Senior Director, Sales Enablement & GTM Growth

Inspira Financial

Oak Brook (IL)

On-site

USD 190,000 - 220,000

Full time

8 days ago

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Benefits offered by this job

Healthcare benefits

401K Savings Plan

Company holidays

Paid time off

Parental leave

Employee assistance program

Job summary

Inspira Financial, headquartered in Oak Brook, IL, seeks a Senior Director, Head of Sales Enablement to design and scale onboarding, field readiness, content, and proposals. You will empower brokers and channels, lead AI-enabled productivity, and drive GTM excellence.

This leader partners with Sales, Partnerships, and Marketing to elevate enablement across the Health & Benefits platform. The role emphasizes building a scalable enablement function, coaching a growing team, and delivering

Qualifications

12+ years in sales enablement, go-to-market, or related roles.
4+ years leading teams.
Bachelor’s degree in Business, Marketing, Healthcare, or related field, or equivalent experience.

Responsibilities

Own onboarding and ramp for GTM hires with milestones, certification, and ramp targets.
Develop and maintain sales playbooks, content, and templates to improve win rates.
Lead RFP/proposal function and collaborate with Sales/Marketing to strengthen GTM materials.
Oversee AI rollout for GTM (prompt libraries, workflows, certification).
Own CRM usage, analytics, and reporting to inform leadership decisions.
Lead and develop a growing enablement team; manage hiring and performance.