Location: New York City
Type: Full time
Department: Sales

ProSights is a YC-backed AI finance automation company that is eradicating manual data entry with autonomous agents. In the past year, we have onboarded 15 of the 25 largest PE firms and 4 of the top 15 banks without any sales team. Across junior white-collar roles in investing, 15 - 20% of the job is spent copying data into spreadsheets, CRMs, and templates. We eliminate that work by reading unstructured documents, extracting what matters, and writing it directly into firm-specific systems so teams can focus on analysis, judgment, and relationships.

We are looking for a Chief of Staff to work directly with the founding team. This is a high-ownership role for someone early in their career who wants to operate at the center of a fast-growing AI startup. You will be a force multiplier across strategy, operations, GTM, product, and hiring, and you should be willing to do whatever the company needs, from detailed execution to company-level projects.

What you will do

Drive new business acquisition by identifying, qualifying, and closing deals with major financial institutions for our AI-powered analytics platform
Develop and execute strategic sales plans to penetrate key accounts in the investment banking, asset management, and hedge fund sectors
Conduct in-depth discovery calls to understand potential clients' needs and align them with ProSights' solutions
Deliver compelling presentations and product demonstrations to C-level executives and decision-makers
Collaborate with product and AI teams to tailor solutions to meet specific client requirements
Navigate complex, multi-stakeholder sales cycles within large financial organizations
Forecast sales activity and revenue achievement, while providing visibility to leadership
Work closely with customer success teams to ensure smooth onboarding and long-term client satisfaction
Stay current on industry trends, competitive landscape, and regulatory changes affecting our clients
Contribute to the refinement of our sales strategy and go-to-market approach

Qualifications:

Bachelor's degree required, MBA or relevant advanced degree preferred
5+ years of successful B2B sales experience, preferably in fintech, enterprise software, or financial services
Proven track record of consistently meeting or exceeding sales quotas
Strong understanding of financial markets, investment processes, and the role of technology in finance
Excellent presentation and communication skills, with the ability to explain complex technical concepts to various stakeholders
Experience with consultative selling and solution-based approaches
Proficiency with CRM systems (e.g., Salesforce) and sales intelligence tools
Strong negotiation skills and ability to build lasting relationships with senior executives
Self-motivated with excellent time management and organizational skills

Bonus:

Experience selling AI/ML solutions or advanced analytics platforms
Deep network within the financial services industry
Knowledge of regulatory requirements affecting AI adoption in finance
Familiarity with the technical aspects of data integration and cybersecurity in financial institutions
Track record of closing large, complex enterprise deals with long sales cycles
Experience with account-based marketing strategies
Multilingual skills to engage with global financial institutions
Relevant certifications (e.g., CFA, Series 7, Series 63)

Why this role and our culture

This role gives you a front-row seat to how a high-growth AI company is built. You will work across every function, see how key decisions are made, and own projects that directly affect revenue, product, and team building. For the right person, this can be a springboard to future leadership roles in product, operations, or GTM, or to founding your own company.

Navy-SEAL small team ethos with a bias to ship value quickly
In-office Monday to Friday in our Chelsea office
2 - 3 hours blocked daily after 6:30 pm for workouts and dinner
Subsidized gym membership, office nutrition and supplements provided

We look for people who are honest, intensely competitive, and committed to world-class performance. If you want to work very hard on problems that matter and learn faster than almost anywhere else, we would like to meet you.

Apply Today!

Please email your resume to careers@prosights.co with the position title in the subject line. If your background aligns, our team will be in touch.