Strategic Finance and Business Operations Associate

Twenty•Arlington, VA

5d•Onsite

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.

Requirements

1–5 years in investment banking, private equity, or strategic finance at a top-tier startup.
Mastery with Excel and Google Sheets; ability to build a highly legible three-statement model and layer in scenario modeling.
Detail-obsessed with a belief that formatting is a tool for cross-functional communication.
High horsepower; ability to dive in head first on tasks like memos for the CEO, slides for the Board, or offer packages for new hires.
Urgency; ability to figure things out without waiting for directions and create own urgency.
Generalist by instinct; enjoyment of a wide problem space and application of first principles across finance, hiring, contracts, and ops.
In-person builder who wants to spend their career around kind and smart people, refining their craft while advancing a critical mission.

Nice To Haves

Prior background or interest in software, AI, cyber, defense, or intelligence.
Daily ChatGPT, Claude, or Gemini user; experience with AI tools like Claude Code or Cowork, Rogo, Hebbia, or equivalent.
Understanding of agents as a way to automate routine tasks and as the future of work.
Nano Banana image generation ability.

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.
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.