Head of Communications

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? Overview 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 Flex is entering a pivotal stage of growth where how we tell our story matters as much as the product we build. As the Head of Communications, you will lead the strategy and execution behind Flex’s external narrative, ensuring our mission, product, and impact are clearly understood across media, partners, and the broader fintech ecosystem. You will oversee our PR agency relationship, drive proactive media engagement, and guide the company through high-stakes communications moments with confidence and clarity. This role requires both strategic thinking and hands-on execution, working closely with executive leadership to shape messaging, prepare spokespeople, and ensure Flex is represented thoughtfully in the public conversation. The ideal candidate thrives in fast-moving environments and is comfortable navigating complex narratives in regulated industries. This role reports to the Chief Marketing Officer and will play a key role in protecting and strengthening Flex’s reputation as we scale. This is a hybrid position with on-site expectations of 2-3 days per week in our New York, San Francisco, or Salt Lake City headquarters. For candidates outside of the NY/NJ/SF/SLC area, you may be eligible for our relocation assistance program. What you’ll do Develop and maintain Flex’s core narrative and messaging framework, ensuring consistency across media, partners, and public-facing communications Own and manage the relationship with our PR agency, setting strategy, briefing priorities, and holding them accountable for measurable outcomes Lead proactive media engagement including press outreach, executive profiles, thought leadership placements, and product or company announcements Serve as a key partner to executive leadership by preparing talking points, media training, and interview preparation for external engagements Act as the company’s communications lead during sensitive or high-stakes situations, crafting responses and representing Flex with clarity and composure Monitor media coverage and industry narratives related to fintech and consumer finance, identifying opportunities to proactively shape the conversation Build and scale the communications function over time as Flex continues to grow Key qualifications 10+ years of communications experience, with significant time in fintech, financial services, or another highly regulated consumer industry Proven track record managing PR agencies and holding them accountable for strategic outcomes Experience navigating high-stakes or adversarial media environments - not j ... (truncated, view full listing at source)