About The Position

The Finance and Operations team focuses on some of Twenty’s most critical business problems with a high degree of visibility into the entire organization. The team is responsible for annual planning, resource allocation, performing financial analysis, and acting as a business partner with leaders across the company. This role requires someone who is highly analytical and strategic, a great communicator, a structured problem solver, and level-headed when faced with ambiguity. This role is ideal for a former banker, investor, or startup finance operator who wants to skip business school and jump into a high-velocity generalist seat from the ground floor. You are eager to stop spreading comps and start building a company. This role would require relocation to the Washington, DC area.

Requirements

  • 1–5 years in investment banking, private equity, or strategic finance at a top-tier startup.
  • Mastery with Excel and Google Sheets, including building three-statement models and scenario modeling.
  • Detail-oriented with a focus on clear cross-functional communication.
  • High horsepower; ability to dive into complex tasks and produce memos, slides, or offer packages.
  • Proactive and self-directed with a sense of urgency.
  • Generalist mindset, comfortable applying first principles across finance, hiring, contracts, and operations.
  • Desire to be an in-person builder, working with colleagues to advance a critical mission.

Nice To Haves

  • Prior background or interest in software, AI, cyber, defense, or intelligence.
  • Daily user of AI tools like ChatGPT, Claude, Gemini, Claude Code, Cowork, Rogo, Hebbia, or equivalent.
  • Ability to generate Nano Banana images.

Responsibilities

  • Build and own Twenty's financial model end-to-end, driving annual planning, the headcount ledger, board reporting, and the analytical engine the company uses to make decisions.
  • Run semi-annual budgeting and ongoing headcount planning, and stand up the reporting infrastructure that gives every function visibility into how it's actually performing.
  • Partner with the Founders and VP Finance on the next fundraise, build the data room, and own diligence. Between rounds, own monthly executive updates and quarterly board reporting.
  • Run the systems that keep a company moving: compensation design, offer generation, performance structure, and spend policies.
  • Handle special projects such as real estate, market research, vendor strategy, and software procurement.

Benefits

  • Medical, dental, and vision plan options.
  • Life / AD&D, disability coverage options.
  • Paid parental leave for eligible full-time employees (12 weeks for birthing parents, 4 for non-birthing parents, 6 weeks for adoptive, foster, or intended parents through surrogacy).
  • Paid holidays and flexible PTO.
  • 401(k) with pre-tax and Roth options.
  • HSA/FSA options, dependent care FSA.
  • Commuter benefits.
  • On-site garage parking.
  • Bike storage.
  • Building fitness center.
  • Desk setup stipend.
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