Chief of Staff

Casca
US
Remote

Who this role is best for

Aimed at executives with product/engineering or consulting backgrounds who thrive in high-growth AI fintech startups requiring intense commitment.

Best fit for

  • Former management consultants from top firms seeking startup operational challenges.
    — “management consulting experience at a leading firm (McKinsey, Bain, BCG, etc.)
  • Product leaders who've scaled processes in 30-200 employee companies.
    — “Experience building internal operations during rapid team growth (30+ to 200+ employees)
  • Technical operators comfortable bridging AI development and banking workflows.
    — “Technical background with understanding of AI/ML applications

Things to consider

  • Frequent extended hours expected during product launches and sprints.
    — “many weeks will demand extra focus, flexibility and time
  • Must align with CEO's priorities across all business functions.
    — “Manage CEO priorities and special projects

How to stand out

  • Quantify process improvements from past scaling experiences in interviews.
    — “Proven ability to structure complex operational challenges
  • Demonstrate fintech domain knowledge through case study preparation.
    — “Background in fintech, banking, or lending industry
  • Highlight cross-team mediation experience beyond typical project management.
    — “Drive cross-functional alignment and communication
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · CompanyLevel · Executive

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • successful execution of critical initiatives
  • driving operational excellence
Typical background
product managementengineeringmanagement consulting

Skills & requirements

Required

Project ManagementCross-functional CollaborationInternal OperationsCEO Support

Preferred

Technical BackgroundAi/ml ApplicationsMBA

Stack & domain

Ai/ml ApplicationsFinance

About the role

As the Chief of Staff at Casca, you'll act as a strategic partner to the CEO, managing priorities and special projects that drive the company's growth, while also fostering cross-functional alignment and operational excellence.

Original posting from Casca via Ashby

WHY CASCA?

Casca is building AGI for banking. We’re replacing decades-old legacy systems with AI-native technology that automates 90% of the manual work humans once had to do.

This is your chance to be the CEO's right hand during our most critical scaling phase. You'll be the glue that keeps our fast-moving team aligned and executing flawlessly as we build the future of lending. From streamlining internal processes to orchestrating cross-team initiatives, you'll tackle the challenges that determine whether we scale efficiently or break under rapid growth.

What you'll do:

  • Manage CEO priorities and special projects, ensuring critical initiatives stay on track while maintaining focus on core business objectives
  • Partner directly with the CEO on internal and external meetings and initiatives
  • Drive cross-functional alignment and communication, breaking down silos between teams and ensuring everyone is working toward shared goals
  • Lead internal projects that drive operational excellence, from implementing new systems to streamlining workflows across all teams

What you bring:

  • 3+ years of Product / Engineering roles at high-growth tech companies OR management consulting experience at a leading firm (McKinsey, Bain, BCG, etc.)
  • Proven ability to structure complex operational challenges, build scalable processes, and drive execution in fast-paced startup environments
  • Experience managing internal operations, team coordination, or chief of staff responsibilities at high-growth companies
  • Strong analytical skills with ability to work across both quantitative analysis and qualitative strategic thinking
  • Exceptional communication skills and ability to coordinate across all levels of the organization, from individual contributors to executive leadership

Bonus points:

  • Technical background with understanding of AI/ML applications
  • MBA from a top-tier program
  • Experience building internal operations during rapid team growth (30+ to 200+ employees)
  • Background in fintech, banking, or lending industry

WHAT YOU'LL GET:

  • Impact & Ownership: A unique opportunity to shape the future of banking through AI, owning end-to-end product initiatives.
  • Collaborative Environment: Work alongside a talented and passionate team that values continuous improvement and knowledge sharing.
  • Competitive Compensation: Includes salary, benefits, and potential equity in a fast-growing startup.
  • Professional Growth: Access to resources and mentorship to expand your skill set, influence strategy, and accelerate your career.
  • Culture of Innovation: We encourage risk-taking, learning from failures, and pushing the boundaries of what’s possible in fintech.

As an early-stage company building at the frontier of AI, we work with high intensity and commitment. While schedules can vary by role/team, many weeks will demand extra focus, flexibility and time particularly during major launches and high impact sprints. We're seeking those who are aligned to and able to commit to that expectation.

Source: Casca careers (Ashby)

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