Jason Bay

CEO

Seattle, Washington, United States8 yrs 10 mos experience
Highly Stable

Key Highlights

  • Increased outbound-sourced revenue by 296.6% YoY for clients.
  • Trained sales teams for top companies like Shopify and Gong.
  • Developed tailored outbound strategies for diverse organizations.
Stackforce AI infers this person is a B2B sales enablement expert with a focus on outbound strategies.

Contact

Skills

Core Skills

Sales DevelopmentOutbound SalesSales TrainingMarketing StrategySales ManagementTeam Leadership

Other Skills

Social SellingConsultative SellingCold CallingInside SalesCold emailVideo prospectingPersonalization at ScaleEmail outreachSocial media marketingLead generationStrategic partnershipsBrandingTeam managementSalesMarketing

About

Most sales orgs don't have a closing problem. Reps need more quality at-bats. Pipeline is thin. And sales is getting harder. Inbound has gotten you this far—but you won’t hit revenue targets this year and next if you wait for inbound leads to roll in. Sales leaders we work with want to: 1) Pivot the org. to an outbound-led sales motion 2) Move up-market to win larger logos and secure meetings with execs 3) Expand, cross-sell, and multi-thread into existing customers 4) Get AEs self-sourcing more pipeline to reduce reliance on marketing/SDRs This will require: ✅ Culture Shift: Shifting from an inbound to an outbound mindset/culture ✅ Standardization: Rallying the org around a common approach to breaking into net-new logos ✅ Programs: Build a long-lasting PipeGen enablement program with modern playbooks ✅ Leadership Training: Enable front-line leaders to reinforce and coach reps This is exactly what we’ve helped the fastest-growing sales teams in the world with (like Shopify, Gong, Zoom, Medallia, Rippling, Hyland, and more). 📈 Our client's results: • Medallia’s Healthcare AE team increased the # of meetings landed from cold outreach by 9x • GoGuardian’s BDR/AE teams increased qualified meetings set by 42% QoQ • Monday.com's BDR team increased outbound-sourced revenue by 296.6% YoY • Orca Security’s BDR team increased meetings set by 47% MoM • Navisite’s BDR team increased meetings landed from cold calls by 135% • Brooksource’s 180+ AEs increased connected cold call conversion rates from 22-35% + many more “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...cannot recommend enough!” — Bert Brokaw, Director of Sales Development @ Rippling ⭐️ Our unique approach: • Tailored Content: No cookie-cutter training—everything is customed to your org. • Custom Playbooks: We'll create and document a standard outbound approach for your org. • Front-Line Leaders: We train your reps and your leaders (where you get the real ROI) • Measurable Results: Our clients achieve measurable results in meetings, pipeline, and $$$ ——————————————— Are you an enablement or sales leader looking for training & coaching to help your reps create more quality pipeline and win more deals? Let's chat. ✉️ Email: jason@outboundsquad.com 🔗 Website: https://outboundsquad.com/ Or DM me here.

Experience

8 yrs 10 mos
Total Experience
2 yrs 2 mos
Average Tenure
2 mos
Current Experience

Pavilion

Member

Mar 2026Present · 2 mos · Seattle, WA

Salesforce

Sales Influencer

Apr 2024Dec 2024 · 8 mos

  • Recognized by Salesforce as a top 27 sales influencer to follow in 2024.

Outbound squad

CEO

Jan 2017Present · 9 yrs 4 mos

  • We've had the opportunity to partner with several world-class sales teams at companies like Gong, Rippling, Medallia, Zoom, Monday.com, GoGuardian, Shopify, and many more.
  • Sales leaders come to us to help their sales teams turn complete strangers into paying customers. Currently, our curriculum covers these topics for SDRs/BDRs and Account Executives:
  • Outbound:
  • ▶︎ Cold email
  • ▶︎ Cold calling
  • ▶︎ Social selling
  • ▶︎ Video prospecting
  • ▶︎ Personalization at Scale
  • Selling:
  • ▶︎ Discovery
  • ▶︎ Demos
  • ▶︎ Multi-threading
  • ▶︎ Objection handling
  • ▶︎ Negotiation
Social SellingConsultative SellingSales DevelopmentCold CallingInside SalesOutbound Sales

