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Flex is a growth-stage, NYC headquartered FinTech company focused on improving the rent payment experience. Our mission is to empower renters with flexibility over their recurring expense and to grow our market share with enterprise-level clients.

About Flex

Flex enables our users to pay rent on a schedule that fits their finances and budget. We are looking for motivated individuals to help us keep our mission growing.

Role

The Director of Sales will be responsible for leading and developing a high-performing sales team to achieve ambitious revenue targets and drive market share growth with a focus on enterprise-level clients and key accounts. This role requires a strategic leader with a proven track record in sales management, account planning, and team development. The Director of Sales will craft and execute strategic account plans for our top key accounts, foster a culture of continuous improvement through regular coaching, ensure a robust sales pipeline, and deliver strong unit performance results. This position offers a hybrid work model based in the New York Metropolitan Area or San Francisco Bay Area. For candidates outside NY/NJ/CA, relocation assistance may be available.

What You’ll Do

Sales Strategy & Planning

• 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 refine sales tactics and strategy.
• Collaborate with Revenue Operations, Marketing, and Product teams to align with overall business objectives.
• Represent Flex at industry events and conferences to enhance brand visibility and generate new opportunities.

Team Leadership & Development

• 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.

Pipeline & Performance Management

• 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 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.

Key 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.

Compensation and Benefits

The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. For working locations in NY/NJ/CA, the OTE pay range will be $344,000-366,000.

Life at Flex & Benefits

We offer many employee benefits for full-time, U.S.-based employees:

• Competitive pay
• 100% company-paid medical, dental, and vision
• 401(k) + company equity
• Unlimited paid time off + 13 company paid holidays
• Parental leave
• Flex Cares Program
• Free Flex subscription

For full-time non-U.S. employees, we offer:

• Competitive Pay
• Company Equity
• Unlimited PTO

Seniority level

• Director

Employment type

• Full-time

Job function

• Sales and Business Development

We are an equal opportunity employer and value diversity in our team.