# Head of GTM Enablement at Observe.AI

- Company: Observe.AI
- What the company does: Observe.AI brings AI agents for customer experience into one platform. Automate customer service with Voice AI, assist frontline teams in real time, analyze conversations, improve QA, and orchestrate voice and chat workflows with governance built for... Backed by SoftBank VF, Y Combinator and Entrepreneur First.
- Company website: https://www.observe.ai/
- Type: Startups (AI role)
- Level: Principal and up
- Location: Remote-US
- Work setup: Remote
- Pay: $215K to $235K base salary per year (USD)
- Posted: 2026-11-04
- Apply by: 2026-12-19
- Apply: https://www.observe.ai/position?gh_jid=5473284008&utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/observe-ai-head-of-gtm-enablement/

## About the role

You are measured on revenue outcomes, supported by evidence that employees retain and apply what they learn. Use practical assessments, observed field behaviors and adoption of new skills and workflows to improve programs alongside the business measures below. 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 . Found on 1752vc Careers, the job board for startup and VC roles.

## What they're looking for

- 8+ years in sales enablement, sales leadership, sales engineering or solutions consulting in B2B SaaS, with enterprise, multi-stakeholder deals
- A track record of measurably improving win rate, ramp time or technical-win conversion
- Technical fluency in AI: you can explain LLMs, speech and conversation analytics, retrieval, evaluation and guardrails, and security and compliance to a buyer, and coach engineers to do the same
- Experience building programs for several roles at once, not just sales engineers
- Strong facilitation and executive communication skills
- Hands-on experience with enablement tools and Salesforce, and a bias toward building workflows and automation

Tags: Sales Enablement

Source: 1752vc Careers, https://www.1752.vc/careers/jobs/observe-ai-head-of-gtm-enablement/