Explore our History
Explore our History
Join our Team
Explore our History
Explore our History
Explore our History
Join our Team
Join our Team
Join our Team
Join our Team
Join our Team
Explore our History
Explore our History
Join our Team
Join our Team
Join our Team
Join our Team
Sales Team Transformation: Upskill and Reskill Your Tech Revenue Team With Incredible Precision
Your team has a sales process. That’s the “what.” But do they have the skills? That’s the “how.” Caliber is the world’s largest online learning and skill transformation platform for revenue teams. Sales transformation starts with building your org’s skills with overwhelming force and precision.
.svg)
.webp)
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.
.webp)
Brian McCarthy
Senior Vice President of Global Sales, Gloat
Alex Moffitt
Global Technical Sales Manager, Fusion 360 at Autodesk
Jasi Johnson
Account Director at LinkedIn
Griffin Casey
Sales Manager at Drift
.webp)
Brian McCarthy
Senior Vice President of Global Sales, Gloat
Alex Moffitt
Global Technical Sales Manager, Fusion 360 at Autodesk
Jasi Johnson
Account Director at LinkedIn
Griffin Casey
Sales Manager at Drift
Top rated Interactive courses that cover every revenue skill. Sales transformation starts here.
Dozens of high impact interactive online courses that address hyper-specific revenue skills. No more high-level skills training. Upskill your team on precise skills like quantifying pain, writing business cases, multi-threading, creating champions, and literally hundreds of “long tail” exact skills.
.avif)
.avif)
.avif)
Top-rated instructors and subject matter experts.
Every course is created by a world class subject matter expert on each given topic. No more learning from a “jack of all trades.” Access the skills of the top 1%.
Kyle Norton
Kyle Norton is the CRO at Owner.com, a fast-growing Vertical SaaS unicorn, and brings credibility as an operator, advisor, investor, coach, GTM Fund and Stage 2 Capital LP, SaaS angel investor, and host of the Revenue Leadership Podcast.
Emily Worrell
Emily Worrell is the Global SDR Enablement Manager at Snowflake, former Enterprise BDR and AE at Salesforce and has trained hundreds of reps globally. 90% of the SDRs she managed exceeded quota, and nearly half earned promotions within a year.
Chris Ritson
Sales leader, founder, and angel investor who scaled outbound teams at Tessian and Peakon through critical funding stages and grew Perkbox from first sales hire to a large commercial team.
Kyle Coleman
Global VP of Marketing at ClickUp, LinkedIn Top Voice, and former CMO at Copy.ai and Clari who built Looker's entire outbound motion from the ground up and scaled their SDR team
Vivian Yan
AE Manager at Loop AI, former AE at BILL during its pre-IPO hyper-growth phase, and PitchBook sales leader where 90% of her team exceeded quota and over half were promoted within a year.
Daniel Hebert
2x VP Sales who grew both startups from $0 in revenue to successful exits. Now coaches founder-led sellers on how to close your first 100 customers.
Krysten Conner
Enterprise AE @ UserGems. Helped scale 3 multi-billion dollar tech companies (Salesforce, Tableau and Outreach) as an EAE.
Kevin "KD" Dorsey
The godfather of SaaS Sales. 3X CRO, successfully scaled four companies from $0 to $100 million ARR through outbound programs.
Chris Bussing
Break Into Tech Sales Expert. Backed by 10 years of Sales Leadership at Oracle & Google Cloud.
Todd Busler
CEO, Champify. Former VP of sales at Heap where he grew revenue from $300k to $40M ARR.
Kyle Asay
VP Global Sales at LaunchDarkly. Former VP Sales at both MongoDM and Qualtrics.
Sean Gentry
Senior Sales Leader at Webflow; creator of the Fit to Lead Frontline Management framework and renowned frontline management trainer and coach.
Kevin Gaither
Former SVP Sales at Ziprecruiter; grew the business from 19 employees to $400 million ARR.
Florin Tatulea
LinkedIn's Top Voice on Cold Email Copywriting and World Expert on Cold Outbound Email Prospecting. Repeat senior sales leader at multiple hypergrowth companies.
Chris Orlob
CEO of Caliber (formerly pclub.io) and previously grew Gong.io from $200k to $200M ARR and a $7.2 billion valuation.
Rachel Shi
Top 1% Strategic Account Executive With Track Record For Overachievement Against Large Quotas.
