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?
As a Senior Account Executive at Flex, you will play a critical role in driving revenue growth and expanding our presence within the rental real estate sector. This position is responsible for engaging and closing high-value mid-market accounts, developing long-term strategic partnerships, and working closely with cross-functional teams to ensure customer success. The ideal candidate has a strong background in mid-market or enterprise sales, a history of exceeding revenue targets, and experience managing complex sales cycles with executive stakeholders.
This is a hybrid position with on-site expectations of 3 days per week (M/W/Th) in our New York or SLC Headquarters. For candidates outside of the NY/NJ/SLC area, you may be eligible for our relocation assistance program.
What you’ll do- Identify, target, and engage key large accounts within the rental real estate industry to drive revenue growth.
- Own the entire sales cycle, from prospecting and initial outreach to negotiation, closing, and contract execution.
- Build and maintain relationships with C-level executives, property management firms, and key decision-makers.
- Conduct high-impact sales presentations and product demonstrations to showcase the value of Flex’s solutions.
- Collaborate with Marketing, Product, and Customer Success teams to ensure a seamless sales process and client onboarding.
- Manage a strategic sales pipeline, utilizing CRM tools to track progress and accurately forecast revenue.
- Develop and execute account-specific sales strategies to maximize adoption and engagement.
- Consistently exceed sales quotas and revenue targets.
- 6+ years of enterprise sales experience, preferably in FinTech, PropTech, or SaaS industries.
- Proven track record of consistently exceeding quotas and driving substantial revenue growth.
- Strong ability to build and nurture executive-level relationships within mid-market and enterprise accounts.
- Excellent communication, presentation, and negotiation skills.
- Ability to navigate complex sales cycles and manage multiple stakeholders.
- High level of initiative, self-motivation, and the ability to thrive in a fast-paced, dynamic environment.
- Experience leveraging various outbound prospecting channels, including phone, email, and social media.
- Proficiency with CRM tools (e.g., Salesforce) and data-driven sales methodologies.
The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. This is a commission earning role. The OTE (On Target Earnings) listed below:
We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.
Offices
Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.
Benefits
For full-time U.S. employees we offer:
- Competitive medical, dental, and vision
- Company equity
- 401(k) plan with company match
- Unlimited paid time off + 13 company paid holidays
- Parental leave
- Free Flex subscription
For full-time non-U.S. employees, we offer:
- Competitive compensation + company equity
- Unlimited PTO
Skills Required
- 6+ years of enterprise sales experience, preferably in FinTech, PropTech, or SaaS industries
- Proven track record of consistently exceeding quotas and driving substantial revenue growth
- Strong ability to build and nurture executive-level relationships within mid-market and enterprise accounts
- Excellent communication, presentation, and negotiation skills
- Ability to navigate complex sales cycles and manage multiple stakeholders
- High level of initiative, self-motivation, and the ability to thrive in a fast-paced, dynamic environment
- Experience leveraging various outbound prospecting channels, including phone, email, and social media
- Proficiency with CRM tools (e.g., Salesforce) and data-driven sales methodologies
Flex Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Flex and has not been reviewed or approved by Flex.
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Healthcare Strength — Day-1 medical, dental, and vision coverage is explicitly offered and framed as “best-in-class coverage and options,” suggesting strong baseline health benefits. Additional listings also describe broad health-support elements such as IVF/adoption and gender transition benefits, reinforcing depth in healthcare-related coverage.
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Retirement Support — A 401(k) is available, with a stated company match starting in early 2026, indicating improving retirement support. This rollout appears to address earlier gaps where matching was not consistently present.
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Leave & Time Off Breadth — Unlimited PTO plus company holidays (and, in some descriptions, shutdown days) indicates a wide time-off policy on paper. Hybrid work flexibility and office-day meal credits can add to the overall rewards value for NYC-based employees.
Flex Insights
What We Do
Flex, an NYC-headquartered FinTech company, has created a trusted rent payment experience. It’s hard to believe that it’s 2024 and paying rent on time is expensive, inflexible, and difficult; we’re here to change that! We enable our users to pay rent throughout the month on a schedule that better fits their finances and budget, while also helping them build credit. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
Why Work With Us
We believe it takes a diverse team of curious, determined, empathetic, and self aware people to grow a successful company. We value the unique and dynamic perspectives our team brings to solve critical problems that impact the lives of our users and the financial decisions they make.
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