Financial services AI sales at Sierra connects banks, insurers, and neobanks with modern 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 current 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.

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