Strategic Finance and Business Operations Associate

Twenty•Arlington, VA
•$130,000 - $263,000•Onsite

About The Position

Twenty Technologies is hiring a Strategic Finance and Business Operations Associate for its Finance and Operations team. The team works on critical, high-visibility business problems across the organization, including annual planning, resource allocation, financial analysis, and partnership with company leaders. The role calls for an analytical and strategic problem solver who communicates well and remains level-headed in ambiguous situations. It is positioned for someone with experience in banking, investing, or startup finance who wants to build a company in a fast-moving generalist role. The associate will build and own Twenty’s financial model, lead planning and headcount processes, provide reporting and analysis to leaders, and support fundraising and investor relations. The role also runs operating systems for compensation, offers, performance, and spending policies, and contributes to special projects such as real estate, market research, vendor strategy, and software procurement. The position is on site, full time, and limited to U.S. citizens; no active clearance is required.

Requirements

  • 1–5 years of experience in investment banking, private equity, or strategic finance at a top-tier startup.
  • Mastery of Excel and Google Sheets.
  • Ability to build a highly legible three-statement financial model and use scenario modeling to answer urgent questions.
  • Strong attention to detail, including the ability to use formatting effectively for cross-functional communication.
  • Ability to produce high-quality work such as CEO memos, board slides, and offer packages.
  • Demonstrated urgency, initiative, and ability to figure out what needs to be done without waiting for directions.
  • Generalist mindset and ability to apply first-principles thinking across finance, hiring, contracts, and operations.
  • Willingness to work in person.
  • U.S. citizenship.

Nice To Haves

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

Responsibilities

  • Build and own Twenty’s end-to-end financial model, including annual planning, the headcount ledger, board reporting, and decision-support analysis.
  • Run semi-annual budgeting and ongoing headcount planning.
  • Establish reporting infrastructure that gives functions visibility into performance and translates financial results into actionable information for team leaders.
  • Partner with the Founders and VP Finance on fundraising, including building the data room and owning diligence.
  • Own monthly executive updates and quarterly board reporting between fundraising rounds.
  • Run operating systems for compensation design, offer generation, performance structure, and spend policies.
  • Work on special projects such as real estate, market research, vendor strategy, and software procurement.

Benefits

  • Medical, dental, and vision plan options.
  • Life and AD&D coverage options.
  • Disability coverage options.
  • Paid parental leave for eligible full-time employees: 12 weeks for birthing parents, 4 weeks for non-birthing parents, and 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 and dependent care FSA.
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