Flex

6 open remote positions

Flex provides technology that enables health and wellness brands to accept HSA and FSA payments online, including real-time eligibility verification and split payments. It is an early-stage startup with a small, scrappy, remote-first team.

Salary Distribution 5 of 6 jobs

PTO Distribution 2 of 6 jobs

Unlimited PTO 2 jobs (33%)

Benefits Overview 5 of 6 jobs

Dental (4) Medical (4) Vision (4) 401(k) (3) Equity (3) Life Insurance (2) PTO (2) Unlimited PTO (2) Annual Leave (1) Cycle to Work (1) Disability (1) Discount Programs (1) Employee Assistance Program (1) Flex Subscription (1) Paid Parental Leave (1) Parental Leave (1) Referral Bonus (1) Sick Pay (1) Tuition Reimbursement (1) Volunteer Days (1)

Open Positions

$105,000–$125,000/yr
Unlimited PTO

  • Triage and respond to daily merchant and customer tickets via Slack and Pylon, meeting SLA targets.
  • Build internal tooling and automate workflows using Retool, Metabase, and SQL to reduce support friction.
  • Partner with Engineering, Product, and Operations to debug issues, test new features, and improve support systems.

  • Own the technical roadmap for Partner Integrations, working across APIs, SDKs, and web experiences.
  • Collaborate with Engineering, Product, Design, Infrastructure, Sales, and Customer Success to align technical strategy with goals.
  • Stay hands-on delivering high-impact products and evolve flexible solutions as the product offering grows.

$231,000–$340,000/yr
US Unlimited PTO

  • Own Flex's go-to-market strategy for the auto loan vertical, identifying the highest-value partner segments.
  • Lead enterprise sales end-to-end, from prospecting and executive relationship-building through negotiation, contract execution, and go-live.
  • Build the auto loan sales playbook and leverage AI-assisted tools to drive pipeline efficiency and accelerate deal progression.

  • Administer and support Autodesk Vault while collaborating with cross-functional engineering, IT, and business teams.
  • Support SolidWorks PDM (EPDM) and PTC Windchill environments, ensuring data quality and audit readiness.
  • Troubleshoot CAD and PDM/PLM issues across multiple platforms and assist with system upgrades and deployments.