About Flagright
Flagright is an AI-native financial crime compliance platform used globally by Fortune 500 companies, large banks, fintechs, and fast growing startups. We centralize transaction monitoring, screening, risk management, and investigations into a single, modern system built for scale, real-time performance, and regulatory rigor.
We operate as a lean, high-performance team with high individual ownership and direct access to leadership.
The Role
You’ll generate pipeline for the NORAM market by identifying and engaging decision-makers at fintechs and banks. This means cold calls, personalized outreach, deep research on prospects, and booking meetings for our sales team.
This is a high-growth startup, not a corporate job. You’ll work across time zones with a global team.
You’ll have direct access to founders and input into how our go-to-market motion evolves.
Sometimes you’ll work evenings or weekends when needed. The pace is intense and expectations are high. You’ll hear “no” a lot and need to keep pushing.
We’re looking for people who can sprint when the business demands it, not people who need rigid 9–5 boundaries.
Who We're Looking For
2+ years of B2B SaaS SDR experience
Relevant industry knowledge in fintech, payments, banking, compliance, risk, or financial infrastructure, gained directly or through closely related roles
Willingness to travel regularly across the US
Nice to have: Experience prospecting into or qualifying enterprise accounts (e.g., organizations with 1,000+ employees)
What we offer
Direct exposure to leadership and influence on sales and product direction
High-bar environment focused on execution, learning, and continuous improvement
Get equity from day 1 at a Y Combinator startup.
Work alongside a highly competent, top-tier team, including professionals from Y Combinator, AWS, and Palantir.
Enjoy a low-bureaucracy environment, minimal meetings, and an asynchronous communications culture.
Compensation: Competitive market rate (base salary and commission) + equity
Location: US Hybrid (based in Texas)
Similar Jobs
%20Logo.png)
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
