Sales Director – Financial Services

Sierra is hiring a Sales Director - Financial Services for a remote position based in the US. This is a full-time leadership role focused on driving enterprise revenue in the financial services sector.

The Opportunity

Join Sierra's financial services go-to-market team during a critical growth phase. You'll lead sales efforts across some of the world's most important financial institutions—including systemically important banks, innovative neobanks, insurance providers, and integrated financial ecosystems. The work directly impacts millions of end customers and billions in economic activity. Sierra's platform helps these organizations deliver AI-powered customer experiences that matter: better mortgage pre-approval processes, faster fraud resolution, seamless card replacement, and more. Your leadership will shape how Sierra partners with these institutions as they build and scale their AI-driven customer engagement capabilities.

Responsibilities

• Identify and qualify high-potential enterprise prospects in the financial services sector through strategic research, relationship building, and direct outreach.
• Own the entire sales cycle for complex, multi-figure deals, from initial conversations through contract closure and implementation support.
• Build and nurture executive relationships with key stakeholders at financial institutions, serving as their trusted advisor and escalation point.
• Develop and present customized sales strategies and proposals that directly address each customer's business objectives and AI adoption roadmap.
• Lead contract negotiations and work cross-functionally with legal and finance teams to finalize agreements quickly and effectively.
• Shape Sierra's financial services sales motion and GTM strategy, establishing best practices and processes that drive sustainable growth.
• Collaborate with product, engineering, and customer success teams to ensure customer needs inform product direction and implementation excellence.

Who We're Looking For

• 8–12+ years of enterprise software sales experience, with a proven track record closing large, complex deals with financial services clients.
• Demonstrated success managing quota of $1M+ and owning end-to-end sales cycles for six- and seven-figure annual contract values.
• Strong analytical and strategic mindset; ability to identify market opportunities, assess competitive landscapes, and make data-driven sales decisions.
• Excellent communication skills—both written and verbal—with the ability to influence senior executives and stakeholders.
• Track record of proactive business development: identifying prospects, building pipelines, and converting cold outreach into meaningful conversations.
• Preferred: familiarity with artificial intelligence and the evolving AI landscape; experience building sales teams or GTM motions from early stage; knowledge of financial services operations and decision-making structures.

About Sierra

Sierra develops an AI platform enabling enterprises—particularly financial institutions, banks, and insurers—to deliver more human, effective customer experiences. Founded by Bret Taylor, former Salesforce co-CEO and Facebook CTO, and Clay Bavor, an 18-year Google veteran who led Google Labs, Sierra is headquartered in San Francisco with offices across Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney. The company is guided by five core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. Full-time employees enjoy unlimited paid time off, medical/dental/vision coverage, life and disability insurance, retirement plans, parental leave, fertility and family-building benefits through Carrot, workplace meals and snacks, a discretionary benefit stipend, and equity participation.

Apply Today

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