Our GTM Enablement team sits at the center of how Outreach's GTM organization performs, turning strategic priorities into the programs, training, and coaching that drives confident execution. We partner closely with GTM leadership and Product and Product Marketing to build systems that scale with the business rather than one-off initiatives. We measure ourselves by the adoption and business results our programs actually drive. We're curious about how AI can sharpen coaching, surface adoption risk earlier, and free up more of our time for the strategic work that moves the business forward.
The RoleOutreach is a leader in AI Revenue Orchestration software and one of the fastest-growing technology companies in the country. In order to sustain our success, we must continue to set up our internal teams for excellence. This role partners closely with senior leaders and their enablement partners to turn strategic priorities into repeatable, data backed programs that scale with the business. You will build durable, scalable systems and apply structured change management to drive lasting adoption and measurable impact on GTM KPIs.
AI is becoming part of how enablement works day to day. You'll use it to spot patterns in calls and surface coaching insights faster, ensure the right content reaches reps at the moment they need it, and design programs to free up time for strategic priorities and work.
Location: Remote, United StatesYour Daily Adventures Will Include:
Lead GTM enablement for key strategic programs, each with a clear KPI, a sustainable operating cadence, and a change management plan (e.g., ADKAR or similar) to drive adoption past initial rollout.
Define program charters and success metrics with GTM leadership.
Report program impact against KPIs such as pipeline generation, quota attainment, and win rate.
Incorporate programs and processes into a sustainable onboarding motion that gets new hires to full productivity as quickly as possible.
Enable reps to consistently articulate our value to customers through a sustained coaching motion that reinforces our sales methodology.
Support a manager-led coaching program and drive a recurring storytelling improvement cadence tied to win-rate and quota-attainment data.
Maintain competitive resources, including battlecards and job aids, as they pertain to your programming.
Ensure sales teams have the content and tools to support conversations to execute the strategic priorities throughout the sales process.
Track adoption and revenue KPIs post-rollout.
Provide timely, easy access to the information reps need to do their jobs.
Manage a content management platform and system of content on processes, motions, and priorities.
Promote a culture of data-driven continuous improvement and recognition.
Monitor enablement completion and usage data alongside sales production data to identify top performers and learning or performance gaps.
Partner with sales and CS leadership to close those gaps and validate that program changes move the intended KPIs.
Strategic Program Ownership & Change Management
Onboarding & Ramp
Skill Training & Coaching
Competitive Enablement
Sales Motion Excellence
Internal Communications
Continuous Improvement
Our Vision of You
3+ years developing learning programs for sales or revenue teams or equivalent experience.
3+ years of experience working in a SaaS organization.
Experience in leveraging AI in coaching, content delivery, and program measurement.
Prior experience with LMS & CMS platform[s].
Experience designing programs built for long-term sustainability and scale, not just one-time rollouts. A passion for the learner experience and familiarity with adult learning theory.
Experience applying structured change management methodologies (e.g., the ADKAR model or similar) to drive adoption of new programs, tools, or processes.
Ability to define, track, and analyze KPIs tied to enablement programs (e.g., ramp time, quota attainment, adoption rates), and use data insights to drive decisions.
Experience working in rapidly changing and dynamic environments.
Exceptional communication skills and a successful history of cross-functional collaboration.
Ability to balance a focus on measurable outcomes with empathy for people, customers, and the business.
Understanding of different sales methodologies (e.g., Challenger Sale, Command of the Message).
Involvement in sales enablement groups (e.g., Sales Enablement Society).
Kirkpatrick, Gagne, and Bloom mean something to you.
Experience using Outreach.
Experience with AI powered two way role play
Nice to Haves
Skills Required
- 3+ years developing learning programs for sales or revenue teams, or equivalent experience
- 3+ years of experience working in a SaaS organization
- Experience leveraging AI in coaching, content delivery, and program measurement
- Experience with learning management system and content management system platforms
- Experience designing sustainable, scalable programs rather than one-time rollouts
- Passion for learner experience and familiarity with adult learning theory
- Experience applying structured change management methodologies, such as ADKAR
- Ability to define, track, and analyze enablement KPIs such as ramp time, quota attainment, and adoption rates
- Experience working in rapidly changing and dynamic environments
- Exceptional communication skills and successful cross-functional collaboration experience
- Ability to balance measurable outcomes with empathy for people, customers, and the business
- Understanding of sales methodologies such as Challenger Sale or Command of the Message
- Involvement in sales enablement groups such as the Sales Enablement Society
- Knowledge of Kirkpatrick, Gagne, and Bloom learning frameworks
- Experience using Outreach
- Experience with AI-powered two-way role play
Outreach Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Outreach and has not been reviewed or approved by Outreach.
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Parental & Family Support — Parental leave is described as unusually generous, including extended leave and distinctive transition support such as a paid night nurse option and food delivery. Family-oriented benefits are repeatedly positioned as a standout part of the overall package.
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Healthcare Strength — Medical, dental, and vision coverage is described as comprehensive, with the employer covering a majority of premiums in many cases. Mental health support and an EAP for confidential counseling are also included as part of the health offering.
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Equity Value & Accessibility — Equity (stock options/RSUs) is commonly included as part of total compensation and is framed as a meaningful component of rewards. For some roles, equity is viewed as a notable source of upside that complements cash compensation.
Outreach Insights
What We Do
Outreach is the number one sales engagement platform. Using advanced machine learning and AI to automate and prioritize customer touchpoints, Outreach dramatically increases sales reps' effectiveness and ability to drive smarter, more insightful engagement with their customers. We're on a mission to make every customer-facing rep wildly productive.
Why Work With Us
We balance explosive growth with unwavering values. We believe in agility, but we don't compromise on high standards or delivering the best quality. Everyone truly wants to do the right thing. At Outreach, you are not only permitted to own your business, but expected to. If you're excited by ownership, you'll fit right in. You will never be bored.
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