Financial services AI sales at Sierra connects banks, insurers, and neobanks with contemporary customer-facing technology. Lead strategic technical engagements in San Francisco.
This strategic Sales Engineer role partners with organizations whose decisions affect millions of customers and billions in economic activity. You will guide the full sales cycle, from discovery and solution design through demonstrations, technical reviews, launch, and expansion. You will help raise standards across Sierra’s sales engineering team.
Key Responsibilities: Serve as trusted technical expert throughout strategic sales cycles
Lead customer architecture, integration, and security conversations
Set standards for strategic demonstrations, pilots, and playbooks




Mentor Sales Engineers and coordinate cross-functional contributors
Inform customer roadmaps and expansion into new use cases
Requirements: Seven-plus years in Sales Engineering or Solutions Engineering
Strategic customer sales leadership with $1M-plus deals
Executive and technical stakeholder relationship-building experience
Ability to use AI tools accurately in technical sales
AI product selling experience is an advantage
Apply financial services insight, strategic account leadership, and AI sales engineering skills across Sierra’s enterprise customer base.

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📌 Financial Services AI Sales Specialist (Ontario)
🏢 Sierra
📍 Ontario