People Matter

Head of Finance



Accounting & Finance
San Francisco, CA, USA
Posted on Wednesday, May 8, 2024

We are seeking a Head of Finance (VP/CFO) who will be responsible for providing data-driven insights to inform strategic, financial, and operational decision-making across the company. The Head of Finance is a key role that drives a deep understanding of our financial metrics, supports strategic financial decisions around the direction of the business, works with senior leadership, as well as investors and key external stakeholders. The hire will play a key part in ensuring the financial health of CloudTrucks.

This is a high-impact role that will offer substantial responsibility to dive impact in a hyper-growth environment at scale. The role will be based in San Francisco and reports to the CEO.


  • Deliver world-class business partnership to multiple executives and their teams

  • Assist with ad hoc reporting and analysis to support business decision making by owning the FP&A function and working closely with the accounting teams

  • Be a strategic and financial advisor to the executive team and business owners across the company with a specific focus on unit economics, SaaS metrics, and marketplace metrics as well as helping to define key business success metrics

  • Build analytical frameworks, forecasts, and dashboards, along with tools, processes, and communication touch-points, to support transparency and smart and quick decision-making across and within the team

  • Build scalable processes and systems to enhance financial visibility, control, and planning effectiveness that support the next wave of CloudTrucks’s growth

  • Establish financial comps / benchmarks to peers to establish high standards of performance and create a climate of mutual accountability that delivers expected business results

  • Build and manage our investor facing financial model that is used as a basis for our long-term planning and investor communications

  • Lead Investor Relations function helping with preparation of board of director materials

  • Manage our relationship and financial structure with our credit partners and other financial institutions

  • Work closely with senior leadership on ongoing basis to evolve overall strategy and evaluate risks and strategic scenarios, providing knowledge of financials drivers, risks, sensitivities, trade-offs and opportunities


  • 10+ years of FP&A / Strategic Finance experience including experience as finance partner to Engineering / Product / GTM teams

  • Exceptional analytical and financial modeling skills, successfully applying this skill set to solve problems

  • Team player willing to “roll up their sleeves”, self-motivated, proactive, organized, and positive attitude

  • Ability to influence decision making at the executive level and align incentives across multiple stakeholders

  • Ability to prioritize business needs, adapt to rapid business changes, meet tight deadlines, and communicate effectively

  • Experience leading and developing high caliber teams

  • Proficiency working with systems and automated reporting tools

  • Bonus: Experience working within a finance team at a fintech or marketplace focused technology company

About CloudTrucks

CloudTrucks is a virtual trucking carrier in the multi-billion dollar trucking space. Core to this industry are over 3.5M truck drivers. They move more than 70% of all goods transported around the U.S., yet operate in a highly fragmented industry with huge opportunities for products, services and automation. We strive to deliver solutions that help truck drivers operate with much greater efficiency, increase their revenue, and offload business complexity. We are looking for uniquely exceptional people to join us on our journey as we massively scale into an industry-defining business.

We provide equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.