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Pearl

Chief Financial Officer

at Pearl

United States



About Us

Pearl is AI for professional services at global scale—combining advanced AI with verified human expertise to deliver help that’s accurate, accountable, and fast. Since 2003, our network has connected millions of customers with licensed professionals across 196 countries, making real expertise available anytime, anywhere.

Our Values

  • Data driven: Data decides, not egos
  • Courageous: We take risks and challenge the status quo
  • Innovative: We're constantly learning, creating, and adapting
  • Lean: We focus on customers, using lean testing to learn how to serve them best
  • Humble: Past success is not a guarantee of future success

 

About the Role

We’re seeking a strategic, growth-oriented Chief Financial Officer (CFO) to help shape the next chapter of Pearl’s journey — fueling a global AI platform that empowers independent professionals to grow, scale, and succeed.

This full-time role is structured as an 18–24 month journey, offering the opportunity to lead high-impact work during a key period of transformation.

Reporting directly to our CEO, you’ll serve as a business architect and strategic thought partner — shaping company strategy, optimizing our portfolio of brands, and building a compelling blueprint for sustainable, long-term value creation.

This role goes beyond financial discipline. It’s about crafting clarity from complexity, shaping a strategic narrative, and driving enterprise value — blending strategy, numbers, and storytelling to influence decisions at the highest level.

You’ll build on an already strong FP&A foundation — this is not a finance reporting role. Your focus will be strategic architecture, valuation growth, and market-facing leadership alongside the CEO.

You Are:

  • A strategic storyteller who sees financials as the language of vision.
  • Energized by shaping outcomes — not just reporting them.
  • Comfortable engaging directly with investors, buyers, and the Board.
  • A partner to the CEO who thrives in high-velocity, founder-led environments.

You Are Not:

  • A traditional FP&A or accounting leader focused solely on budgets and reporting.
  • Someone seeking a long-term maintenance role — this is an 18–24 month transformation journey.

What You’ll Do

  • Shape the Financial Blueprint for Growth: Define and execute a strategy that positions Pearl for long-term value creation and strategic flexibility.
  • Optimize Business Models: Refine our multi-channel strategy (lead generation, B2C, B2B) and develop scalable financial models that highlight future potential and resilience.
  • Tell the Strategic Story: Partner with the CEO to communicate our vision and performance with clarity and conviction to investors, the Board, employees, and key external stakeholders.
  • Unlock Portfolio Value: Evaluate and prioritize growth opportunities across brands, markets, products, and channels to maximize enterprise value.
  • Expand Strategic Networks: Build and nurture relationships with financial, industry, and strategic partners — including investors, analysts, and key advisors — to elevate Pearl's visibility, credibility, and growth opportunities in the broader business ecosystem.
  • Lead a High-Performing Team: Develop and mentor a world-class finance organization focused on insight, impact, and execution.
  • Drive Strategic Optionality: Ensure financial and operational readiness that supports a full range of strategic pathways.

What We’re Looking For

  • 15+ years of progressive finance leadership, including CFO or divisional CFO experience in growth-stage or PE-backed companies.
  • Background in private equity, top-tier management consulting (Bain, McKinsey, BCG), corporate development, or investment banking with in-house operational experience.
  • Proven success driving transformation and enterprise value creation.
  • Exceptional storyteller who connects financial insight and vision into a persuasive strategic narrative.
  • Experienced across multi-channel, digital, B2C, B2B, or subscription-based business models.
  • Strong communicator with boardroom presence and executive gravitas.
  • MBA or advanced degree preferred.

Why You’ll Love It Here

At Pearl, we blend AI innovation and human expertise to make a meaningful global impact. You’ll work directly with a visionary founder and leadership team to shape strategy, scale growth, and define what’s next — all while driving the creation of long-term enterprise value in a high-growth environment.


Pay Transparency

Pearl will provide pay transparency information upon application to those in qualifying jurisdictions.    


Our Commitment to an Inclusive Workplace

We welcome people from all backgrounds who seek the opportunity to help build a future where professional services are readily available to all. If you have curiosity, passion, and a collaborative spirit, come work with us. Pearl is committed to an inclusive workplace. Pearl is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, disability, age, or other legally protected status.

AI Disclosure & Informed Consent

Artificial intelligence (AI) technology may be used during the hiring process to record, transcribe, analyze, and rank interview responses. By submitting your application and participating in the interview process, you acknowledge and consent to the use of AI technology in the hiring process. For more information see our AI Disclosure and Consent Policy.
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