
11 - 50 employees
Founded 2023
💳 Fintech
☁️ SaaS
🤝 B2B
Fintech • SaaS • B2B
Flex is a SaaS payments infrastructure company that enables merchants and brands to accept HSA/FSA and other health-benefit payments. Its API-first platform integrates with e-commerce platforms (Shopify, WooCommerce, etc. ) and supports complex flows like split-card payments, subscriptions, eligibility verification, automated Letters of Medical Necessity, and enterprise-scale reporting to boost conversion and average order value. Flex is aimed at health, wellness and fitness brands that want to unlock pre-tax benefit spend at checkout while staying compliant.
🕒 April 29
🇺🇸 United States – Remote
💵 $160k - $260k / year
⏰ Full Time
🟠 Senior
🔴 Lead
💻 Solutions Engineer
🦅 H1B Visa Sponsor
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11 - 50 employees
Founded 2023
💳 Fintech
☁️ SaaS
🤝 B2B
Fintech • SaaS • B2B
Flex is a SaaS payments infrastructure company that enables merchants and brands to accept HSA/FSA and other health-benefit payments. Its API-first platform integrates with e-commerce platforms (Shopify, WooCommerce, etc. ) and supports complex flows like split-card payments, subscriptions, eligibility verification, automated Letters of Medical Necessity, and enterprise-scale reporting to boost conversion and average order value. Flex is aimed at health, wellness and fitness brands that want to unlock pre-tax benefit spend at checkout while staying compliant.
• The technical narrative for every enterprise deal, from first discovery call through security review, integration design, and go-live • Custom integration architectures for complex merchant-built checkouts. The bulk of this work is direct API integration with sophisticated, custom commerce stacks • Live POCs, sandbox demos, and integration walkthroughs that move six- and seven-figure deals across the line • The structured feedback loop into product and engineering, synthesizing what enterprise prospects need, where we're losing on capability, and where the next durable bet is • Reusable enablement assets, including reference architectures, integration playbooks, security and compliance one-pagers, and ROI models that scale the GTM team • Smooth handoff to customer success and engineering for post-sale implementation
• 7+ years in Solutions Architecture, Sales Engineering, or Solutions Engineering, with at least 3 years selling into enterprise • You've owned the technical side of complex, multi-stakeholder deals. The kind that involve a CTO, a CISO, a head of e-commerce, and a procurement team all in the same Slack channel • You can read API docs, sketch an integration on a whiteboard, and ship a working POC when a deal calls for it. You don't need an engineer in the room to be technically credible • Background in payments, fintech, e-commerce, or healthtech is strongly preferred HSA/FSA, benefits, or regulated payments is a major plus • You've built feedback channels into product orgs that engineers actually trust, not just forwarded customer emails • You write well. Crisp follow-ups, clean architecture diagrams, briefs an exec can read in 90 seconds • Comfortable in early-stage chaos. You've been at a seed or Series A/B company before and you know what "first one in the seat" actually feels like
• Meaningful founding-team equity • Medical, dental, and vision plans • Unlimited PTO and sick days • Paid parental leave • Remote-first, with quarterly in-person meetups. Expect ~25% travel for prospect on-sites, partner conversations, and industry events
Apply Now🕒 April 29
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