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Sierra is building an AI platform that enables companies to create better, more human customer experiences. The company partners with industry leaders including SoftBank, Uber, Rivian, CLEAR, and Sutter Health. Founded by Bret Taylor (former Salesforce co-CEO, Facebook CTO, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs, AR/VR, and Google Workspace), Sierra is headquartered in San Francisco with growing offices across North America, Europe, and Asia.
As Regional VP of Sales for South Korea, you will lead Sierra's sales expansion in the region. Day one involves hands-on selling: prospecting, building pipeline, managing customers, and closing deals alongside your team. You'll be a player-coach, bringing leadership experience while staying actively involved in deal execution.
Over the first year, you'll hire and develop a team of Account Executives across Japan, coaching them on deal strategy, pipeline management, and execution. You'll own regional revenue targets and forecast accuracy, inspect pipeline quality, unblock stalled deals, and drive consistent execution of Sierra's sales process. You'll partner with RevOps to maintain clean data and clear insights, and be deeply involved in key customer and prospect conversations, helping navigate complex buying committees and late-stage negotiations.
Required: 10–15+ years in enterprise customer-facing sales closing large accounts; 5+ years managing and developing high-performing enterprise sales teams; experience managing $1M+ quotas and running end-to-end complex deals; analytical mindset for market trends and data-driven decisions; strong English and Korean written and verbal communication.
Preferred: familiarity with AI landscape and emerging trends; experience building GTM strategies and sales teams from scratch or early-stage growth.
Sierra values Trust, Customer Obsession, Craftsmanship, Intensity, and Family. The company offers unlimited PTO, medical/dental/vision benefits, life insurance, disability, retirement plans, parental leave, fertility benefits, equity participation, and a discretionary benefit stipend.
