Create More Pipeline

Is pivoting to an outbound-led sales motion key to your growth this year? We’ll help you fill the top of your sales funnel by:

  • Scaling a common language & standardized prospecting approach
  • Reducing reliance on inbound (and get AEs self-sourcing more pipeline)
  • Building a culture of hunters who excel at opening and closing net-new logos
Trusted by world-class reps and sales teams 

What Sales Leaders Are Saying…

  • “I've had the pleasure of working with Jason while at two separate organizations. During both engagements and after, we saw immediate results of improved prospect engagement, conversion rates, and just confidence across the team. I highly recommend working with Jason. He's a master of his craft, and it's both a pleasure and time well spent!”

    Mark Wilchynski, VP of Sales @ ZoomIn

  • “I could not be happier with the results or the way my team embraced the training and Jason, as a person. He's real, unassuming, and still a sales prospecting ninja! We've signed him to a second engagement with a third in the works. I cannot say enough good things about JBAY. Love this dude!”

    John Jensen, RVP Strategic and Enterprise Inside Sales at Gong

  • “Bringing Jason in was a fabulous investment for my team of 25 outbound BDRs and inside sales team. We saw a bump remarkably fast--both in the number of meetings booked and the size of the opportunities generated by those meetings. Jason was relentlessly helpful throughout the six-week training. We truly had a partner, not a trainer, in leveling up our team. I can't recommend him or his services more highly.”

    Lydia Winn, Sales Development Director at GoGuardian

  • “During the 6-week training, Jason showed our team what world-class outreach looks like, which helped us identify where our best opportunities for improvement were. In the weeks following the training, we noticed a marked uptick in engagements with quality ICPs by artfully incorporating personalized messaging into live phone conversations and voicemails. I highly recommend Outbound Squad to help boost your sales team's ability to outbound prospect!”

    Marlon Gallimore, VP of Global Revenue Growth/Sales Development @ Hyland

  • “In as little as 8 weeks, our team worked with Jason to create a new playbook that covers process, phone messaging, email messaging, and more that was totally tailored to our business. The results are early, but we are seeing more meetings, faster training and the feedback from the whole org on the playbook is WOW this is AMAZING.”

    Rob B. Anderson, Inside Sales Director at Gong

  • “Despite his unfamiliarity with our specific industry, Jason effectively collaborated with us to develop tailored messaging and content that resonated with our team's needs and our target market. His ability to facilitate live sessions and breakout rooms fostered collaboration and critical thinking, resulting in a valuable playbook for our team's ongoing success.”

    Caitlyn McCrimmon, VP of Sales @ Transect

  • “Jason and his team invested significant time before our event to thoroughly grasp our business and understand the nuances of our market approach. The training was not only relevant but also tailored to our specific needs…my team left feeling energized and equipped with numerous actionable insights gleaned from Jason's examples.”

    Stephanie Matchus, Director of Sales @ Lighthouse

  • “I can't recommend Jason highly enough for anyone needing outside expertise to improve their team's outbound selling capabilities. Jason's ability to customize to our organization's unique sales message and his connection to modern outbound selling trends was a great way to refresh our team's approach. Excellent reviews from our team, and we've seen a quick tangible impact.”

    Cary Dunning, VP of Sales @ Brooksource

  • “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. Jason set aside additional time with leaders to make sure we understood how to properly enable and coach our reps on his content. Can not recommend enough!”

    Bert Brokaw, Director of Sales Development @ Rippling

  • “Jason has been fantastic to work with. My team thoroughly enjoys working with him to architect training around outbound selling techniques. We've seen fantastic results. Jason has an infectious energy that is both reinvigorating and fun for sales teams and leaders. I couldn't recommend him more to your sales organization.”

    John Causa, President @ Brooksource

  • “I wholeheartedly endorse Jason from the Outbound Squad as the ideal choice for training your sales team, whether they are novice BDR/SDRs or seasoned experts. Jason is an exceptional trainer who possesses a deep grasp of the sales process and excels as a magician in the realm of prospecting, moving deals forward, and closing.”

    Bindu Crandall, Chief Marketing Officer @ Navisite

  • “We hired Jason Bay at Navisite to optimize our cold calling efforts and empower our ‘green’ BDR team. His engaging and bespoke training program exceeded our expectations and was, hands down, the best sales training I’ve ever attended. Jason's impact was evident, with a 135% growth in cold call meetings booked since we started working with him.”

    Kelsic Pross, Director of Business Development @ Navisite

  • “Throughout my years in sales, I have sat through MANY different sales trainings. Above & Beyond - Jason's training was the most practical, useful, and created the least amount of friction to enforce.”

