Senior Director of New Verticals Sales, Flex
$315-375k
OTE
+ Equity
Flexible rent payment application
Open for applications
Flexible rent payment application
501-1000 employees
Open for applications
$315-375k
OTE
+ Equity
501-1000 employees
Company mission
To help people pay for the things that matter most.
Role
Who you are
- 10+ years of experience, in strategic partnership and/or enterprise sales within high-growth FinTech environments, with a demonstrated focus on new market entry and zero-to-one product adoption
- Proven track record of defining and executing growth strategies and new markets, consistently sourcing and closing company-defining, first-of-kind opportunities with senior decision-makers for Payments/FinTech solutions, especially those involving buy now, pay later (BNPL) programs
- Demonstrated ability to close deals in new markets with new product/service offerings
- Expert in influencing executive-level stakeholders: Exceptional communication, influencing, and complex negotiation skills, with a demonstrated ability to operate confidently and effectively at the highest levels of partner organizations
- Strategic Vision & Execution: Possess deep strategic thinking capabilities coupled with a strong bias for action, comfortable with ambiguity and rapid iteration, and adept at pivoting strategies as market dynamics evolve
- Strong Financial & Legal Acumen: Extensive experience building deal models, justifying complex partnership economics, and navigating legal agreements
- Leadership & Cross-Functional Collaboration: Proven ability to lead and influence both direct teams and cross-functional stakeholders (Product, Engineering, Marketing) to drive successful partnership outcomes
- Comfort with Ambiguity: Thrives in a fast-paced, evolving environment, demonstrating urgency, adaptability, and the ability to build structure in loosely defined situations
- Bachelor’s degree required; MBA or advanced degree strongly preferred
What the job involves
- We are seeking an entrepreneurial and highly accomplished Senior Director, New Verticals Sales to spearhead Flex’s expansion into nascent, non-discretionary payment categories (e.g. , insurance, HOAs, utilities, auto)
- While Flex is a rapidly scaling business, this pivotal role demands a proven leader who thrives in early-stage environments, adept at identifying and cultivating first-of-kind, company-defining enterprise partnerships where solutions are often loosely defined and require innovative approaches
- Reporting directly to the VP of Strategic Partnerships (New Verticals), you will leverage a sophisticated blend of strategic business development, strong operational acumen, and a rigorous sales discipline to originate, negotiate, and close high-value, complex partnership deals for Flex’s embedded split pay offering
- You will be instrumental in shaping our market entry strategy, collaborating closely with senior leadership and cross-functional teams (Product, Engineering, Marketing, Finance) to refine our GTM approach and ensure successful technical deployment and long-term partnership health
- Pioneer New Markets: Proactively identify, engage, and secure strategic enterprise partners for Flex’s embedded Buy Now Pay Later (BNPL) offering within uncharted payment verticals, driving first-of-kind deals from inception to successful launch
- Strategic Pipeline & Opportunity Management: Develop, prioritize, and rigorously manage a robust pipeline of high-value, complex opportunities with a strong sense of urgency, converting prospects into marquee accounts
- Executive Relationship Building: Act as a trusted strategic advisor to C-level executives (CEOs, CPOs, Heads of Partnership/Strategy) at prospective partner organizations, deeply understanding their strategic priorities and expertly positioning Flex’s transformative solutions
- Lead Complex Deal Negotiation: Negotiate and optimize legal and economic terms within term sheets and partnership agreements
- Product & GTM Contribution: Collaborate with Product, Engineering, and Marketing teams to identify and incorporate critical market feedback, influencing product development, pricing strategies, and positioning to enhance our embedded GTM offering and competitive advantage
- End-to-End Partnership Launch: Lead partnerships from signed agreement through technical deployment and successful go-live in partnership with product and technical teams, ensuring seamless execution and maximizing partner value
Our take
Many people struggle to pay their rent every month, with a variety of bills hitting their bank accounts simultaneously. Whilst many of these people earn enough money to cover their bills, the inflexible nature of monthly bills can make the all-in-one payment a harder obstacle.
Flex provides a mobile application for the flexible payment of rent, allowing users to pay their landlords through flexible payment plans, reschedule payments when necessary, and protect their funds through Overdraft Protection. The company achieves this by partnering with estate agents and paying their resident's bills upfront, taking on the challenges that landlords would normally have due to late payments.
Flex has experienced extremely rapid growth since its founding which has caused some issues, as it struggled to keep up with the surge in new customers. Having made improvements to its product and scaled its customer service team, it is set to continue providing a service that has come to be highly valued by both tenants and landlords.
Freddie
Company Specialist at Welcome to the Jungle
Insights
10% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Feb 2022
$160m
SERIES C
Apr 2021
$46.6m
SERIES B
Total funding: $225.1m
Company benefits
- Medical, Dental & Vision: Your healthcare will be available from Day 1— giving you immediate peace of mind — with best in class coverage and options.
- Parental Leave: Step away with paid time off to focus on family and life’s newest chapter.
- NYC HQ: Collaborate in our lively New York headquarters, with new office space on the way!
- 401(k) Retirement Savings: Plan ahead with our 401(k) program to grow your future. And starting early 2026, employees will be eligible for a company match!
- Flex Giving: Flex Giving empowers employees to support local nonprofits advancing housing stability in the communities we call home.
- Employee Assistance Fund: Confidential financial support to teammates facing unexpected hardships or emergencies.
- Hybrid Work Policy: Work flexibly from home, with in-person collaboration and events that matter.
- Unlimited PTO + Holidays: Take the time you need— whether that’s a vacation, recharge, or simply a long weekend
- Free Flex Subscription: As a Flex employee, you'll have full access to our services without charge.
- GrubHub Credit: Enjoy meal credits while in the office, so you’re fueled for the workday ahead.
Company HQ
Midtown Manhattan, New York, NY
Leadership
Shragie Lichtenstein
(Co-Founder & CEO)Prior to co-founding Flex in 2019, Shragie co-founded Boundless Reality. They graduated from Yeshiva University in 2015 with a Bachelor's Degree in Finance.
YeTong Shao
(Co-Founder)Prior to co-founding Flex in 2019, YeTong co-founded Boundless Reality alongside Shragie. They graduated from the University of Chicago with a Bachelor's Degree in Mathematic & Economics.
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