Principal Sales Trainer

About Outreach

Outreach, founded in 2014, is the only complete AI Revenue Workflow Platform that helps sales leaders benefit from connected account visibility, performance insights, and higher forecasting accuracy across every GTM team. Outreach infuses agentic AI to power 100s of use cases across sales motions. From new logo prospecting to renewal and expansion, Outreach AI automates workflows and frees sellers to focus on more strategic conversations and actions. Global organizations use Outreach to power their revenue teams, including SAP, Siemens, Snowflake, ZoomInfo, and Verizon to name a few. To learn more, please visit www.outreach.io.

About the Role 

Are you passionate about helping sellers excel and thrive in a fast-paced, customer-obsessed environment? Do you love combining data, coaching, and enablement strategy to drive measurable impact? We’re looking for a Sales Trainer & Coach to join our dynamic Outreach Enablement team and help our revenue organization unlock its full potential. 

Why This Role Matters 

Outreach is the only workflow-first Sales Execution Platform that Sales and Rev Ops leaders use to design, measure, and improve seller workflows. Built on the world’s largest foundation of customer interactions and go-to-market team data, Outreach gives teams the tools they need to design, execute, and continuously improve a revenue strategy that is disciplined, achievable, and optimized for every stage of the customer journey.  

At Outreach, we’re on a mission to change the way revenue teams sell. Our enablement team is at the heart of this transformation, empowering sellers with the skills, tools, and confidence they need to succeed all powered by our AI Revenue Workflow Platform. As a Sales Trainer&Coach, you’ll directly impactpipeline growth, conversion rates, and revenue attainment by equipping our sales teams to deliver more effective conversations and stronger customer outcomes. 

Location: This position will be hybrid in Atlanta or Seattle. We may also be open to remote candidates within the United States. 

• Coach sellers 1:1 and in groups on call execution, deal strategy, and opportunity management.  
• Partner with sales leadership to identify skill gaps and deliver targeted coaching plans that move the needle. 
• Design and deliver high-impact training programs that align with Outreach’s go-to-market strategy and selling techniques [consultative selling, closing & negotiation skills, presentation & communication, facilitation, objections, etc]. 
• Leverage data and call insights to personalize coaching and measure performance improvement. 
• Collaborate cross-functionally with product marketing, revenue ops, and enablement peers to create a seamless learning journey. 
• Drive adoption of Outreach on Outreach best practices, showcasing the art and science of selling. 

• 5+ years of experience in sales enablement, coaching, or training within SaaS or B2B sales. 
• Proven success coaching quota-carrying sellers to achieve and exceed revenue goals. 
• Expertise in sales methodologies (e.g., MEDDICC, Challenger, Sandler, BANT or similar). 
• Ability to create engaging learning experiences — from role-plays to workshops to digital content. 
• Comfort working with data and call analytics to inform coaching decisions. 
• Strong relationship-building skills and the ability to influence without authority. 

#LI-AM1

Why You’ll Love It Here

• Flexible time off

• 401k to help you save for the future

• Generous medical, dental, and vision coverage for full-time employees and their dependents

• A parental leave program that includes options for a paid night nurse, and a gradual return to work

• Infertility/ assisted reproductive services benefit

• Employee referral bonuses to encourage the addition of great new people to the team

• Snacks and beverages in the Office, along with fun events to celebrate

• Diversity and inclusion programs that promote employee resource groups like Outreach Women's Network, Latinx community, Outreach Black Connection, AAPI community, Pride/LGBTQIA+, Gender+, Disability Community, and Veterans/Military

Outreach is an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status.

Our success is reliant on building teams that include people from different backgrounds and experiences who can elevate assumptions and ideas with fresh perspectives. We're dedicated to hiring the whole human, not just a resume. To that end, we look for a diverse pool of applicants-including those from historically marginalized groups. We would like to invite you to apply even if you don't think you meet all of the requirements listed below. We don't want a few lines in a job description to get between us and the opportunity to meet you.