Contract Investment Banker (Generative AI – Finance)

Kensho Technologies
Cambridge, MA, USA / New York City, NY, USA2026-04-08Part time

About the job

We are seeking experienced Investment Banking professionals to serve as domain experts on a contract basis, contributing to the development of generative AI tools for financial modeling and transaction analysis. In this role, you will leverage your real-world investment banking experience to help AI systems learn how to perform core banking tasks at a professional standard. You will create, evaluate, and refine transaction-oriented analyses that reflect how bankers actually think about valuation, deal structure, and execution. This is not a live deal or client-facing role; rather, you will help define and encode best-in-class banking workflows for AI systems.

Responsibilities

Produce high-quality investment banking deliverables used to train and evaluate AI systems, including:

Valuation analyses (DCF, trading comps, precedent transactions)

M&A and capital markets financial models

Accretion/dilution and pro forma analyses

Transaction scenarios and sensitivity analyses

Build financial models that adhere to industry-standard conventions, structure, and presentation

Decompose complex transaction logic into clear, step-by-step reasoning that can be learned by AI systems

Review and assess AI-generated banking outputs for:

Financial accuracy and internal consistency

Soundness of assumptions

Professional formatting and analytical rigor

Provide detailed feedback to improve model reliability, realism, and edge-case handling

Collaborate asynchronously with product, research, and engineering teams to refine task definitions and evaluation criteria

Qualifications

Minimum

3-7 years of experience in investment banking, corporate finance, or transaction-focused advisory roles

Strong technical foundation in:

Financial modeling and valuation

M&A and capital markets transactions

Accounting and financial statement analysis

Deep familiarity with how banking analyses are structured, reviewed, and presented

Ability to clearly explain why certain modeling or valuation decisions are made

High attention to detail and quality standards

Comfortable working independently in a remote, project-based environment

Interest in the intersection of finance and artificial intelligence

Preferred

Experience across multiple transaction types (M&A, IPOs, debt offerings, restructurings)

Exposure to both pitch and execution work

Prior experience mentoring or reviewing junior analysts’ work

Curiosity about how automation and AI may augment financial services workflows