Technical Operations Specialist

At Venteur, we’re rebuilding health insurance from the ground up—making it more affordable, portable, and human-centered. We partner with employers to move beyond one-size-fits-all group plans, giving employees tax-free dollars to choose the health coverage that works best for them. Behind the scenes, our proprietary AI simplifies the experience by scanning hundreds of plan options and helping each person confidently choose the right one.

The results speak for themselves: 20–30% savings for employers, reduced out-of-pocket costs for employees, and better healthcare decisions across the board. Think of us as the platform that makes personalized health insurance not only possible, but scalable.

And we’re just getting started.

We're a Series A startup backed by $30M in funding and growing fast—with offices in San Francisco, Seattle, Chicago, and NYC, a team of 60, and $10M in revenue (on pace for $30M by year-end). We’ve got the energy of a startup and the runway of a company built to last.

Why We’re Orcas (and Why You Might Be One Too)

Being part of Venteur isn’t about checking boxes—it’s about how you show up, lead, and lift others up every day. Like orcas, we’re smart, agile, and committed to our pod. We move fast. We say yes to the tough stuff. We insist on high standards—for ourselves and each other. And we do it with kindness, grit, and trust.

Orcas are more than apex predators—they’re strategic, collaborative, and capable of incredible feats when working as one. That’s how we operate, too. Whether it’s tackling messy systems, building beautiful product experiences, or supporting each other during a tough sprint, we show up with heart and hustle.

We’re not building this company to play small. If you believe in doing hard things the right way—and want to build alongside a team that’s as bold as it is thoughtful—come swim with us. 

About the Role

The Technical Operations Specialist at Venteur is a high-visibility, high-impact role that combines hands-on operational execution with technical innovation. You'll be responsible for managing essential day-to-day operations—including payments, reimbursements, enrollments, and escalations—while simultaneously leading initiatives to automate, optimize, and streamline workflows using AI and operational tooling.

This role is perfect for someone who sees inefficiencies and thinks "there has to be a better way." You'll bridge the gap between people, process, and technology, ensuring our members receive seamless healthcare coverage while building the systems that will scale our operations for the future.

In this position, you'll work directly with our members' most critical healthcare needs, knowing that every process you optimize and every automation you build directly impacts someone's access to care. Your technical mindset will help transform how we deliver on our mission at scale.

• Execute and manage day-to-day operational workflows related to payments, reimbursements, enrollments, and escalation resolution
• Investigate and resolve complex issues with accuracy, efficiency, and member empathy
• Ensure members are consistently and accurately covered by working within our systems to support high-impact healthcare tasks
• Maintain detailed documentation in internal systems (e.g., Asana, Slack, Power BI) and collaborate cross-functionally with product, customer success, and engineering teams

• Identify friction points in existing workflows and implement improvements using AI tools and automation platforms
• Build and maintain low-code/no-code automations via tools like Zapier, Make (Integromat), or Power Automate
• Leverage AI solutions (e.g., ChatGPT, Notion AI, Copilot) to draft responses, summarize data, generate SOPs, and improve response times
• Monitor and troubleshoot automation reliability and performance
• Support team training and adoption of new tools and tech-enabled processes
• Always center the member experience in decision-making—every process built should ultimately enhance their access to care

• 2+ years of experience in operations, healthcare, FinTech, insurance, or related industry with demonstrated technical aptitude
• Hands-on experience with AI tools (e.g., ChatGPT, Notion AI) and automation platforms (e.g., Zapier, Make, Power Automate)
• Strong technical mindset with proven ability to identify operational inefficiencies and implement scalable, tech-enabled solutions
• Database and data management experience, including SQL knowledge and comfort working with complex data systems
• High attention to detail with excellent organizational and time management skills
• Proven ability to manage competing priorities and meet deadlines in fast-paced, high-stakes environments
• Strong communication skills with ability to collaborate cross-functionally and translate operational needs into technical improvements
• Self-motivated and adaptable, comfortable working independently in a remote and evolving environment
• Proficiency with operational tools such as Asana, Slack, Excel/Power BI, and databases
• Ability to obtain Individual Health Insurance Producer License (company facilitated)

• Experience in B2B SaaS, employee benefits/HR tech, or healthcare technology industries
• Background in revenue cycle management (RCM) or healthcare operations
• Experience with invoicing systems, payment processing, or financial operations
• Familiarity with health insurance or benefits administration
• Process improvement and automation implementation experience
• Experience building reporting dashboards and tracking operational metrics
• Background working in high-growth startup environments with rapid iteration cycles