversion rates.
Inside Killing the Maybe, Calum and John translate years of behavioral science research into a system you can apply on your next call. You'll learn the exact language patterns, frame controls, and storytelling structures that move buyers out of indecision and into action — closing the skill gap between deals that should close and deals that mysteriously fizzle in a market where surface-level selling no longer survives.
Course Overview
1
The Hidden Decision Maker Lesson: The Unfair Opportunity You Have
Your Buyers' True Decision-Making Mind Lesson: Unfair Decision-Forces Working Against Sellers
The "Chimp Operating System" (And How to Capitalize On It)
2
Perceived Value and Loss Aversion
Value — Confusion and Perception
Loss Aversion
What Golfers and Exec Buyers Have in Common
Decisions by Comparison
3
Amplifying Value Lesson: Framing and Perception
Language the Chimp Loves and Hates
The 3 Dimensions of Value
Linking Each Dimension
Insight, Motivation, Time Travel Lesson: Formulas and Examples
4
Winning Hearts and Minds
The Hero with a Thousand Faces
Cementing Consensus
Real-World Journey Example
5
Overwhelming Influence in Conversations
Tiny Words, Big Impact
Sounding Credible
Showing Up With a Point of View
6 Laws of Maximum Value
6
Bridging the Risk Void
Dismantling 2 Deal-Killing Biases
Trusted Advisor
Buyer Psychology Knowledge Check
7
Exercises & Workbook
Build Your Own Winning Conversations
Course info
Level
Expert
Topics
AEs, Revenue Skills
Run Time
2h 27m
Course Resources
Killing the Maybe Workbook
One Pager | Killing the Maybe
Trusted by top performers at…
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Everything You Get to Become An Elite AE
Close More Deals, Grow Your Income, and Accelerate Your Career With the World’s #1 AE Performance Platform.
What’s included
Every Course & Transformation Path
Master every AE skill from discovery to negotiation.
Certifications That Pay
Get credentials that increase earning power and promotion speed.
New Courses, Every Month
Stay ahead of the market with fresh lessons, mini-paths, and frameworks released monthly from the world’s top revenue experts.
AI-Powered Skill Practice (Full Library)
Turn learning into performance with AI deal simulations that let you rehearse real conversations, objections, and negotiations.
Private Skill Stacker Community
Network with ambitious AEs who share strategies, wins, and playbooks — your new inner circle for accountability and opportunity.
Live Group Coaching
Join bi-weekly live sessions with elite mentors and top AEs — get direct feedback, guidance, and accountability on your pipeline.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, and sales legends behind today’s fastest-growing companies.
Annual Plan Exclusive Discount
Save 20% off when you join the annual plan.
30-Day 100% Money-Back Guarantee
Not included in the monthly plan, though you are welcome to cancel any time.
What’s included
Every Course & Transformation Path
Master every AE skill from discovery to negotiation.
Certifications That Pay
Get credentials that increase earning power and promotion speed.
New Courses, Every Month
Stay ahead of the market with fresh lessons, mini-paths, and frameworks released monthly from the world’s top revenue experts.
AI-Powered Skill Practice (Full Library)
Turn learning into performance with AI deal simulations that let you rehearse real conversations, objections, and negotiations.
Private Skill Stacker Community
Network with ambitious AEs who share strategies, wins, and playbooks — your new inner circle for accountability and opportunity.
Live Group Coaching
Join bi-weekly live sessions with elite mentors and top AEs — get direct feedback, guidance, and accountability on your pipeline.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, and sales legends behind today’s fastest-growing companies.
Annual Plan Exclusive Discount
Save 20% off when you join the annual plan.
30-Day 100% Money-Back Guarantee
Not included in the monthly plan, though you are welcome to cancel any time.
If you hired a top sales coach, invested in elite courses, and bought one-on-one mentorship, you’d spend over $10,000. Inside Caliber, you get it all — for less than the cost of one dinner out per week.
What’s included
Every Course & Transformation Path
Master every AE skill from discovery to negotiation.
Certifications That Pay
Get credentials that increase earning power and promotion speed.
New Courses, Every Month
Stay ahead of the market with fresh lessons, mini-paths, and frameworks released monthly from the world’s top revenue experts.
AI-Powered Skill Practice (Full Library)
Turn learning into performance with AI deal simulations that let you rehearse real conversations, objections, and negotiations.
Private Skill Stacker Community
Network with ambitious AEs who share strategies, wins, and playbooks — your new inner circle for accountability and opportunity.
Live Group Coaching
Join bi-weekly live sessions with elite mentors and top AEs — get direct feedback, guidance, and accountability on your pipeline.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, and sales legends behind today’s fastest-growing companies.
Annual Plan Exclusive Discount
Save 20% off when you join the annual plan.
30-Day 100% Money-Back Guarantee
Not included in the monthly plan, though you are welcome to cancel any time.
If you hired a top sales coach, invested in elite courses, and bought one-on-one mentorship, you’d spend over $10,000. Inside Caliber, you get it all — for less than the cost of one dinner out per week.
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FAQ
Who is Caliber built for, and what makes it different from other sales training?
Caliber is built for every revenue role, from SDR to AE to CRO, and for the teams that lead them. If your performance depends on revenue skills, you belong here. What sets Caliber apart is the system behind it. Most sales training is a one-time event taught by outdated trainers with no real-world credibility.
Caliber is a continuous Revenue Skill Transformation System, taught exclusively by the top 1% of revenue experts in the world, reinforced through AI-powered skill practice, and designed to compound over time. You are not just getting access to content. You are getting a flywheel that builds measurable skill capacity and drives real revenue outcomes.
Caliber is a continuous Revenue Skill Transformation System, taught exclusively by the top 1% of revenue experts in the world, reinforced through AI-powered skill practice, and designed to compound over time. You are not just getting access to content. You are getting a flywheel that builds measurable skill capacity and drives real revenue outcomes.
Do I get instant access to all courses?
Yes. The moment you join, everything is unlocked. Start with whichever course or Transformation Path fits your most pressing goal and begin building skills you can apply right away. Every path is designed to move you forward fast.
How long will it take to apply what I learn?
Quickly. Every course is built for rapid, practical application, with templates, examples, and exercises designed around real-world scenarios. Most learners are putting new skills to work within their first week.
Will this work regardless of where I'm starting?
Yes. Every course and Transformation Path is built with a step-by-step structure that meets you where you are, whether you're closing your first deals or sharpening skills at the top of your game. The system is designed to compound, so every skill you build accelerates the next.
Are lessons live or recorded?
They are recorded. But Caliber is not a video library you watch and forget. Each course is structured as a skill system, with instruction, homework, and AI-powered practice built in so you are actively building something repeatable, not just consuming content. Learn at your own pace, revisit modules anytime, and reinforce what you learn until the skill is yours.
Is access subscription-based?
Yes. Your subscription gives you full access to all courses and Transformation Paths, AI-powered skill practice, certifications, and the private Skill Stacker Community. Annual members also get live group coaching, live author bonus training sessions, and a 30-day money-back guarantee. Cancel anytime with no hidden terms or fine print.
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