FREE COURSE + WORKBOOK

Outbound Masterclass

Outbound isn't dead, but it's broken. Learn how top reps are booking meetings and building pipeline in the AI era.

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Trusted by sales teams at

Shopify Gong Zoom Rippling iHeartMedia

Outbound is harder than it's ever been

<1% cold email reply rates
<4% cold call pickup rates

It's never been easier for buyers to ignore you and your entire sales org. Your cold calls go straight to voicemail (or AI gatekeepers). And your cold emails end up in spam.

The irony is oh so painful...the sales engagement tools (Outreach, Salesloft, etc) designed to make outbound easier have made it exponentially harder. And it feels impossible to get the attention of our buyers right now.

The game has fundamentally changed. Not incrementally. Fundamentally.

The old way doesn't work anymore

Predictable Revenue is dead

It doesn't work anymore for SDRs to do all the outbound for Account Executives. Everyone needs to own pipeline generation.

Mass blast is over

Outbound has traditionally been a volume sport. That approach died. You must master 1:1 conversations with buyers to secure meetings.

Buyers don't want to meet

75% of buyers prefer a rep-free buying experience (Gartner). We must lead with offers that give buyers value in first meetings, not pitches.

Here's what's working right now

Our approach is battle-tested with 250+ sales teams. And our studies across 20,000+ reps show that top reps book 5-8x more qualified meetings than average reps. We built a simple methodology called Too Good To Ignore to help you apply these learnings.

Here are the three parts:

Disqualify

We must ruthlessly disqualify opportunities unworthy of our energy, time, and attention.

Offer

We must be consultative and make strategic "gives" to buyers early and often to earn their time.

Provoke

We must engage buyers with a strong point of view on their problem that compels action now.

Course Outline

15 modules. 3 hours. Everything you need to build a qualified pipeline through your outbound outreach.

PART 1

Foundation

Build the messaging and targeting strategies to set yourself up for success.

  • Module 1: The State of Outbound
  • Module 2: The Outbound Equation: How to scale outbound
  • Module 3: Disqualify: Why saying no is the single most important step in outbound
  • Module 4: Messaging: A framework that stops buyers in their tracks
PART 2

Reason To Meet

Find a compelling reason to meet that shows the buyer you're worth their time.

  • Module 5: Offer: How to make prospects feel irresponsible for saying no
  • Module 6: Triggers: Be timely and increase response rates by 5x
  • Module 7: Leveraging AI: How to eliminate busywork
  • Module 8: Omnichannel: The contact strategy to break through the noise
PART 3

World-Class Execution

Put everything together and master the skills to book meetings.

  • Module 9: Phone Mastery (part 1): Nailing the initial call
  • Module 10: Phone Mastery (part 2): Handling your toughest objections
  • Module 11: Phone Mastery (part 3): Dealing with gatekeepers and leveraging voicemail
  • Module 12: Email Mastery (part 1): How the top 10% of reps achieve double-digit reply rates
  • Module 13: Email Mastery (part 2): Advanced subject line formulas & follow up strategies
  • Module 14: Weekly Rhythm: Operationalizing everything into a simple workflow
  • Module 15: Closing + next steps
BONUS

Interactive Workbook

This isn't a summary PDF. It's a working document with exercises for every module.

  • Implement all of the learnings from the course
  • ICP fit exercise to disqualify and avoid wasting hours pursuing bad-fit accounts
  • Step-by-step instruction on how to leverage AI as your personal assistant to eliminate most busywork
  • Build custom cold call talk tracks to control the conversation with prospects
  • Sequence design kit to own the inbox with best practices from 85M+ cold emails we studied with Gong
  • An offer builder to make prospective buyers feel irresponsible for ignoring you
  • And much more
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OUTBOUND
MASTERCLASS
Workbook

Who This Course Is For

SDRs and BDRs

You're on the phones and in the inbox every day. This gives you a repeatable system that books more meetings with less effort.

Account Executives

You need to self-source pipeline. This teaches you how to prospect like a pro without feeling like a telemarketer.

Sales & Enablement Leaders

You need your team generating pipeline consistently. This gives you the methodology and coaching framework to make it happen.

Jason Bay

Meet Jason Bay

CEO, Outbound Squad

The team and I are on a mission to help reps and sales teams turn strangers into paying customers. Sales is the only "adult job" I've ever had. And I've done everything from selling house painting services door to door, running outbound call centers, to helping thousands of reps become world-class sellers. I'm excited for you to check out the Outbound Masterclass.

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What sales reps and leaders are saying

"As a direct result of the training, we've seen a 25% increase in conversion rates across all teams! The adoption of these new tactics has been off the charts."

Diana Gates

Diana Gates

Head of Sales Development, Shopify

"When building out our SDR outbound team at Rippling, we shopped around for a variety of sales trainers, but were unable to find a solution that was TRULY tailored towards outbound SDRS - then we found Outbound Squad."

Bert Brokaw

Bert Brokaw

Senior Director of Sales Development, Rippling

"They'll flip the way your team starts new conversations. You'll see lights go off when you apply their approach."

Kris Foley

Kris Foley

Division President, iHeartMedia

"Outbound Squad helped boost my confidence exponentially in cold-outreach as an Account Executive!"

Caitlin Fields-Hearn

Caitlin Fields-Hearn

Account Executive, Houzz

"We now have our recipe for success mapped out in a step-by-step framework. Outbound Squad gave us the blueprints, and now we've built a prospecting MACHINE that's led to MoM increases in PipeGen."

Ryan Fox

Ryan Fox

SDR Manager, Carta

"The result I'm most proud of is actually being able to break into three of my top accounts at the executive level. That's huge for me, I have only 15 strategic accounts."

Matt Rogers

Matt Rogers

Strategic Account Executive, Neo4j

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Frequently Asked Questions

It's 3 hours of the best content you'll find on booking meetings and building qualified pipeline. You could spend hours, weeks, months piecing together podcasts and LinkedIn content. Or you could take this course for free.

Yes. Our mission is to get our best content in the hands of every rep & manager in SaaS. We don't believe in charging for courses. Our hope is that you love this course so much you beg your leadership to bring us in to customize it for your org.

No other firm out there specializes in outbound pipeline generation like we do. Nor do they have the evidence to back it up. We've helped 250+ sales teams and 20,000+ reps. The testimonials, case studies, and results speak for themselves.