RethinkFirst
Senior Manager, Sales Enablement – RethinkCare
RethinkFirst, Chicago, Illinois, United States, 60290
Senior Manager, Sales Enablement – RethinkCare
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About Rethink First Rethink First is a leading behavioral health technology company working to make mental wellness, education, and support accessible and scalable. Through our suite of cloud-based platforms—including RethinkEd, RethinkCare, and RethinkBH—we serve educators, employers, and providers with tools that deliver measurable, inclusive outcomes.
We're on a mission to make behavioral health more effective, equitable, and human—and we’re looking for a creative visionary to help lead that charge.
Job Overview RethinkCare is seeking a dynamic and strategic Senior Manager, Sales Enablement to empower our Sales, Customer Success, and Partner teams with the tools, training, and insights needed to drive growth. This role bridges strategy and execution — ensuring our go‑to‑market teams are equipped with consistent messaging, scalable playbooks, and modern enablement systems to accelerate revenue and customer value.
The ideal candidate is both a builder and an operator — someone who thrives in early‑stage or high‑growth environments, has implemented sales enablement technology from the ground up, and knows how to translate data and feedback into actionable programs. Experience with partner/distribution enablement (e.g., benefit consultants, brokers, and channel partners) and cross‑functional collaboration with Marketing, Product, and RevOps is key.
Key Responsibilities Enablement Strategy & Execution
Build and execute the sales enablement strategy aligned with GTM and revenue goals for employer and distribution partner segments
Develop scalable enablement programs covering onboarding, product education, market positioning, and continuous learning
Partner with RevOps and Marketing to align enablement content and measurement frameworks across systems
Tools & Systems
Lead implementation and optimization of sales enablement technologies (e.g., Highspot, Showpad, Seismic, or equivalent)
Manage governance of collateral, pitch decks, and playbooks within enablement platforms
Build analytics dashboards to track enablement impact (ramp time, adoption, win rates, content usage)
Training & Readiness
Deliver product, messaging, and objection‑handling training across internal Sales and Customer Success teams
Collaborate with Product Marketing to ensure field readiness for product launches and feature releases
Establish certification programs for sellers and partners to reinforce core competencies
Partner & Distribution Enablement
Design and execute partner enablement programs for distribution partners, brokers, and benefit consultants
Build co‑branded toolkits, sales playbooks, and campaign assets to drive partner activation and consistency
Develop partner onboarding, communication cadences, and readiness metrics
Cross‑Functional Collaboration
Work closely with Product, Marketing, RevOps, and Customer Success to ensure alignment on messaging, positioning, and pipeline acceleration initiatives
Support leadership with performance insights, playbook updates, and quarterly enablement plans
Qualifications
7–10 years of experience in Sales Enablement, GTM Operations, or Partner Enablement in SaaS, digital health, or employer benefits markets
Experience launching or managing enablement tools and CRM systems (Salesforce, Highspot, Gong, Gainsight, etc.)
Demonstrated success developing and scaling partner enablement programs
Strong facilitation and communication skills; able to translate technical solutions into clear value propositions
Highly organized, proactive, and comfortable operating in a fast‑paced, evolving environment
Success Measures
Reduction in new‑hire ramp time
Increased enablement content utilization and tool adoption
Improved partner engagement and certification rates
Higher win and renewal rates driven by sales readiness
Demonstrated revenue lift from enablement‑led initiatives
Benefits
Generous health, dental, & vision benefits package
Flexible paid time off
11 paid company holidays
401k + matching
Parental leave
Access to our award‑winning RethinkCare platform supporting neurodiversity in the workplace through parental success, professional resilience, and personal wellbeing.
Location:
Remote opportunities are available to candidates who reside in the following states: AL, AZ, CT, FL, GA, HI, IL, IN, KY, LA, MD, MA, MI, MN, MO, NC, NE, NH, NJ, NV, OH, OR, PA, RI, TN, TX, VA, WA, WI
Our commitment to an inclusive workplace RethinkFirst is an equal opportunity employer and is committed to providing a workplace free from harassment and discrimination. We celebrate the unique differences of our employees because that is what drives curiosity, innovation, and the success of our business. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, pregnancy, genetic information, disability, status as a protected veteran, or any other protected category under applicable federal, state, and local laws. Accommodations are available for applicants with disabilities.
