Director, GTM Enablement

What You’ll Do

Lead and develop the enablement team

• Manage four enablement ICs whose work spans Sales/AE, Implementation and Onboarding, CSM, and Client-Facing training
• Serve as the primary coach and career development partner for each IC
• Translate the CRO's and Executive Team’s strategic direction into a quarterly enablement roadmap
• Run regular 1:1s, team cadences, and roadmap reviews

Drive manager and leader readiness

• Reinforce enablement delivery to equip first and second-line managers with coaching guides, call review frameworks, and policy reinforcement tools
• Design and deliver monthly leadership readiness sessions per function covering playbooks, policies, and behavioral coaching
• Build reinforcement loops that ensure what gets trained actually sticks at the front line

Govern strategy, programs, and asset quality

• Implement and enforce a launch-tier framework that gates ad hoc requests
• Partner with Exec Sponsors to prioritize the enablement roadmap
• Manage Highspot as the single source of truth
• Review and adjust structured onboarding paths to ensure clear ramp-complete milestones and mastery levels

Connect enablement to revenue outcomes

• Own the function's performance against named revenue and operational metrics tied to net new CARR production, client activation, ARR expansion, and client retention
• Build and expand asynchronous learning programs (via Articulate)
• Drive cohort-based client training under Customer Enablement Manager’s ownership
• Collaborate with VP Marketing and PMM Team to ensure tight alignment between positioning, messaging, and how the field is trained

Own cross-functional enablement programs

• Lead team-level ownership of regulatory compliance updates, new hire onboarding, and product-level enablement across the GTM org
• Serve as the executive interface for all cross-functional program launches that require enablement support

About You

• 7+ years of experience in GTM enablement, revenue enablement, or sales learning and development, with at least 3 years in a leadership role
• Proven track record leading enablement teams whose outcomes are tied to revenue metrics
• Deep experience enabling sales, implementation, and post-sales teams at a B2B SaaS company
• Strong instincts for manager and leader readiness
• Experience designing and governing structured learning programs, including onboarding paths, ramp milestones, and asynchronous eLearning modules
• Skilled at building and enforcing program governance frameworks
• Comfort operating with executive stakeholders
• Familiarity with Highspot (or comparable sales enablement platforms)
• Experience with eLearning tools like Articulate or equivalent is a plus
• Clear communicator who can translate complex strategy into crisp direction
• Analytically driven: use data to identify gaps and measure program effectiveness

Why Second Nature?

• Health First: Medical, Dental, Vision, Life Insurance, & 401K Plan
• Location: Work remotely from anywhere in the US
• Flexibility: Open PTO and sick days
• Training: A supportive team to help you grow your career
• Growth: The opportunity to get in on the ground floor of a fast-growing startup