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 UsObserve.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.



Our Commitment to Inclusion and Belonging

Observe.AI is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. Observe AI does not make hiring or employment decisions on the basis of race, color, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age, military or veteran status, or any other basis protected by applicable local, state, or federal laws or prohibited by Company policy. Observe.AI also strives for a healthy and safe workplace and strictly prohibits harassment of any kind.

We welcome all people. We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop, and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.

If you are ambitious, make an impact wherever you go, and you're ready to shape the future of Observe.AI, we encourage you to apply. For more information, visit www.observe.ai. 
 more
  • Marketing
  • Sales
About Us

Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale. The platform enables businesses to deploy specialized AI Agents that autonomously execute work across the full CX lifecycle—from handling customer conversations to supporting frontline teams and optimizing operations.

Each... AI Agent is purpose-built for a specific role, equipped to understand context, make decisions, take action, and continuously improve outcomes. This allows organizations to increase resolution speed, elevate service quality, and reduce operational costs while empowering your frontline team to focus on higher-value work.

Built on a CX-native foundation, Observe.AI helps leading brands like DoorDash, Affordable Care, Signify Health, and Verida improve customer satisfaction, boost agent productivity, and deliver consistent, scalable performance across every customer interaction.

Why Join Us

We’re looking for an AI Agent Engineer to lead the charge in building and deploying enterprise-grade Voice, Chat AI agents and AI Copilot. This role is hands-on, customer-facing, and pivotal in bringing AI solutions to life - from design and integration to deployment and optimization.

You’ll own the end-to-end lifecycle of AI Agents: building, integrating, testing, demoing to clients, deploying into production, and tuning performance.

What You’ll Be Doing


- Build & Deploy Agents: Own the implementation of AI Agents including prompt design, workflow configuration, integrations, telephony setup, and evaluation frameworks.

- Client Engagement: Act as the primary technical partner for customers—lead regular demos, communicate progress, gather feedback, and guide solutions from concept to production.

- Systems Integration: Configure and connect systems using APIs—handling authentication, data mapping, error handling, and integrations with CRMs, knowledge bases, and other enterprise tools.

- Telephony Integration: Set up SIP/CCaaS/PSTN routing, pass metadata, configure fallbacks, and troubleshoot call quality.

- Prompt Design & Optimization: Write and refine prompts for LLM-driven agents, monitor performance, test iteratively, and ensure agents meet automation and containment targets.

- Strategic Partner: Translate customer requirements into actionable solutions; work consultatively to unblock challenges in security, connectivity, or knowledge ingestion.

- Cross Functional Collaboration: Collaborate with product/engineering teams to escalate platform gaps and resolve deep technical fixes and platformization, while independently driving leading client implementations.



What You’ll Bring To The Role


- Bachelor’s degree in Computer Science, Engineering, or a related technical field

- 3+ years in conversational AI, solution engineering, system integration, or delivering AI/LLM-based applications in customer environments, software engineering, or system integration with hands-on delivery of AI/LLM-based solutions.

- Strong ability to communicate and  lead customer-facing discussions - from deep technical troubleshooting to weekly project demos. Ability to explain complex technical concepts to non-technical audiences. 

- Must have strong hands-on skills in prompt design, workflow building and API integration (SIP, Twilio, Amazon Connect, etc.).

- Familiarity with LLMs (GPT, Claude, Gemini), vector DBs, and orchestration frameworks (LangChain, LlamaIndex, etc.).

- Working knowledge of retrieval-augmented generation (RAG) concepts, implementation patterns and performance optimization.

- Programming experience in Python, JavaScript, or similar for scripting and integrations

- Strong problem-solving mindset: ability to find workarounds, unblock integrations, and adapt to customer-specific ecosystems. 

- Experience with integration tools and Integration Platform-as-a-Service (iPaaS) providers, such as n8n, Zapier, or similar platforms and proficiency in API integrations and data flow management is a plus.

- Familiarity with telephony or voice systems (SIP, CCaaS, PSTN) is a plus. 



Why You’ll Love It Here  


- Competitive compensation including equity: Market-aligned base pay, performance incentives, and meaningful equity ownership

- Excellent medical, dental, and vision insurance options: Comprehensive medical, dental and vision benefits for employees and eligible dependents

- Flexible Paid Time Off: Our unlimited, flexible PTO policy empowers you to take the time you need to recharge, maintain balance, and perform at your best.

- Additional Time to Recharge: 10 company holidays, an annual company-wide Winter Break, and paid parental leave to fully support life outside of work.

- 401(k) plan: Long-term financial planning support with tax-advantaged retirement savings

- Quarterly Lifestyle Spending Account: Flexible quarterly stipend to support wellness, learning and professional development, and personal growth

- Monthly Mobile + Internet Stipend: Support for remote and hybrid work connectivity needs

- Pre-tax Commuter Benefits: Tax-efficient transit and commuting support for hybrid and in-office employees

- Autonomy and Agency: Play a meaningful role in scaling a category-defining GenAI platform transforming the future of customer experience.



Salary Range

The base salary compensation range targeted for this full-time position is $108 - 170K 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.

Our Commitment to Inclusion and Belonging

Observe.AI is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. Observe AI does not make hiring or employment decisions on the basis of race, color, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age, military or veteran status, or any other basis protected by applicable local, state, or federal laws or prohibited by Company policy. Observe.AI also strives for a healthy and safe workplace and strictly prohibits harassment of any kind.

We welcome all people. We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop, and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.

If you are ambitious, make an impact wherever you go, and you're ready to shape the future of Observe.AI, we encourage you to apply. For more information, visit www.observe.ai. 

#LI-Hybrid
 more