
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.
11 - 50 employees
Founded 2023
💳 Fintech
☁️ SaaS
🤝 B2B
October 23
🇺🇸 United States – Remote
💵 $105k - $120k / year
⏰ Full Time
🟡 Mid-level
🟠 Senior
📞 Support Engineer
🦅 H1B Visa Sponsor

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.
11 - 50 employees
Founded 2023
💳 Fintech
☁️ SaaS
🤝 B2B
• Triage and respond to daily merchant and customer tickets via Slack and Pylon. • Ensure we meet SLA targets and maintain a high bar for customer satisfaction. • Deliver clear, thoughtful, and technically sound responses across internal and external communications. • Work closely with Engineering, Product, and Operations teams to unblock support issues and escalate bugs or system issues. • Contribute to internal tooling using Retool, Metabase, and SQL to help automate workflows and reduce support friction. • Collaborate on internal projects to help the Support team scale efficiently as we grow (e.g., bulk editing workflows, data validation tools, process documentation). • Ensure the broader internal team has the tools and visibility they need to deliver a great customer experience. • Partner with Engineering to test new product functionality, edge cases, and backend fixes before rollout. • Build and maintain internal documentation for support workflows, product edge cases, and tooling tips. • Help define and improve tagging, categorization, and data structure for tickets to power better reporting and insights over time.
• You have a foundational understanding of APIs, JSON, Postman, and Retool. • You’re curious, resourceful, and comfortable picking up technical tools on the fly. • You have strong written communication skills and a customer-first mindset. • You take initiative and thrive in fast-paced, scrappy environments. • You’re excited to wear many hats and aren’t afraid to build something from scratch.
• Equity compensation with competitive salary. • Medical, dental, and vision plans. • Unlimited PTO and sick days. • Paid parental leave. • Flexible, remote-first team with quarterly in-person meetups.
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