    Jim Vandy, Director of Sales @ GoGuardian

Sound familiar?

If you're like most of our SaaS clients, inbound has gotten you this far—but it won’t get you to the next level of growth.
You need to…
Pivot to outbound.
Inbound won’t get you to the next level. More of your revenue mix needs to come from outbound to hit growth targets.
Move up-market.
Landing larger logos is key to growth. And decision-makers at larger enterprise accounts don’t fill out demo requests.
Expand and cross-sell.
You’re launching new products & services. Reps need to excel at multi-threading and going “outbound” into existing customers.
Get AEs self-sourcing.
AEs need to self-source more opportunities to increase pipeline coverage and reduce reliance on marketing and SDRs.

The Problem

You’re not confident the sales org. will make this crucial shift to outbound fast enough to hit your revenue targets.
Culture shift.
Your organization has never prioritized outbound, and a major culture shift is needed across the team (especially those AEs who haven’t done outbound in years).
Standardization.
Your team doesn’t speak a common language or follow a standardized approach to breaking into net-new logos. 
Enablement.
Your enablement team is great, but they don’t have modern playbooks and training to help reps with outbound.
Leadership.
Your front-line leaders aren’t equipped with the skills to train, coach, and reinforce modern outbound practices with their reps.

What are your options?

DIY
You could build an outbound program from scratch with sales leaders and enablement. Take tribal knowledge from every training, course, podcast, webinar, etc. they’ve ever watched and start gathering everything into one place.
The Result
Your team wastes months (or quarters) spinning their wheels. You don’t see results. And you waste precious time you can’t get back.
New Sales Methodology
You could train up the team on Sandler, Challenger, Force Management, MEDDICC, Value Selling, etc. And do a year-long rollout across the entire go-to-market team to get everyone on the same page.
The Result
We love all of the above mentioned methodologies. But your reps don’t need another methodology to follow—they need tactics. Frameworks, talk tracks, and the soft skills to speak with executives, handle objections, and secure meetings.
Hire Consultants
You could spend six or seven figures and hire a consulting firm. Then wait 6 months for a 50+ page strategy document your team will have to invest months into making actionable.
The Result
The “strategy” isn’t tactical enough for reps to immediately execute on to land meetings with qualified buyers. And leaders get ZERO training on how to reinforce and create long-lasting habits across the sales team.
DIY
You could build an outbound program from scratch with sales leaders and enablement. Take tribal knowledge from every training, course, podcast, webinar, etc. they’ve ever watched and start gathering everything into one place.
The Result
Your team wastes months (or quarters) spinning their wheels. You don’t see results. And you waste precious time you can’t get back.
New Sales Methodology
You could train up the team on Sandler, Challenger, Force Management, MEDDICC, Value Selling, etc. And do a year-long rollout across the entire go-to-market team to get everyone on the same page.
The Result
We love all of the above mentioned methodologies. But your reps don’t need another methodology to follow—they need tactics. Frameworks, talk tracks, and the soft skills to speak with executives, handle objections, and secure meetings.
Hire Consultants
You could spend six or seven figures and hire a consulting firm. Then wait 6 months for a 50+ page strategy document your team will have to invest months into making actionable.
The Result
The “strategy” isn’t tactical enough for reps to immediately execute on to land meetings with qualified buyers. And leaders get ZERO training on how to reinforce and create long-lasting habits across the sales team.
results

