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  1. Home
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  3. sales
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  5. Head of Sales Enablement
Activated Insights logo

Head of Sales Enablement

Not Disclosed•Full-TimeOn-site

location_on3164, Saint Conrad Street West, Macfarlane Park, West Tampa, Tampa, Hillsborough County, Florida, 33607, United States

Apply Now

About Us

Activated Insights is the leading experience management and workforce enablement platform for long-term and post-acute care, partnering with more than 16,000 care providers across North America. Backed by Cressey & Company, we are on a high-growth trajectory, unifying best-in-class solutions for recruitment, training, retention, and experience management to help organizations deliver better care and build stronger teams.

We are scaling fast, adding products, expanding segments, and growing our sales organization. We need an enablement leader who can build the infrastructure, culture, and programs that allow our sellers to operate at peak performance every quarter.

What Sets Activated Insights Apart

We operate at the heart of the healthcare industry's most dynamic sector, with an ever-growing demand for post-acute care and long-term care to address the fastest-growing segment of the US population. Our bond with healthcare providers draws compassionate, service-driven team members, fostering a spirited, collaborative culture aligned on our mission to deliver exceptional experiences for our employees, our customers, and the people in their care.

Our executive leadership team brings success in both public and private equity companies, primarily in high-growth companies focused on the long-term and post-acute care market. We are backed by a private investment firm with 40+ years of experience forging lasting partnerships across the healthcare industry.

About the Role

This is not a traditional training role. As Head of Sales Enablement, you will own the strategy and execution of everything that makes our sales team more effective, from onboarding and ramp programs to playbooks, methodology, coaching frameworks, and competitive intelligence.

You will sit at the intersection of Sales, Marketing, Product, and Revenue Operations, translating business strategy into field execution and ensuring our sellers are always equipped to articulate value, handle objections, and close with confidence. This is a high-visibility, high-impact role at a company that is growing aggressively and needs an enablement function that grows with it.

Work Environment

This is a full-time, in-office role based in Tampa, FL, or Idaho Falls, ID, operating Monday through Friday.

Work location

Work model: On-site

location_on

3164, Saint Conrad Street West, Macfarlane Park, West Tampa, Tampa, Hillsborough County, Florida, 33607, United States

Tampa, Florida

Key Responsibilities

  • check_circleDevelop and own a comprehensive sales enablement strategy aligned with GTM objectives and growth targets
  • check_circleDesign and continuously improve structured onboarding programs to accelerate new hire ramp time
  • check_circleBuild a structured coaching framework to equip front-line managers with effective coaching skills
  • check_circleServe as the connective tissue between Sales, Marketing, Product, and Revenue Operations to reinforce GTM strategy
  • check_circleTranslate high-level sales strategy into concrete, actionable field execution plans
  • check_circleDefine and track enablement KPIs including ramp time, win rates, and quota attainment to report to leadership
  • check_circleChampion and embed layered sales methodologies including SPICED, Challenger Sale, and SPIN Selling
  • check_circleDevelop and maintain a centralized library of sales resources such as playbooks, battlecards, and talk tracks

Requirements

  • verified7 to 10 or more years of progressive experience in sales enablement, sales training, or GTM leadership
  • verifiedAt least 3 years in a senior leadership role
  • verifiedDeep knowledge of SPICED/Bowtie (Winning by Design), Challenger Sale, and SPIN Selling
  • verifiedStrong hands-on experience with Salesforce and HubSpot
  • verifiedFamiliarity with Outreach or comparable sales engagement platforms

Nice to Have

Experience enabling sales teams selling into healthcare, senior care, or workforce management verticals. Familiarity with Zuora subscription structures and how they affect sales conversations and deal structuring. Experience in PE-backed, high-growth, acquisition-driven environments where integration and standardization are ongoing priorities.

Activated Insights logo
Company

Activated Insights

Industry

sales

View company profilearrow_forwardlanguageWebsite
Quick Overview

Experience

7-10 yrs (Lead)

Job Type

Full-Time

Skills Required

Spiced

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Frequently asked questions about Head of Sales Enablement at Activated Insights

What does a Head of Sales Enablement at Activated Insights do?expand_more
Day-to-day, the Head of Sales Enablement at Activated Insights will develop and own a comprehensive sales enablement strategy aligned with gtm objectives and growth targets; design and continuously improve structured onboarding programs to accelerate new hire ramp time; build a structured coaching framework to equip front-line managers with effective coaching skills; and serve as the connective tissue between sales, marketing, product, and revenue operations to reinforce gtm strategy.
What are the requirements for this Head of Sales Enablement role?expand_more
Activated Insights is looking for candidates who meet the following requirements: 7 to 10 or more years of progressive experience in sales enablement, sales training, or GTM leadership; At least 3 years in a senior leadership role; Deep knowledge of SPICED/Bowtie (Winning by Design), Challenger Sale, and SPIN Selling; Strong hands-on experience with Salesforce and HubSpot; and Familiarity with Outreach or comparable sales engagement platforms.
Where is the Head of Sales Enablement role at Activated Insights located?expand_more
Head of Sales Enablement at Activated Insights is based in 3164, Saint Conrad Street West, Macfarlane Park, West Tampa, Tampa, Hillsborough County, Florida, 33607, United States. This is a on-site role.
Is this Head of Sales Enablement job remote, hybrid, or on-site?expand_more
Activated Insights has listed this Head of Sales Enablement role as on-site.
How much experience is required for this Head of Sales Enablement role?expand_more
Head of Sales Enablement at Activated Insights typically requires 7–10 years of relevant experience at the lead level.
What skills do you need for the Head of Sales Enablement role at Activated Insights?expand_more
Key skills for Head of Sales Enablement at Activated Insights include Spiced; Bowtie; Winning BY Design; Challenger Sale; Spin Selling; Salesforce; Hubspot; and Outreach.
What category does the Head of Sales Enablement role belong to?expand_more
Head of Sales Enablement at Activated Insights is part of the sales job category on Recrutus.
Recrutus

Curating the world's most innovative career opportunities. We bridge the gap between visionary talent and industry-leading companies.

Search roles by city, category, skill, or job type — explore verified US employers, salary benchmarks, and remote-friendly teams hiring nationwide.

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Job seekers
Browse jobsCompanies hiringRemote jobsJobs by locationJobs by cityJobs by categoryJobs by skillCareer guidesCareer blogSalary insights
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About usFAQContactPrivacy policy

Recrutus helps candidates discover roles that match their skills and helps teams reach qualified applicants faster. Browse by metro, discipline, or work style — from internships to senior leadership.

© 2026 Recrutus. All rights reserved.
Terms of serviceCookie policyAcceptable useDMCA policyEmployer termsCandidate terms
Bowtie
Winning BY Design
Challenger Sale
Spin Selling
Salesforce
Hubspot
Outreach
Sharepoint
Zuora
US privacy notice
Accessibility