Director of Sales at Flex in Remote

Summary: Flex is a growth-stage FinTech company headquartered in NYC, focused on creating a flexible rent payment experience for users. The Director of Sales will lead a high-performing sales team to achieve revenue targets and drive market share growth, particularly with enterprise-level clients. Responsibilities: - Develop and execute a comprehensive sales strategy to drive revenue growth, expand market reach, and create strategic plans for key enterprise accounts - Analyze market trends, competitor activity, and customer needs to continuously refine sales tactics and strategy - Collaborate with Revenue Operations, Marketing, and Product teams to ensure alignment with overall business objectives - Represent Flex at industry events and conferences to enhance brand visibility and generate new opportunities - Recruit, build, and lead a high-performing enterprise sales team, providing ongoing coaching, mentorship, and performance management to foster a culture of excellence - Establish a results-driven team environment that encourages collaboration, accountability, and continuous learning - Oversee all aspects of the sales pipeline, from lead generation to deal closure, ensuring accurate forecasting and process efficiency - Monitor key sales metrics and performance indicators, driving the team to consistently meet and exceed revenue targets and quotas - Prepare and present regular sales performance reports, utilizing CRM data to deliver insights on progress, challenges, and market opportunities to senior leadership Required Qualifications: - 8+ years of experience in sales, with at least 4 years in a senior leadership role managing enterprise sales teams - A demonstrable track record of exceeding revenue targets in a competitive B2B environment, ideally within FinTech, PropTech, or SaaS industries - Proven success in developing and executing strategic account plans for large, complex, and key enterprise accounts - Extensive experience in recruiting, coaching, and developing a high-performing sales team focused on enterprise-level clients - Deep understanding of complex sales cycles and methodologies for navigating large organizations - Exceptional negotiation and communication skills, with experience presenting to and building relationships with C-level executives - Proficiency in using CRM software (e.g., Salesforce) for pipeline management, forecasting, and reporting - Strong analytical skills with the ability to use data to drive strategy and performance - Willingness and ability to travel frequently to meet with key clients and strategic partners Required Skills: Sales management, Strategic account planning, Enterprise sales experience Important Skills: CRM software proficiency, Negotiation skills Nice-to-Have Skills: Analytical skills Benefits: Competitive medical, dental, and vision available from Day 1, Company equity, 401(k) plan with company match (our company match kicks off at the beginning of 2026), Unlimited paid time off + 13 company paid holidays, Parental leave, Flex Cares Program, Free Flex subscription