Own a portfolio of client engagements as the primary strategic finance partner to founders and executive teams
Build long-term, trust-based client relationships grounded in sound judgment and measurable impact
Lead companies through critical inflection points such as fundraising, M&A evaluation, pricing and packaging strategy, sales compensation design, and go-to-market decisions
Advise on capital allocation and investment prioritization, cash runway management, unit economics, and long-term financial planning
Shape board narratives and support investor communications with clear, data-driven insights
Build and maintain financial models and forecasts, using them as decision-making tools — not simply reporting outputs
Leverage AI and automation to improve financial workflows, analytical efficiency, and forecasting accuracy
Contribute to the continued evolution of Pilot’s Consulting Services offering and delivery model
Own and drive progress against Consulting Services team OKRs, translating strategic priorities into measurable results
Mentor and guide junior team members as they develop their strategic finance and client leadership capabilities
Requirements
7+ years of experience in management consulting, investment banking, venture capital, strategic finance, or senior finance leadership roles
Experience advising founders or executive teams on high-impact financial and strategic decisions
Strong financial modeling fluency (Excel/Google Sheets), with the ability to use models as strategic decision-making tools
Exceptional verbal and written communication skills, with executive presence
Proven ability to synthesize complex information into clear, structured recommendations
Experience leading complex financial engagements and managing junior team members to deliver high-quality outcomes
Demonstrated ability to build strong collaborative working relationships across teams and functions
Benefits
Flexible vacation/time-off policy
All federal holidays are observed
Competitive benefits package including wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway
Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks