Manager, CS AI Content

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team?

About the role

We’re hiring a Manager, CS AI Content to own the content layer that powers Flex’s AI-driven customer support tools.

This role sits at the intersection of content, conversational AI, and systems design. You’ll translate customer support knowledge, SOPs, and workflows into structured, machine-readable content that enables AI systems to respond accurately, take action through APIs, and safely support customers across channels.

You’ll design content for conversational AI, including multi-turn dialogue flows, clarification strategies, and safe recovery paths. The content you create directly impacts containment, CSAT, and risk prevention, making this a high-impact, cross-functional role.