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About Rethink First Rethink First is a leading behavioral health technology company working to make mental wellness, education, and support accessible and scalable. Through our suite of cloud-based platforms—including RethinkEd, RethinkCare, and RethinkBH—we serve educators, employers, and providers with tools that deliver measurable, inclusive outcomes.
We're on a mission to make behavioral health more effective, equitable, and human—and we’re looking for a creative visionary to help lead that charge.
Job Overview RethinkCare is seeking a dynamic and strategic Senior Manager, Sales Enablement to empower our Sales, Customer Success, and Partner teams with the tools, training, and insights needed to drive growth. This role bridges strategy and execution — ensuring our go‑to‑market teams are equipped with consistent messaging, scalable playbooks, and modern enablement systems to accelerate revenue and customer value.
The ideal candidate is both a builder and an operator — someone who thrives in early‑stage or high‑growth environments, has implemented sales enablement technology from the ground up, and knows how to translate data and feedback into actionable programs. Experience with partner/distribution enablement (e.g., benefit consultants, brokers, and channel partners) and cross‑functional collaboration with Marketing, Product, and RevOps is key.
Key Responsibilities Enablement Strategy & Execution
Build and execute the sales enablement strategy aligned with GTM and revenue goals for employer and distribution partner segments
Develop scalable enablement programs covering onboarding, product education, market positioning, and continuous learning
Partner with RevOps and Marketing to align enablement content and measurement frameworks across systems
Tools & Systems
Lead implementation and optimization of sales enablement technologies (e.g., Highspot, Showpad, Seismic, or equivalent)
Manage governance of collateral, pitch decks, and playbooks within enablement platforms
Build analytics dashboards to track enablement impact (ramp time, adoption, win rates, content usage)
Training & Readiness
Deliver product, messaging, and objection‑handling training across internal Sales and Customer Success teams
Collaborate with Product Marketing to ensure field readiness for product launches and feature releases
Establish certification programs for sellers and partners to reinforce core competencies
Partner & Distribution Enablement
Design and execute partner enablement programs for distribution partners, brokers, and benefit consultants
Build co‑branded toolkits, sales playbooks, and campaign assets to drive partner activation and consistency
Develop partner onboarding, communication cadences, and readiness metrics
Cross‑Functional Collaboration
Work closely with Product, Marketing, RevOps, and Customer Success to ensure alignment on messaging, positioning, and pipeline acceleration initiatives
Support leadership with performance insights, playbook updates, and quarterly enablement plans
Qualifications
7–10 years of experience in Sales Enablement, GTM Operations, or Partner Enablement in SaaS, digital health, or employer benefits markets
Experience launching or managing enablement tools and CRM systems (Salesforce, Highspot, Gong, Gainsight, etc.)
Demonstrated success developing and scaling partner enablement programs
Strong facilitation and communication skills; able to translate technical solutions into clear value propositions
Highly organized, proactive, and comfortable operating in a fast‑paced, evolving environment
Success Measures
Reduction in new‑hire ramp time
Increased enablement content utilization and tool adoption
Improved partner engagement and certification rates
Higher win and renewal rates driven by sales readiness
Demonstrated revenue lift from enablement‑led initiatives
Benefits
Generous health, dental, & vision benefits package
Flexible paid time off
11 paid company holidays
401k + matching
Parental leave
Access to our award‑winning RethinkCare platform supporting neurodiversity in the workplace through parental success, professional resilience, and personal wellbeing.
Location:
Remote opportunities are available to candidates who reside in the following states: AL, AZ, CT, FL, GA, HI, IL, IN, KY, LA, MD, MA, MI, MN, MO, NC, NE, NH, NJ, NV, OH, OR, PA, RI, TN, TX, VA, WA, WI
Our commitment to an inclusive workplace RethinkFirst is an equal opportunity employer and is committed to providing a workplace free from harassment and discrimination. We celebrate the unique differences of our employees because that is what drives curiosity, innovation, and the success of our business. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, pregnancy, genetic information, disability, status as a protected veteran, or any other protected category under applicable federal, state, and local laws. Accommodations are available for applicants with disabilities.
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