Head of GTM Enablement

🔥 12 hours ago

🇺🇸 United States – Remote

💵 $215k - $235k / year

⏰ Full Time

🔴 Lead

🎁 Product Marketing

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

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Observe.AI

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2017

💼 Consulting

🏥 Healthcare

📦 Logistics

Consulting • Healthcare • Logistics

Observe. AI is an enterprise-grade AI platform focused on conversation intelligence for contact centers. It provides a comprehensive suite of AI-powered solutions, including real-time agent assistance, voice AI for automating complex customer interactions, post-interaction quality assurance (QA), and business analytics. The company's platform empowers contact centers to evaluate customer interactions fully, support agents with real-time guidance, improve customer satisfaction, and boost operational efficiency, all while ensuring compliance. Observe. AI caters to various industries, such as banking, financial services, and healthcare insurance, enhancing sales performance, customer experience, and compliance monitoring.

📋 Description

• Own enablement for every customer-facing role from first outreach through deployment and expansion • Translate sales expertise and AI knowledge into practical, scalable learning programs • Apply adult learning principles to design engaging, interactive programs with clear objectives, practice, feedback and reinforcement • Keep ICP, buying-center maps and persona playbooks current • Teach platform narrative, positioning and competitive differentiation • Build tiered technical learning on LLMs, speech models, retrieval, evaluation, guardrails, integrations, security and compliance • Run demo, proof-of-value and certification programs • Teach and inspect sales process, qualification, technical and security wins, pricing, negotiation and CRM hygiene • Equip managers to coach, conduct deal reviews, coach calls and inspect forecasts • Operate enablement through content governance, release-to-field cadence, learning platforms and AI-native workflows • Build onboarding, platform narrative, ICP/persona playbooks and methodology gates in the first 90 days • Launch role-based certifications, manager coaching, AI-assisted call coaching and role-play • Extend enablement to partners and implementation teams and build a customer academy • Measure win rate, conversion, ramp time, productivity, forecast accuracy, pipeline hygiene, release-to-content speed and enablement usefulness

🎯 Requirements

• 8+ years in sales enablement, sales leadership, sales engineering or solutions consulting in B2B SaaS, with enterprise, multi-stakeholder deals • 5+ years of applied instructional design experience building and delivering enablement programs that measurably improve field performance • Understanding of adult learning principles and ability to translate sales and AI expertise into engaging, interactive curricula, certifications and labs using a variety of learning tools • Effective use of microlearning, experiential learning and learning embedded in employees’ daily workflows • Track record of measurably improving win rate, ramp time or technical-win conversion • Technical fluency in AI, including LLMs, speech and conversation analytics, retrieval, evaluation, guardrails, security and compliance • 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 • Bias toward building workflows and automation

🏖️ Benefits

• Market-aligned base pay • Performance incentives • Meaningful equity ownership • Comprehensive medical, dental and vision benefits for employees and eligible dependents • Unlimited, flexible PTO • 10 company holidays • Annual company-wide Winter Break • Paid parental leave • 401(k) plan • Quarterly Lifestyle Spending Account supporting wellness, learning and professional development, and personal growth • Monthly Mobile + Internet Stipend • Pre-tax Commuter Benefits

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