Nate Nasralla
CEO, Fluint.io. Best-seller author of the book Selling With, and former enterprise sales leader with record-breaking revenue growth.
Kyle Norton
Emily Worrell
Chris Ritson
Kyle Coleman
Vivian Yan
Daniel Hebert
2x VP Sales who grew both startups from $0 in revenue to successful exits. Now coaches founder-led sellers on how to close your first 100 customers.
Krysten Conner
Enterprise AE @ UserGems. Helped scale 3 multi-billion dollar tech companies (Salesforce, Tableau and Outreach) as an EAE.
Kevin "KD" Dorsey
The godfather of SaaS Sales. 3X CRO, successfully scaled four companies from $0 to $100 million ARR through outbound programs.
Chris Bussing
Break Into Tech Sales Expert. Backed by 10 years of Sales Leadership at Oracle & Google Cloud.
Todd Busler
CEO, Champify. Former VP of sales at Heap where he grew revenue from $300k to $40M ARR.
Kyle Asay
VP Global Sales at LaunchDarkly. Former VP Sales at both MongoDM and Qualtrics.
Sean Gentry
Senior Sales Leader at Webflow; creator of the Fit to Lead Frontline Management framework and renowned frontline management trainer and coach.
Kevin Gaither
Former SVP Sales at Ziprecruiter; grew the business from 19 employees to $400 million ARR.
Florin Tatulea
Chris Orlob
CEO of Caliber (formerly pclub.io) and previously grew Gong.io from $200k to $200M ARR and a $7.2 billion valuation.
Rachel Shi
Top 1% Strategic Account Executive With Track Record For Overachievement Against Large Quotas.
Nate Nasralla
CEO, Fluint.io. Best-seller author of the book Selling With, and former enterprise sales leader with record-breaking revenue growth.
Kyle Norton
Emily Worrell
Chris Ritson
Kyle Coleman
Vivian Yan
Daniel Hebert
2x VP Sales who grew both startups from $0 in revenue to successful exits. Now coaches founder-led sellers on how to close your first 100 customers.
Krysten Conner
Enterprise AE @ UserGems. Helped scale 3 multi-billion dollar tech companies (Salesforce, Tableau and Outreach) as an EAE.
Kevin "KD" Dorsey
The godfather of SaaS Sales. 3X CRO, successfully scaled four companies from $0 to $100 million ARR through outbound programs.
Chris Bussing
Break Into Tech Sales Expert. Backed by 10 years of Sales Leadership at Oracle & Google Cloud.
Todd Busler
CEO, Champify. Former VP of sales at Heap where he grew revenue from $300k to $40M ARR.
Kyle Asay
VP Global Sales at LaunchDarkly. Former VP Sales at both MongoDM and Qualtrics.
Sean Gentry
Senior Sales Leader at Webflow; creator of the Fit to Lead Frontline Management framework and renowned frontline management trainer and coach.
Kevin Gaither
Former SVP Sales at Ziprecruiter; grew the business from 19 employees to $400 million ARR.
Florin Tatulea
Chris Orlob
CEO of Caliber (formerly pclub.io) and previously grew Gong.io from $200k to $200M ARR and a $7.2 billion valuation.
Rachel Shi
Top 1% Strategic Account Executive With Track Record For Overachievement Against Large Quotas.
Nate Nasralla
CEO, Fluint.io. Best-seller author of the book Selling With, and former enterprise sales leader with record-breaking revenue growth.
Address every role, topic, and skill-level with precision.
No more one-size-fits all. The discovery training your junior AEs need is completely different than what your enterprise reps need. And an enterprise rep selling PLG needs different skills than one going top-down. That’s what we mean by precision.
Curate exact skill paths to take your teams to the next level.
There’s no one-size-fits-all solution for tech revenue skills. Teams are made up of beginners, gurus, and everything in between. Build custom learning programs that take to the next level, one “level up” at a time.
Learn by doing with hands-on exercises and projects.
Turn knowledge into revenue-generating skills with hands-on learning. Interactive exercises, projects, and live application move you closer to higher win rates, greater quota participation, and more revenue.
Personalized skill development for each unique individual.
Every individual has different skill gaps, different skill levels, and different challenges. Curate the exact skill building program that takes each person to THEIR next level.
