tailkFlex is building the AI-native private bank for business owners.
We’re re-architecting the entire financial system for entrepreneurs—from the first dollar a business earns to how that value compounds, moves, and is ultimately spent in real life. Banking, credit, payments, personal finance, and financial operations—rebuilt from the ground up as a single, intelligent system. Flex is the full financial home for ambitious owners.
Since launching publicly in September 2023, Flex has scaled from zero to nine-figure annualized revenue, with a clear path to profitability by late 2026. We move fast, ship relentlessly, and operate with extreme ownership.
Our customers are affluent business owners ($3–$200M in revenue)—the backbone of the economy and one of the most underserved segments in finance. They’re stuck with outdated banks and fragmented tools. We’re replacing all of it. The opportunity is massive: a ~$1T+ revenue market hiding in plain sight. Our ambition is to build a $100B+ company by delivering a product that is fundamentally better—not incrementally improved.
Flex has raised $100M+ in equity and $300M+ in debt.
- Mission-critical problems: We build software that directly controls how money moves at scale.
- High bar, low ego: Small teams, exceptional people, real ownership.
- Speed over comfort: We prioritize execution, quality, clarity, and results.
- Enduring impact: What we’re building will define how a generation of owners runs their businesses.
Team & Locations
We hire exceptional people who want to build hard things and see their work matter immediately. Roles are available in: San Francisco, Miami, New York, and fully remote.
Flex Fuels Ambition.
About the Role
Flex is seeking a talented Business Development Representative to join our dynamic sales team and drive our growth. Reporting to the Head of Sales, this role will focus on identifying and qualifying new business opportunities, engaging with & building relationships with potential clients, and setting the stage for successful sales engagements. The Business Development Representative will have the opportunity to master the fundamentals of sales, contribute to the expansion of our user base, and play a pivotal role in the company's success.
✅ What You’ll Do
- Product Mastery: Develop a comprehensive understanding of our products and services to effectively communicate their value to potential clients.
- Lead Generation: Proactively identify and research potential leads through various channels, including social media, email campaigns, and industry events.
- Sales Tools Utilization: Utilize our CRM and other sales tools to build prospect lists, craft outbound messaging, and share results with the larger sales team.
- Collaborative Transition: Work closely with the sales and marketing teams to ensure a seamless transition of qualified leads.
- Initiate Conversations: Engage with key decision-makers at target companies to initiate sales conversations.
- Pipeline Development: Build and maintain a strong pipeline throughout the quarters to ensure coverage is there to attain goals / KPIs.
- Market Knowledge: Learn and stay updated on Flex, industry trends, and competition to maintain in-depth knowledge.
- Growth Contribution: Be part of a fast-growing, VC-backed FinTech company as one of the first 50 employees, making a meaningful contribution to our success.
- Enjoy the Journey: Thrive in a hardworking yet casual environment, enjoying the journey as you drive business growth.
- Culture: Bring values of being an empathetic, inclusive, “human-first” teammate, that prioritizes enjoying-the-ride, but delivers on continuously sparking imagination and innovation.
⚡️ What You Bring
- Previous experience in a customer-focused or sales-related role within a high-growth environment.
- Self-motivated with the ability to hit the ground running in prospecting, managing, and qualifying leads.
- A passion for developing and fostering relationships, enjoying meaningful interpersonal interactions.
- Strong verbal and written communication skills, coupled with exceptional organizational abilities and a keen attention to detail.
- An overachiever who never quits, never takes no for an answer, and consistently succeeds in all endeavors.
- Comfortable in a fast-paced, high-growth startup environment, with the ability to wear multiple hats and take on various roles as needed.
- A strong enthusiasm for the FinTech/startup space, with a keen interest in industry trends and developments.
- A degree in business or a related field is a plus.
What we offer
- A visionary founding team with elite backgrounds and substantial industry experience.
- A substantial Series A round, providing ample growth and opportunities.
- A culture that supports remote work and values connection through semi-annual offsites.
- Support from leading Silicon Valley venture capitalists and industry insiders.
- An attractive compensation package, including comprehensive benefits and perks.
At Flex, we value passion, determination, and honesty. Even if you don't fully match the job specifics, we encourage you to apply. Unusual career paths and unique skills can help you stand out. We believe diversity drives our success.
Compensation
This position is also eligible for a commission-based incentive plan. The estimated on-target earnings (OTE) for this role, including base and variable compensation, is $80,000 - $110,000
Additional Information
Why Join Us
Build something generational — Capture the full lifecycle of money for ambitious business owners.
Work on real money, real risk — Payments, credit, and banking at serious scale.
Solve hard problems — AI, underwriting, compliance, and global finance from first principles.
True ownership — Small teams, high trust, real accountability.
Founder-level exposure — Direct access to leadership, customers, and investors.
High bar, high taste — Move fast without cutting corners.
Elite peers — People here are builders, not tourists.
Real upside — Meaningful equity if you help build something big.