Why world-class sales teams choose Outbound Squad

You get a blend of customized playbook creation, tailored training, and reinforcement for your leaders. And an outbound system proven to work across many different industries and personas.
The result: You make measurable progress on your revenue targets in just 8-10 weeks (or less)
9X
Amount healthcare AE team increased the # of meetings landed from cold outreach
42%
Amount quarter over quarter BDR/AE teams increased qualified meetings set by
296.6%
Monday.com's BDR team increased outbound-sourced revenue by 296.6% YoY
47%
Amount month over month BDR team increased qualified meetings set
13%
Brooksource’s 180+ AEs increased connected cold call conversion rates from 22-35%
Book a Call
“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,
Director of Sales Development @ Rippling
How is Outbound Squad different?
  • Tailored
    Our curriculum is customized to fit your team’s needs. You’ll walk away with fully customized playbooks your reps will actually use and reference daily.
    Book A Call
    “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, Director of Sales Development @ Rippling
    “The trainings they provided were not only relevant but also tailored to our specific needs. As a result, my team left feeling energized and equipped with numerous actionable insights gleaned from Jason's examples.”
    Stephanie Matchus, Director of Sales @ Lighthouse
    “The results are early, but we are seeing more meetings, faster training and the feedback from the whole org on the playbook is WOW this is AMAZING.”
    Rob B. Anderson, Inside Sales Director @ Gong
  • Tactical
    We take high-level strategy and make it tactical for reps so they know exactly what to say to prospects to land the meeting. Your reps will walk away from every session with tactics they can immediately implement to land their next big meeting.
    Book A Call
    “I could not be happier with the results or the way my team embraced the training and Jason, as a person. He's real, unassuming, and still a sales prospecting ninja!”
    John Jensen, RVP, Strat & Enterprise Sales at Gong
    “We now have our recipe for success mapped out in a step-by-step framework. Jason gave us the blueprints, and now we've built a prospecting MACHINE that's led to MoM increases in PipeGen.” 
    Ryan Fox, SDR Manager at Carta
  • Leadership-Focused
    Sellers forget almost 90% of information within 30 days of training (Gartner). Leaders have the most impact on long-term outcomes and behavior change. We train your front-line leaders to reinforce the training on a day-to-day basis with the reps.
    Book A Call
    “Jason was responsive and ready to go above and beyond to work with sales leadership to ensure the long-term success of the team. But ultimately, the results speak for themselves and since beginning to work with Jason we have continued to break new team records month-over-month.” 
    Daniel Cole, SDR Manager @ Monday.com
    “We've seen fantastic results. Jason has an infectious energy that is both reinvigorating and fun for sales teams and leaders. I couldn't recommend him more to your sales organization.” 
    John Causa, President @ Brooksource
The Winning Process
We’ve done this with 100+ sales teams of all sizes. If outbound isn’t working for you, it’s likely you haven’t nailed these 7 steps.
Step #1: Nail your niche

Your next best deals look a lot like your last 25-50. Deeply analyze your best closed/won deals and meetings. Then apply the majority of your team’s future efforts to your top few industries, personas, products, use cases, etc.

We’ll help you:

  • Find patterns where your team wins the most
  • Build a tiering strategy to help reps prioritize best-fit accounts
  • Identify potential time-wasters to avoid at all costs
Step #2: Find low-hanging fruit

Pure cold outbound is hard. The majority of your team’s outreach should focus on finding opportunities that sit between inbound demo requests and prospects you have zero connection with. Look for intros, referrals, previous customers, newly hired executives, etc. to warm up your outbound.

We’ll help you:

  • Properly re-engage closed/lost or stalled deals
  • Fully leverage LinkedIn & Sales Navigator to find prospects with a much higher likelihood of responding
Step #3: Fine-tune messaging
The universal language between your reps and prospective buyers is THEIR priorities and problems. When companies grow really fast, they lose sight of this key concept and become way too product-heavy and pitchy in their messaging.

We’ll help you:
  • Build succinct value props to help your prospects immediately “get it”
  • Align the GTM team on a common language to use when speaking to prospects via phone, email, social, etc.
Step #4: Build a repeatable contact strategy
Random acts of prospecting lead to poor outcomes. You need proven sequencing strategies that outline exactly how many calls, emails, and social touches to make before moving on.

We’ll help you:

  • Develop multi-channel sequences to maximize contact rates
  • Build a tiering system to help reps understand the amount of effort to spend on different types of personas
  • Stop wasting time on prospects least likely to engage
Step #5: Channel Mastery (Phone + Email + Social)

No channel is dead. And no channel is better than the other (although we love the phones at Outbound Squad). It’s about leveraging all channels and making them work together.

We’ll help you:

  • Nail the first 60 seconds of the cold call (where 80% of cold calls die)
  • Engage prospects with effective questions to secure the meeting
  • Get 80%+ show rates to meetings set
  • Use the Reply Method™️ cold email framework for double-digit reply rates
  • Implement a social selling strategy to land meetings on LinkedIn (without building a personal brand)
Step #6: Document

Your sales org. needs to see what good likes. Most sales teams either a) fail to properly document or b) go overboard by building 50-100+ pages of documentation that never gets used or updated.

We’ll help you:

  • Build a customized playbook (that won’t get tossed in the “trash”)
  • Reduce ramp time for future reps
  • Standardize what good looks likes (scorecards, etc.)
Step #7: Reinforce

This is where most sales training fails. Sellers forget almost 90% of information within 30 days of training (Gartner).

We’ll help you:

  • Properly train your front-line leaders on how to reinforce the training with their reps
  • Build a coaching culture where reps learn how to coach themselves