Upskill and reskill new hires and new promotions
Integrate carefully-curated learning programs into your existing onboarding program. Build promotion-readiness paths that prepare your people to crush their next role.
sales Transformation: turn frontline managers into top producing leaders.
It’s not just reps. Everything rises and falls on your management layer. Yet, most managers are either first-time leaders, or haven’t received sales management training. Build the skill capacity of your frontline team, and watch the compounding ripple effects grow your revenue.
What you really get out of this
Upskill your team on precise skills like quantifying pain, writing business cases, multi-threading, creating champions, and literally hundreds of “long tail” exact skills.
Address every role, topic, and skill-level with precision.
Curate exact skill paths to take your teams to the next level.
Learn by doing with hands-on exercises and projects.
Personalized skill development for each unique individual.
Upskill and reskill new hires and new promotions
Transform your frontline managers into top producing leaders.
Rollout. Adopt. Reinforce. Operationalize.
Our professional services team works side by side with you to curate skill-building programs, roll them out successfully, reinforce learning into revenue-generating action, and operationalize skill building into your team’s rhythm.
Training Your People Will RAVE About, Not Dread.
"Find problems customers are willing to fund!"
“I watched SaaS Discovery Masterclass from start to end. For anyone considering it, I cannot recommend it highly enough. It provides a fantastic structure for great SaaS discovery. Plus, specific, word-for-word questions that help you uncover the business problem a customer is trying to solve. The techniques help you find problems that customers are willing to fund, and create urgency by opening your client’s eyes to the full scope of their problem."
Oliver Bailey, Senior Account Executive, Ebsta
"Your commission checks will thank you!"
"Chris is one of the best coaches I’ve come across in 20 years of selling. He offers thoughtful and actionable advice that is clear, concise, and impactful. His approach to asking “negative impact questions” has been a game-changer for my discovery calls, helping me drive urgency, uncover quantifiable business pain, and win more business. Whether you’re new to SaaS sales, or you’re experienced, I highly recommend taking his courses. Your commission checks will thank you!”
Dan Woodhead, Sr AE, Calendly
"I'm winning opportunities I would have otherwise lost"
"In the world of SaaS sales, we know that discovery is ongoing throughout every stage of a sales cycle. Chris’s approach to mastering discovery is the golden ticket to understanding a client’s true pain (by “peeling back the layers of the onion”), quantifying the impact, and doing it in a natural way. His discovery trainings have helped me as an AE confidently have conversations around quantifiable impact, leading me to win opportunities I would have otherwise missed. If Chris is teaching it, I’m taking it."
Gretchen Reynolds, AE, Gong
"Higher total contract value already"
"Chris, your discovery masterclass is the best. The negative impact lesson has already helped me move a few deals to the next stage with a higher TCV. I've listened to each lesson probably 2-3x since Saturday. Everything is so actionable. Keep up the amazing work and I look forward to seeing what you come out with next."
Nick Zee, Account Director, LinkedIn
"I now ask questions I never would have thought - or dared to ask."
"There are a few leaders who have shaped me as a sales pro - Chris is one of them. But based on "learnings per minute", Chris is by far number 1. He is a fountain of insight and a true enabler - he won't tell you something before fully exhausting the room's ability to find the answer. His approach to discovery led me to start asking questions I would never have thought - or dared - to ask. And I know WHY I'm asking and how to best phrase questions for maximum impact. I will continue to actively seek out his content."
Nathan Easom, AE, DemoStack
Here’s How Everyone On Your Revenue Team Benefits
Head of Sales
Build the skill capacity you need to increase win rates and grow revenue. Leave behind a legacy of world-class sales excellence.
Head of Enablement
Access high-impact skills training from top-rated subject matter experts so you can build powerful enablement programs without soul-crushing workloads.
Frontline Managers
Build the skills you need to go from “struggling manager” to “future CRO.” Transform your reps’ skills and be known as the leader that truly helped them grow.
Individual Contributors
Grow your skills, attainment, and income to levels you’ve never touched before. Acquire the skills you need to advance your career and break the curve.
People Leaders
Build a world-class learning & development program for your revenue teams and become revenue’s most-loved business partner.
Ready to upskill your revenue team?
Build revenue-generating skills. Onboard new hires.
Equip your people with career-changing skills.
Motivating and Inspiring Others
Navigating Complex Orgs and Buying Processes
Verbal and Written Communication