CTO

ProSights; New York (NY); On-site; USD 120,000 - 180,000; Full time

Job summary

ProSights, located in New York City, is seeking a strategic Technical Leader to drive engineering from customer problem to production. You will set the technical direction of our engineering platform, engage with clients to design systems, and manage a growing engineering team.

The ideal candidate will blend deep technical expertise with leadership skills, leading customer engagements and scaling our team in this critical growth phase. Join us in transforming enterprise documents into AI-ready data.

Qualifications

• Proven experience in technical leadership roles.
• Ability to translate workflow requests into technical plans.
• Experience in building and scaling engineering teams.

Responsibilities

• Set technical direction for the engineering platform.
• Sit with clients to design bespoke system deployments.
• Lead customer engagements with hands-on execution.
• Build and scale the engineering team as needed.
• Partner with product leadership on project roadmap.

Skills

Technical leadership

Systems design

Hands-on execution

Customer engagement

Team leadership

Job description

What we're building

ProSights partners with the largest investment firms in the world and their portfolio companies to turn enterprise documents into AI-ready data infrastructure.

We started with high-accuracy extraction for investment workflows and are now moving deeper into forward-deployed data infrastructure: agents that ingest files from SharePoint, OneDrive, Box, Google Drive, email, and other systems, extract the right data, map it to schemas, preserve provenance, and push clean outputs into the customer's systems of record.

The bottleneck today is whether the enterprise can trust the data underneath it: inconsistent contracts, multi-page tables, unreliable OCR, changing amendments, and audit teams that need cell-level provenance.

Our engineers embed with customers, configure workflows around their actual data, and own the outcome end-to-end.

Two segments today:

• Investment firms. PE and credit fund accounting teams, fund administrators, KPOs, and deal teams at investment banks. Use cases include capital account spreading, subscription doc and K-1 processing, loan tape ingestion, and deal-level diligence extraction.
• Portfolio companies. PE firms own hundreds of operating companies and are under pressure to deliver AI-led value creation across them. Use cases include M&A data migration, contract structuring, vendor invoice processing, AR / AP automation, and ERP cutovers.

Our unfair advantage

80% of the top 20 PE funds in the world are already customers. Deal teams are connecting us to operating partners who are deploying us into their portfolio companies, where our forward-deployed engineering team runs the rollouts. We get warm-introed by the GP.

About us

YC-backed. $0 to $1.2M ARR in 11 months. Valuation cap a $40M cap for our SAFE. Lean team of 8 in NYC: two founders, four engineers, one sales hire, and our current CTO.

Our current CTO built the technical foundation that got us here and is helping with the transition. He is moving toward a later-stage, lower-intensity role. We are hiring the successor for the next phase: customer-facing technical leadership, systems design, and scaling the engineering org.

The role

You will own engineering from customer problem to production system:

• Technical leadership. Set technical direction for the agentic platform and the data infrastructure underneath: high-accuracy extraction, evals, schema mapping, agentic orchestration, and plumbing into customer systems of record.
• Customer-facing systems design. Sit with PE firms and portfolio companies, translate messy workflow requests into technical plans, and turn bespoke deployments into repeatable systems.
• Hands-on execution. In the first phase, expect 30-50% coding / deep technical work. Over time, this should become more architecture, review, customer translation, and team leadership.
• Forward-deployed engineering. Build and lead the function that runs customer engagements end-to-end. This is the muscle that delivers the outcomes customers pay us for.
• Hiring. Recruit and scale the engineering team beyond the current four engineers. The path could be four to six engineers or four to forty depending on customer pull and financing.
• Product partnership. Partner with the product co-founder on roadmap, prioritization, and build-vs-buy calls.

Founder-level ownership. Sit in the important conversations across sales, customer success, technical diligence, hiring, and fundraising.