Director, GTM Enablement

Second Nature

2d•$150,000 - $185,000•Remote

About The Position

Second Nature is seeking a Director of GTM Enablement to lead their enablement function. This role reports to the CRO and is responsible for the strategy, execution, and outcomes of a four-person enablement team. The team is aligned with FY '26 revenue goals, with each member dedicated to a specific GTM domain (Sales, Implementation, CSM, and Client-Facing Enablement). The Director will oversee new hire onboarding and process/product enablement for the full GTM organization, aiming to accelerate business growth. The ideal candidate is energized by coaching leaders, building structured programs, and linking learning investments to pipeline, activation, and retention outcomes. They should be comfortable operating at the executive level and willing to be hands-on when necessary.

Requirements

7+ years of experience in GTM enablement, revenue enablement, or sales learning and development.
At least 3 years in a leadership role.
Proven track record leading enablement teams whose outcomes are tied to revenue metrics, not training volume or content output.
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 that protect team capacity from reactive, ad hoc demand.
Comfort operating with executive stakeholders: ability to influence prioritization decisions, push back on scope, and hold the line when needed.
Familiarity with Highspot (or comparable sales enablement platforms) as an organizational system.
Clear communicator who can translate complex strategy into crisp direction for their team, stakeholders, and the field.
Analytically driven: uses data to identify gaps, program effectiveness, and focus areas.

Nice To Haves

Experience with eLearning tools like Articulate or equivalent.

Responsibilities

Lead and develop the enablement team, managing four enablement ICs across Sales/AE, Implementation and Onboarding, CSM, and Client-Facing training.
Serve as the primary coach and career development partner for each IC, equipping them for impactful work.
Translate the CRO's and Executive Team’s strategic direction into a quarterly enablement roadmap, maintained approximately two months in advance.
Run regular 1:1s, team cadences, and roadmap reviews to maintain sharp priorities and manage scope creep.
Drive manager and leader readiness by reinforcing enablement delivery 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 to ensure training effectiveness at the front line.
Govern strategy, programs, and asset quality by implementing and enforcing a launch-tier framework for new enablement programs.
Partner with Exec Sponsors to prioritize the enablement roadmap for their functions and manage scope.
Manage Highspot as the single source of truth for all assets, driving cleanup, organization, and usage-based prioritization.
Review and adjust structured onboarding paths to ensure clear ramp-complete milestones and mastery levels for new hires across the GTM org.
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) to reduce dependence on synchronous delivery and increase per-person coaching capacity.
Drive cohort-based client training under Customer Enablement Manager’s ownership to increase scalable program reach.
Collaborate with VP Marketing and PMM Team to ensure tight alignment between positioning, messaging, and field training.
Lead team-level ownership of cross-functional enablement programs, including regulatory compliance updates, new hire onboarding, and product-level enablement.
Serve as the executive interface for all cross-functional program launches requiring enablement support.
Ensure functional teams own their own SOPs, with the enablement team focusing on formatting, training, and reinforcement.