Sales Enablement Specialist

About Us

Observe.AI is the leading AI agent platform for customer experience. It enables enterprises to deploy AI agents that automate customer interactions, delivering natural conversations for customers with predictable outcomes for the business.

Observe.AI combines advanced speech understanding, workflow automation, and enterprise-grade governance to execute end-to-end workflows with AI agents. It also enables teams to guide and augment human agents with AI copilots, and analyze 100% of human and AI interactions for insights, coaching, and quality management.

Companies like DoorDash, Affordable Care, Signify Health, and Verida use Observe.AI to transform customer experiences every day by accelerating service speed, increasing operational efficiency, and strengthening customer loyalty across every channel.

Why Join Us
Observe.AI is an AI Agent company in the customer experience industry, building AI Agents that automate interactions, AI copilots that assist in real time, and post-interaction intelligence that drive decisions. We’re operating at the cutting edge of Customer Experience GenAI, where the market opportunity is massive and still being defined.

We’re seeking a Sales Enablement Specialist to lead the design and execution of a best-in-class new hire onboarding and ongoing enablement program for our Go-to-Market (GTM) teams. This role is equal parts strategic program leadership and hands-on delivery — perfect for someone who’s passionate about empowering revenue teams to perform at their peak.

As a Sales Enablement Specialist, you’ll own the programs, content, and learning experiences that ramp our GTM teams faster and raise the bar on execution. You’ll partner across Sales, Sales Engineering, Customer Success, Product, and Product Marketing to deliver scalable, metrics-driven enablement that improves win rates, accelerates time-to-productivity, and helps enterprise buyers understand the value of AI Agents and Copilots.

What You’ll Be Doing

• Own GTM onboarding end-to-end (AEs, SDRs, Channel, AMs, SEs): design 30/60/90 plans, define success metrics (e.g., time-to-first-meeting/opportunity, ramp time, certification completion), and track outcomes in Salesforce, Zoom Revenue Accelerator, and BoostUp.
• Build multi-modal learning: live sessions, async paths, certifications/badges, role plays, call libraries, playbooks, and virtual workshops tailored to role and segment.
• Codify CX GenAI sales plays: value-based messaging for AI Agents/Copilots, discovery frameworks, ROI/TCO and business cases, plus foundational AI topics (LLMs, RAG concepts, risk & compliance narratives) translated for non-technical sellers.
• Launch readiness: package product releases into field-ready kits (talk tracks, demo guides, objection handling, competitive notes) and coordinate calendar/communications with PMM and Product.
• Content governance: maintain a single source of truth in our CMS/LMS (SalesHood), manage version control, tagging, and content analytics to ensure content is easy to access, up to date, and effective.
• Deal/practice enablement: identify top-performer behaviors from call analytics; convert them into repeatable programs that shorten ramp and lift attainment.
• Cross-functional partnership: partner with GTM teams (ie. Product, Marketing, etc.) on our sales motion, and what assets, content, capabilities and resources are needed to help us drive revenue growth and improve sales productivity
• Measure & iterate: collect feedback, run quick pulse checks, A/B test formats, and continuously improve based on performance data.

What You Bring to the Role

• Bachelor's degree in Sales, Business Administration, or a related field (or equivalent practical experience)
• 5+ years experience in Sales, Sales Enablement or related GTM roles role with a strong understanding of sales processes, methodologies and value-based selling
• Proven ability to build and scale onboarding and ongoing enablement with measurable impact on ramp time, win rates, and tool/content adoption.
• Skilled at translating complex concepts (e.g., GenAI/LLM basics, RAG patterns, security/guardrails) into clear, seller-friendly narratives and exercises.
• Experience with enablement tools and BI platforms (e.g., Saleshood, Camtasia, Zoom Revenue Accelerator, ZoomInfo, Outreach, 6sense, Salesforce, etc).
• Strong program design and project management: you can scope, launch, and iterate programs end-to-end across global teams and time zones.
• Strong communication and presentation skills and confident leading sessions, coaching reps, and influencing stakeholders without direct authority.

Perks & Benefits

• Competitive compensation including equity
• Excellent medical, dental, and vision insurance options
• Flexible time off
• 10 Company holidays + Winter Break and up to 16-weeks of parental leave
• 401K plan
• Quarterly Lifestyle Spend
• Monthly Mobile + Internet Stipend
• Pre-tax Commuter Benefits

Salary Range

The base salary compensation range targeted for this full-time position is $120,000 - $135,000 per annum. Compensation may vary outside of this range depending on a number of factors, including a candidate’s qualifications, skills, competencies and experience. Base pay is one part of the Total Package that is provided to compensate and recognize employees for their work, and this role may be eligible for additional discretionary bonuses/incentives and equity (in the form of options). This salary range is an estimate, and the actual salary may vary based on the Company’s compensation practices.