GTM Enablement Manager

Cast AI • Boston, MA

2d • Remote

About The Position

Cast AI is the leading Kubernetes cloud cost optimization platform, trusted by engineering and finance teams to dramatically reduce cloud spend. We're growing fast and looking for sharp, execution-oriented people to help scale our go-to-market motion. As a GTM Enablement Manager, you will design and deliver programs that sharpen the skills, knowledge, and behaviors of our revenue teams — from new hire onboarding to ongoing product training and sales methodology coaching. You will work closely with Sales, Business Development, Marketing, Product, and Customer Success to ensure every customer-facing employee is equipped to have high-quality conversations, convert pipeline, and deliver exceptional customer experiences.

Requirements

• 4+ years of experience in sales enablement, GTM enablement, or a related learning and development role within a B2B SaaS company.
• Demonstrated success designing and delivering enablement programs that measurably improved rep ramp time or sales performance.
• Strong understanding of the B2B SaaS enterprise sales cycle, including MEDDPICC or similar enterprise sales methodologies.
• Experience partnering with Product Marketing to create sales-ready content and competitive positioning materials.
• Excellent facilitation and presentation skills; comfortable leading large group training sessions as well as 1:1 coaching conversations.
• Data-driven mindset — you measure what you build and iterate based on outcomes, not just feedback.
• Strong project management skills; able to manage multiple workstreams and deadlines independently.
• Proficiency with enablement and sales tools such as Salesforce, Gong, Hubspot, Outreach, or similar platforms.
• Exceptional written communication skills with the ability to distill complex technical topics into clear, compelling narratives.

Nice To Haves

• Experience enabling sales teams in the cloud infrastructure, Kubernetes, FinOps, or DevOps space.
• Familiarity with cloud cost management concepts, Kubernetes architecture, or related technical domains.
• Experience building enablement programs for global teams across AMER, LATAM, EMEA, and APAC.
• Exposure to Sales Engineering or Solutions Engineering enablement.

Responsibilities

• Design, build, and manage a comprehensive onboarding program for new AEs, BDRs, SEs, and Customer Success hires that accelerates time-to-productivity.
• Develop and maintain a structured, scalable sales training curriculum covering CAST AI's product, competitive positioning, sales methodology, and buyer personas.
• Partner with Product Marketing to translate new product releases and messaging updates into field-ready training content, battlecards, and talk tracks.
• Build and facilitate live training sessions, workshops, role-plays, and certifications — in-person and virtual — across global teams.
• Maintain and organize the enablement content library (playbooks, decks, one-pagers, objection handling guides) ensuring materials are current and easily accessible – experience with RevSpace or similar enablement platforms a plus)
• Measure the impact of enablement programs through completion rates, assessment scores, ramp time, and downstream sales performance metrics.
• Identify skill gaps and knowledge deficiencies through analysis of rep performance data, call reviews (Gong), and manager feedback; develop targeted interventions.
• Partner with Systems on tool adoption training to ensure reps are effectively using Salesforce, Outreach, and other platforms in their daily workflows.
• Create and manage an ongoing coaching cadence in partnership with front-line sales managers to reinforce skills learned in formal training.
• Own the GTM enablement calendar, coordinating delivery across all functions and geographies to minimize disruption to selling time.
• Partner with Sales Leadership and RevOps to roll out pipeline generation sales plays to the field.
• Drive adoption of AI-powered tools and workflows to improve seller productivity, coaching effectiveness, prospecting, content creation, and overall GTM execution.

Benefits

• Competitive salary (depending on the level of experience).
• Enjoy a flexible, remote-first global environment.
• Collaborate with a global team of cloud experts and innovators, passionate about pushing the boundaries of Kubernetes technology.
• Equity options.
• Learning budget for professional and personal development - including access to international conferences and courses that elevate your skills.
• Team-building budget and company events to connect with your colleagues.
• Equipment budget to ensure you have everything you need.
• Extra days off to help maintain a healthy work-life balance.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed