Play a central role in training leaders and directly activating employees to enhance support experiences at Wellist, crucial for scaling services to one million users.
Wellist: Employee Activation & Training Lead
Boston, MA (Hybrid; Travel Required)
At Wellist, we’ve spent the last decade helping people navigate life’s most challenging moments. After building a track record of impact with leading health systems, we have successfully pivoted into the employer market and we are now scaling with large, global employers.
Our platform acts as an activation layer within the HR ecosystem—embedding precision matching capabilities so employees can find the right support at the right time, and employers can maximize the value of their benefit and resource investments.
This is a pivotal moment for Wellist. We are ramping to serve one million employees and frontline activation will be critical to our success.
As our Employee Activation & Training Lead, you will play a central role in bringing Wellist to life inside organizations—training leaders, directly activating employees, and ensuring that every person experiences Wellist as a white-glove, human, and truly helpful service.
This role has three core mandates:
Enable leaders to support their teams through Wellist.
Directly activate employees so they connect to the full breadth of support their company provides.
Make frontline insights a lever for better product, operations, and client value.
You will be a visible ambassador for Wellist with clients and employees, and a trusted voice inside the company—shaping how we scale frontline engagement.
What You’ll Do
Train HR and Front-Line Managers (Build Internal Advocates)
Your goal is to turn leaders into confident Wellist advocates. You will equip leaders to champion Wellist inside their organizations:
Delivering onsite and remote training for HR and people managers
Presenting the Wellist vision, capabilities, and use cases
Conducting live demos of the Wellist platform and staff tools
Teaching leaders how to identify employee needs, talk about Wellist effectively and refer employees for support
Providing managers with materials, talking points, and best practices
Owning all planning, communications, and logistics with client contacts
Coordinating closely with internal Wellist teams to align on goals and messaging
Directly Activate Employees (Hands-On Engagement)
You will meet employees where they are and help them get connected to support. Your standard is a white-glove experience—every interaction should feel personal, supportive, and useful. This includes:
Leading presentations or enrollment drives at benefit fairs, town halls, and company events
Running group sessions and demos
Hosting office hours (onsite and virtual)
Making outbound calls to introduce the Wellist program to key employee segments
Providing 1:1 onboarding support for employees
Helping employees surface unmet needs and navigate to the right resources
Capture Insights & Improve the Experience (Close the Feedback Loop)
You will be the voice of employees and frontline reality inside Wellist to help shape how the Wellist Experience works at scale. You will:
Systematically gather employee and manager feedback
Identify patterns in unmet needs, barriers to engagement and opportunities to improve activation
Share insights regularly with the Wellist Operating Committee and Product team
Recommend improvements to messaging, training materials, activation playbooks, employee onboarding process and product experience
Performance Expectations
You will be accountable for:
Hitting monthly and quarterly employee enrollment targets
Improving awareness and engagement with Wellist
Elevating the frontline experience so employees feel fully supported
Strengthening relationships with client HR teams and leaders
What Success Looks Like
First 3 Months
Become fully certified to deliver the Wellist pitch, demo, and employee support
Execute the existing activation playbook independently
Run trainings, office hours, and employee sessions with confidence
Begin building trusted relationships with key client contacts
First 6 Months
Demonstrate full knowledge of the Wellist platform and business model
Test new activation tactics and identify opportunities to improve the playbook
Implement quick wins to increase engagement and efficiency
Consistently hit or exceed enrollment targets
Regularly share structured employee feedback with the Operating Committee and Product team
First 12 Months
Build strong employee and client promoters of Wellist
Help create a fully validated, scalable activation playbook
Update all communications, materials, and tactics to reflect best practices
Fully document frontline operations to support team scaling
Identify opportunities to unlock additional value for employees, clients and Wellist
What You Bring
You are likely a strong fit if you:
Love working directly with people
Are comfortable presenting to leaders and supporting employees 1:1
Can operate independently while staying aligned with a fast-moving team
Are highly organized and reliable
Care deeply about impact, not just outputs
Relevant Experience (any of these are a plus)
Employee engagement, HR, or People Operations
Learning & Development or corporate training
Benefits, wellbeing, or healthcare navigation
Customer success, implementation, or frontline support
Community outreach, coaching, or counseling
Core Skills
Excellent communicator (written + verbal)
Strong presenter
Relationship builder
Detail-oriented project manager
Comfortable with data, dashboards, and targets
Empathetic listener
Comfortable with ambiguity and iteration
Why Work Here
Play a mission-critical role in helping Wellist build the support network we want for our loved ones.
Partner closely with clients, employees, and Wellist leadership
Shape how frontline activation scales globally
Work at a high-growth, mission-driven company
Competitive compensation, strong benefits, and meaningful impact
Wellist builds a platform that connects employers with essential resources to support their employees during significant life moments. Targeted at HR leaders, Wellist maximizes the effectiveness of their benefits investments while embedding crucial support into the HR ecosystem.
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