Director of Operations

🕒 May 7

🇺🇸 United States – Remote

💵 $150k - $250k / year

⏰ Full Time

🔴 Lead

⚙️ Operations

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Flex

WebsiteLinkedInAll Job Openings

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.

📋 Description

• Own the operational backbone of this venture from day one - concept through execution • Drive regulatory readiness and stay ahead of the compliance requirements that come with operating in a regulated healthcare environment • Design and improve the workflows that keep the operation running - and running well. • Stand up the full network: recruiting, onboarding, and performance management • Define the metrics that matter - turnaround time, quality, throughput, compliance - and build the dashboards and rituals around them • Partner with Flex's product and engineering teams to translate operational needs into platform requirements • Write the playbooks, policies, and documentation that let this operation scale beyond you

🎯 Requirements

• You've built or scaled an operation before - ideally as one of the first operations hires at an early-stage healthtech company • You've worked closely with outside counsel and know how to turn legal guidance into operational decisions without losing momentum • You've designed workflows that balance compliance, experience, and speed - and you've measured and improved them • You operate with high ownership, write clearly, and make decisions with incomplete information • You're energized by greenfield builds, lean teams, and the ambiguity that comes with both

🏖️ Benefits

• Competitive compensation and equity package • Flexible, remote-friendly work environment