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Enterprise Sales Director, Financial Services

Sierra - Remote - Remote - posted 2026-08-05

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Sierra is building an AI platform to help businesses create better, more human customer experiences. The company is founded by Bret Taylor (former Salesforce co-CEO, Facebook CTO, Google Maps co-creator) and Clay Bavor (18 years at Google, led Google Labs and AR/VR initiatives). Sierra is headquartered in San Francisco with offices across Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney. The Financial Services team works with systemically important banks, neobanks, insurers, and vertically integrated ecosystems—1 in 3 of the world's leading banks use Sierra. The team focuses on transforming customer experience in moments that matter: mortgage pre-approvals, fraud detection, card replacement, and other critical banking interactions. As Enterprise Sales Director for Financial Services, you will lead prospecting and lead generation to identify and target potential enterprise customers through research, networking, and strategic outreach. You'll build and maintain strong relationships with key decision-makers and stakeholders at the company's largest customers, serving as their primary point of contact. You'll manage complex deal cycles, leading negotiations with existing and prospective customers, addressing objections, and closing deals. You'll navigate contracts and agreements quickly while collaborating with legal and finance teams. You'll develop and execute sales strategies to meet or exceed targets, craft tailored presentations and proposals, and collaborate with marketing on effective campaigns. Cross-functional collaboration is essential—you'll work closely with GTM, product, technical, and operations teams to deliver the product. You'll operate as an AI-native seller, leveraging AI tools across the full sales cycle for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution. You bring 6-8 years of enterprise customer-facing sales experience identifying and closing large accounts. You have managed $1M+ quotas and run end-to-end complex 6- and 7-figure ACV deals. You possess exceptional verbal and written communication skills, an analytical mindset for market trends and data-driven decisions, and a proven track record in prospecting and lead generation. Familiarity with the AI landscape and emerging trends is a plus.

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