Chamber ds, inc

Director of Marketing

Jan 2015Jan 2015 · 0 mo · Portland, Oregon Area

  • ▶︎ Spearheaded the launch of their outbound campaign
  • ▶︎ Conducted outbound cold outreach campaigns to secure meetings with the largest marketing agencies across North America
  • ▶︎ Lead marketing, branding, lead generation, and strategic partnership initiatives
  • ▶︎ Specialized in mobile app marketing and app-based businesses
Sales DevelopmentCold CallingOutbound SalesMarketing Strategy

Jason bay consulting

Owner

Jan 2014Jan 2017 · 3 yrs · Portland, Oregon

  • ▶︎ Run successful outbound selling campaigns through email, cold calling, and social media
  • ▶︎ Helped launch first-time inside sales teams and call centers to establish metrics, hiring processes, and putting leadership in place
  • ▶︎ Helped small and medium-sized businesses create sustainable revenue growth in their product and service-based companies.
Sales DevelopmentCold CallingOutbound Sales

National services group, inc.

Marketing Director & Corporate Sales Trainer

Jan 2011Jan 2013 · 2 yrs · Orange County, California Area

  • ▶︎ Created a marketing department and outbound call center from scratch
  • ▶︎ Managed 15-30+ outbound reps and a Sales Manager
  • ▶︎ Appointments contributed to multiple 7-figures in revenue (10%+ overall company growth)
  • ▶︎ Ran 50+ sales trainings around the United States for nearly 1,000 new sales hires
  • ▶︎ Gave training talks and ran workshops to groups of nearly 200 Sales Managers
Cold CallingSales TrainingOutbound Sales

College works painting

3 roles

Vice President of Sales

Jan 2010Jan 2011 · 1 yr · Oregon, United States

  • ▶︎ Our team received "Top Gun" honors (their version of President's Club)
  • ▶︎ Responsible for the training, management and success for our team of Sales Managers
  • ▶︎ Hired and worked with Subcontractors across the state of Oregon
  • ▶︎ Ran group sales trainings for the entire state of Oregon
Cold CallingSales ManagementTeam Leadership

Senior Sales Manager

Promoted

Jan 2008Jan 2010 · 2 yrs · Oregon, United States

  • ▶︎ Received "Top Gun" honors (their version of President's Club)
  • ▶︎ Revenues exceeded $525,000 in 2010 (210% attainment), finished top 10/120 sales managers
  • ▶︎ Revenues exceeded $550,000 in 2009 (220% attainment), finished top 5/100 sales managers nationwide
  • ▶︎ Recruited and hired over 55 new sales reps, coaching and consulting their book of business
  • ▶︎ Developed and helped lead marketing and sales trainings for over 300 new hires
  • ▶︎ Strategized, planned and implemented new lead generation practices for the Oregon division
Cold CallingSales ManagementTeam Leadership

Branch Manager

Jan 2008Jan 2008 · 0 mo · Oregon, United States

  • ▶︎ Finished #1 in my division and in the top 25 nationwide among 700+ other sales reps
  • ▶︎ Revenues exceeded $101,000 in the summer (202% attainment)
  • ▶︎ Ran the largest branch in the state of Oregon that year, receiving Branch Manager of the Year Honors
  • ▶︎ Responsible for 8 employees
  • ▶︎ Implemented successful grassroots marketing campaigns (AKA I did a sh*t ton of door-to-door)
  • ▶︎ Successfully managed 37 painting projects from start to finish
Cold CallingSales ManagementTeam Leadership

Education

Oregon State University

Marketing

Jan 2008Jan 2011

Southern Oregon University

Criminology

Jan 2007Jan 2008

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