Flipside

Chief Financial Officer

Flipside

full-time

Posted on:

Origin:  • 🇺🇸 United States • Massachusetts

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Job Level

Lead

Tech Stack

Ruby on RailsWeb3

About the role

  • Serve as a strategic advisor to the CEO and executive team, helping to drive growth and long-term value creation.
  • Lead company-wide financial planning, budgeting, forecasting, and scenario modeling.
  • Partner with executive team and department leads to align financial goals with company OKRs and strategic priorities.
  • Build and evolve internal financial systems and reporting infrastructure to support scale and complexity.
  • Oversee Flipside’s digital asset and fiat portfolio, ensuring responsible stewardship, risk mitigation, and transparency.
  • Chair the external Treasury Committee, owning policy development, liquidity planning, and asset diversification strategies.
  • Design frameworks for token management, staking, and treasury reporting.
  • Partner with internal engineering teams to manage proprietary validator and payment rails for treasury and partner programs.
  • Oversee financial operations, accounting, audit, tax, and regulatory compliance across multiple jurisdictions and legal entities.
  • Ensure accurate and timely financial reporting across fiat and crypto assets, including reconciliations and consolidated statements.
  • Work closely with external counsel and advisors to navigate evolving blockchain regulatory environments.
  • Lead all fundraising efforts in partnership with the CEO and board, including equity, token, or hybrid structures.
  • Build and maintain strong relationships with investors, VCs, and strategic partners across both traditional and crypto-native ecosystems.
  • Drive financial diligence, modeling, and materials for fundraising rounds and strategic transactions.
  • Prepare and present financial performance, KPIs, and strategic insights to the board and investors.
  • Serve as a trusted voice in shaping investor communication and positioning.

Requirements

  • 10+ years of progressive experience in finance leadership roles, ideally including time at a high-growth tech startup and/or Web3 company.
  • Deep understanding of digital assets, onchain financial operations, and tokenomics.
  • Demonstrated experience managing treasury operations, including crypto portfolios and a variety of digital assets.
  • Proven track record leading equity or token fundraising rounds from seed to growth stages.
  • Strong command of SaaS and ecosystem-based business models; comfortable in a data-driven, metrics-oriented environment.
  • Experience managing international legal entities, cross-border payments, and multi-jurisdictional compliance.
  • Excellent communicator with a track record of building trust across executive teams, boards, and investors.
  • Able to thrive in ambiguity, move quickly, and adapt to the pace of blockchain innovation.
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