Director of AI Enablement & Advancement, Spring Health
$180-225k
+ Stock options
More information about location
Personalised mental healthcare
Open for applications
Personalised mental healthcare
1001+ employees
Open for applications
$180-225k
+ Stock options
More information about location
1001+ employees
Company mission
To eliminate every barrier to mental health.
Role
Who you are
- 8–12+ years of experience in enterprise change management, workforce transformation, organizational development, or digital enablement. Consulting, product, engineering or business operations experience strongly preferred
- Proven track record of building scalability programs that advance employee technical depth from basic tool usage to advanced AI workflows, agents, and automations
- Hands-on experience leading end-to-end process discovery, redesign, and change management for high-volume manual workflows
- Familiarity with core People Team functions including talent acquisition, learning and development, and total rewards preferred
- Strong functional understanding of generative AI, large language models, agentic workflows, and basic AI governance principles
- Exceptional written and verbal communication skills, with a demonstrated ability to translate complex technical concepts clearly for non-technical audiences and executive leadership
- Proven ability to influence and align cross-functional stakeholders effectively without direct formal authority
- Demonstrated systems-thinking mindset with high comfort navigating ambiguous organizational environments
- High emotional intelligence and experience guiding teams through technological change or workforce anxiety
- Experience operating successfully as a senior individual contributor driving enterprise-wide strategic programs
Desirable
- Prior experience working within a fast-growth technology, healthcare, or employee benefits company
- Experience designing scaled organizational knowledge management systems on modern internal collaboration platforms
What the job involves
- Spring Health is actively seeking a Director of AI Enablement & Advancement to join our People Team
- Reporting directly to the Senior Director of Employee Experience, this person will own the strategy and execution of advancing AI fluency, rebuilding manual workflows across the organization, and support AI transformation efforts across the company
- What you’ll own:
- Company-wide AI Enablement:
- Design and own a company-wide AI fluency progression framework that defines clear, role-anchored benchmarks for advanced AI usage across all business levels
- Build and deliver advanced learning experiences and workshops focused on agentic AI, automation design, and multi-step workflows
- Partner with functional leaders across the organization to identify role-specific AI use cases and implement targeted enablement programs to close operational skill gaps
- Establish and maintain scalable public knowledge infrastructure within internal communication platforms to make AI prompts, workflows, and use cases searchable and reusable
- Develop frameworks, toolkits, and standard operating procedures that empower internal teams to independently evaluate and rearchitect their own workflows
- AI Operations and People Advancement:
- Be a technical thought partner to our People Leadership Team, supporting core People Team workflows across Talent Acquisition, People Business Partners, Learning & Development, Total Rewards, and People Operations to eliminate manual effort and reduce operational latency
- Build systematic AI capabilities within critical functions across the org, establishing durable process standards and playbooks that embed AI into daily operations by default
- Transform traditional performance and development programs into continuous, AI-assisted systems that actively drive a day-to-day coaching culture
- What you’ll support:
- Audit high-volume, high-friction manual workflows across various business functions and lead end-to-end process redesign initiatives to make them fundamentally AI-native
- Partner with executive leaders and People Business Partners to guide organizational design initiatives, evaluating and adjusting team structures to maximize the impact of AI-native workflows
- What success looks like:
- Redesign and deploy the company-wide performance and development framework within nine months, driving a measurable increase in continuous coaching touchpoints and match rate between managers and their direct reports
- Establish and launch the company-wide AI fluency progression framework across all core departments within the first six months of hire
- Audit and successfully redesign at least three high-volume manual corporate workflows into AI-native processes within the first year, demonstrating measurable reductions in processing time or operational friction
- Support change efforts to create a more public infrastructure for knowledge and context sharing (in Slack, etc.)
Our take
Large companies often provide employees with mental health services, but small businesses find it challenging to offer similar support. Additionally, existing support systems are usually generalised, failing to deliver the personalised mental healthcare that individuals need. To address this gap, Spring Health has developed AI-driven tools for employers to create tailored mental wellness plans for their employees, including treatment options, daily routines, and medication plans based on individual data.
Spring Health has recently expanded its services to the family and pediatric space through the acquisition of Weldon, offering mental wellness guidance to parents. This expansion includes chats with therapists, social workers, and parenting coaches, as well as group support with other parents and access to educational content. By focusing on personalised care, Spring Health aims to enhance mental wellness support for families alongside its existing employee services.
The behavioural health market is projected to grow to $242B by 2027. While many solutions prioritise fast access to therapy or meditation, Spring Health differentiates itself by emphasising the right type of care for each individual. With substantial funding raised and a 2026 placement on the TIME100 Most Influential Companies List, Spring Health is well-positioned to continue its innovative approach to mental health services.
Freddie
Company Specialist at Welcome to the Jungle
Insights
77% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Jul 2024
$100m
SERIES E
Apr 2023
$71m
LATE VC
Total funding: $465.1m
Company benefits
- Health, Dental, Vision benefits start on your first day at Spring Health. You and your dependents also receive an individual One Medical account which is valued at $199/year per user. HSA and FSA plans available
- A yearly allotment of no cost visits to the Spring Health network of therapists, coaches, and medication management providers for you and your dependents
- 10 allocated sick days per year
- Flexible paid time off in addition to 12 paid holidays throughout the year
- Access to Gympass, an on-demand virtual benefit that provides wellbeing coaching, and budget management
- Spring Renewal: When you hit your four-year Springaversary, you’ll be awarded a four week, fully paid, sabbatical leave to renew and recharge
- 4-4.5 months of fully paid parental leave
- Spring Health provides team members and their families with sponsored access to Bright Horizons® child care, back-up care, and elder care
- Access to fertility care support through Carrot, in addition to $4,000 reimbursement for related fertility expenses
- Our People team benchmarks all salaries using the Radford Global Compensation Database for technology and life sciences industries. Radford benchmarks salaries with 3,589 global firms, 6.5 million employees, and 98 countries across the globe. We do this to ensure all of our team members are paid equally and competitively
- On top of competitive and benchmarked salary, Spring Health offers incentive pay (based on role), and equity that begins vesting as we celebrate your first year with the company!
- Employer sponsored 401(k) match of up to 2% after 90 days of employment
- Flexible work arrangements: 66% of Spring Health team members work fully remote while 33% work in a hybrid model from our New York City offices
- Focus Fridays: no meetings, no distractions, just time for you to get work done
- Focus Weeks: In Spring 2023, we held our first ever Focus Week, we canceled all non-essential meetings, minimized distractions, and you, our team members, to dive into the key work that gets chopped up or deprioritized during the regular day-to-day. We saw a 36% jump in the average energized score after those five days of flow state work and are finalizing a plan for quarterly Focus Weeks for team members
- Up to $1,000 Professional Development Reimbursement per calendar year
- $200 per year donation matching to support your favorite causes
Company HQ
Flatiron District, New York, NY
Leadership
Adam Chekroud
(Co-Founder & President)Previously President of The Oxford Guild Business Society for 2 years and Researcher at FMRIB Centre - University of Oxford for 1 year.
April Koh
(Co-Founder & CEO)Previously Chief Product Officer & Co-Founder at Spylight for 1 year. Also worked in the Product Management Department at Shazam for 5 months.
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