Chief Product and Technology Officer, Jellyvision
$300-330k
+ Annual bonus
Interactive software for life decision
Job no longer available
Interactive software for life decision
201-500 employees
Job no longer available
$300-330k
+ Annual bonus
201-500 employees
Company mission
To untangle the complicated web of employee benefits.
Role
Who you are
- Proven experience (10+ years) in a senior product or technology leadership role, preferably within a benefits, HR technology, or SaaS organization
- Strong background in product-focused development, particularly in the areas of employee benefits, HR software, or related domains
- Extensive experience with modern software development practices (agile, DevOps, continuous integration)
- Knowledge of benefits administration, insurance, and compliance (HIPAA, COBRA, etc.) is highly desirable
- Demonstrated ability to build, lead, and inspire large cross-functional technology teams
- Excellent communication and interpersonal skills, with the ability to articulate complex technology strategies to diverse audiences
- Strategic Vision: Ability to translate business goals into technology strategies that drive product innovation and business growth
- Execution Focused: Proven track record of delivering high-quality products on time and within budget
- Customer-Centric Mindset: Passion for creating products that enhance the customer experience and deliver measurable value
- Collaborative Leadership: Strong leadership with an emphasis on team building, empowerment, and collaborative problem-solving
- Technical Expertise: Deep knowledge of cloud architectures, data security, API integrations, and modern development frameworks
- Balances Stakeholders
- Business Insight
- Manages Complexity
- Plans and Aligns
- Tech Savvy
- Drives Engagement
- Drives Results
What the job involves
- We are seeking an innovative and strategic product focused technology leader to drive ALEX to the next level
- As a key member of the executive leadership team, the CPTO will drive the company’s product, partnership & technological vision, strategy, and execution to support the design and growth of our core benefits products
- This role will be critical in shaping the future of our offerings and ensuring they remain cutting-edge, scalable, and responsive to evolving customer needs
- This person will be focused on organizing the team effectively to execute on our priority projects, establish clarity between roles, and ensure there are effective management mechanisms in place so the development teams are working in an agile fashion, releasing value incrementally to the market
- Again, you’ll own the roadmap and org to whip us into shape (aka return us to sustainable, profitable growth)
- Define and execute the product vision, strategy, and roadmap in line with the company's overall goals and market opportunities
- Monitor industry trends, competitor activities, and emerging technologies to keep the company’s products at the forefront of innovation
- Drive long-term product planning, including exploring new business models and revenue streams, and partnering with the sales team to identify paths to monetization
- Develop a long-term vision for the evolution of the platform, incorporating emerging technologies and market trends in the benefits industry
- Ensure the product and technology strategy supports seamless integration with clients' existing HRIS, payroll, and other benefits-related systems
- Lead the engineering and product teams in designing, developing, and launching new benefits products or enhancements to existing offerings
- Identify opportunities for innovation in benefits technology, user experience, and automation of complex workflows
- Collaborate with product, marketing, and customer success teams to deliver customer-centric solutions
- Lead and manage the entire product lifecycle, including ideation, design, development, launch, and post-launch optimization
- Drive the recruitment and retention of top talent across engineering, product development, and IT functions
- Champion the use of agile methodologies and modern product development practices to maximize efficiency and adaptability
- Ensure a customer-first approach by integrating user feedback, data analytics, and customer insights into product decisions
- Conduct market research, user testing, and A/B testing to refine and optimize products
- Create a seamless user experience (UX) and user interface (UI) for all products, focusing on simplicity, scalability, and innovation
- Leverage data and analytics to inform product decisions, track product performance, and identify opportunities for improvement
- Define key product metrics (KPIs) and ensure alignment with company objectives
- Continuously optimize product features based on data-driven insights to enhance product market fit and customer satisfaction
- Oversee the design and implementation of secure, scalable, and compliant technology solutions in line with industry standards (HIPAA, SOC2, etc.)
- Ensure that all products and platforms adhere to the highest security protocols to protect sensitive benefits and employee data
Our take
Following Jellyvision’s first successful iteration as a games developer, the company reopened in 2001 to build on its voice-recognition interface and develop interactive conversational counselor ALEX. ALEX helps employees navigate the complex process of making health insurance, finance, and healthcare decisions, with an emphasis on delivering funny and personable conversations.
One poll suggested just a third of employees fully understand their coverage options, and this number is expected to grow with remote working reducing the availability of in-person information sessions. So tools like ALEX stand to offer material improvements to employee experience, as well as alleviating HR workloads. Both of these elements should prove attractive to companies looking to stay abreast of changing workplace expectations.
It will be interesting to see if Jellyvision’s friendly focus will win the company a lead over rivals like Nayya. However, with new hires in senior leadership to manage Jellyvision through a planned period of growth, and the virtual benefits technology market at large receiving increasing interest, it may make strong strides.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (2 rounds)
Mar 2017
$20m
LATE VC
Jan 2008
$5m
SERIES B
Total funding: $25m
Company benefits
- Employer-paid premiums (based on plan selection)
- Medical Insurance
- Dental Insurance
- Vision Insurance
- Life Insurance
- Disability Insurance
- 401(k) with Employer Match
- HSAs & FSAs
- Flexible PTO, Monthly Self-care Days, Focus (meeting-free) Fridays
- Flexible Work Schedules + Remote-First Culture
- Generous Parental Leave
- Gender Transition Assistance
- Adoption & Surrogacy Assistance
- Family Concierge Benefit
- Home Office Allowance (for your workspace and wifi)
- Gym & Wellness Allowance
- Lifetime Learner Allowance (for professional development & student loans)
- Charity Allowance (no donation required)
- Employee Assistance Program (EAP)
- Employee Resource Groups
- Monthly company events
- Professional development opportunities
- Ask Leadership Anything series
- Unconscious Bias training
Company HQ
Goose Island, Chicago, IL
Articles
Leadership
Harry Gottlieb
(Founder)Studied at Brown before going on to found four companies: Learn Television, Jellyvision, Jackbox Games, and Unify America. They also sit on the Board of Directors at UpStart Lab.
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