Course
Sink or Swim
over 2,000+
Learners
Learn the 30, 60, and 90 day action plan great sales managers use to build trust, avoid early mistakes, create momentum, and step into leadership with confidence.
Chris Orlob
Founder and CEO of Caliber (formerly pclub.io)
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 improvising your first 90 days and start leading with a plan that earns trust fast
The first 90 days in a sales management role can define your credibility, team trust, and leadership trajectory. This course gives new and newly placed sales managers a practical operating plan for diagnosing the business, avoiding common traps, communicating with stakeholders, and creating early momentum without rushing the wrong changes.
Before this course:
You are unsure what to prioritize in your first 30, 60, and 90 days
You feel pressure to prove yourself before you fully understand the team
You risk making changes too quickly or executing randomly
You under-communicate with your boss, team, or cross-functional partners
You lack a clear plan for building trust while creating business momentum
After this course:
You know the six common first-90-day mistakes to avoid
You follow a clear plan for your first 30 days in role
You build an observations deck and strawman priorities with confidence
You align with your boss and team before rolling out major changes
You create quick wins, demonstrate momentum, and build the foundation for stronger management performance
MEET YOUR MENTOR
Chris Orlob
Chris Orlob is the Founder and CEO of Caliber (formerly pclub.io), a revenue skill transformation platform built for modern revenue teams. Before founding Caliber, Chris helped Gong grow from $200K to $200M in revenue and reach a $7.2 billion valuation.
Across his career, Chris has seen what separates managers who earn trust quickly from managers who lose credibility early. His approach to sales leadership emphasizes diagnosis before action, structured communication, and the operating rhythms that help managers create sustainable performance instead of short-term chaos.
Inside Sink or Swim, Chris gives sales managers a step-by-step path for the most important transition window in leadership. You will learn what to do, what to avoid, and how to turn your first 90 days into a stronger foundation for team performance and long-term revenue leadership.
Course Overview
2
Six Deadly Mistakes to Avoid in Your First 90 Days
3
Your First 30 Days in Six Easy Steps
4
The 31-60 Day Waterfall
6
Beyond Your First 90 Days
Course info
Level
Intermediate
Topics
Manager
Run Time
2h 19m
Course Resources
One Pager | Sink or Swim
One Pager | Your First 30 Days
One Pager | 31-60 Day Waterfall
One Pager | Days 61-90
Trusted by top performers at…
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Everything you get to build revenue skills that compound
Access the courses, practice tools, certifications, community, and expert coaching designed to turn learning into measurable performance.
What’s included
Every Course & Transformation Path
Master the core skills that drive stronger conversations, better decisions, and measurable revenue performance.
Certifications That Pay
Earn credentials that signal growth, sharpen your expertise, and support your next career move.
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 simulations that let you rehearse real workplace conversations, objections, and high-stakes moments.
Private Skill Stacker Community
Network with ambitious professionals 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 practitioners — get direct feedback, guidance, and accountability on your goals.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, operators, and experts 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 quarterly plan, though you are welcome to cancel any time.
What’s included
Every Course & Transformation Path
Master the core skills that drive stronger conversations, better decisions, and measurable revenue performance.
Certifications That Pay
Earn credentials that signal growth, sharpen your expertise, and support your next career move.
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 simulations that let you rehearse real workplace conversations, objections, and high-stakes moments.
Private Skill Stacker Community
Network with ambitious professionals 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 practitioners — get direct feedback, guidance, and accountability on your goals.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, operators, and experts 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
Included with the annual plan, so you can join with confidence.
If you hired a top coach, invested in elite courses, and bought one-on-one mentorship, you’d spend over $10,000. Inside pclub.io, you get it all for less than the cost of one dinner out per week.
What’s included
Every Course & Transformation Path
Master the core skills that drive stronger conversations, better decisions, and measurable revenue performance.
Certifications That Pay
Earn credentials that signal growth, sharpen your expertise, and support your next career move.
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 simulations that let you rehearse real workplace conversations, objections, and high-stakes moments.
Private Skill Stacker Community
Network with ambitious professionals 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 practitioners — get direct feedback, guidance, and accountability on your goals.
Live Course Author Bonus Training Sessions
Learn directly from CROs, founders, operators, and experts 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
Included with the annual plan, so you can join with confidence.
If you hired a top coach, invested in elite courses, and bought one-on-one mentorship, you’d spend over $10,000. Inside pclub.io, you get it all for less than the cost of one dinner out per week.
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FAQ
Who is pclub built for, and what makes it different from other sales training?
pclub 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 pclub apart is the system behind it. Most sales training is a one-time event taught by outdated trainers with no real-world credibility. pclub 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 pclub 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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