Overview In this role you will drive revenue growth by prospecting and closing large enterprise accounts for Sierra's AI-powered customer experience platform. You will partner with cross-functional teams to craft tailored strategies, navigate complex deals, and manage relationships with senior stakeholders. You will leverage AI tools to accelerate the sales cycle and deliver measurable outcomes for healthcare customers. This is a high-impact role at a values-driven company, offering ownership of the full sales process and the opportunity to shape how care organizations interact with AI.
Compensation / Benefits- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits
- Retirement plan
- Parental leave
- Fertility and family-building benefits
- Equity and stock options
Responsibilities- Prospecting & lead generation to build new relationships and pipeline
- Manage relationships with key decision-makers and stakeholders at large customers
- Negotiate and close complex deal cycles, coordinating with legal and finance
- Sales strategy & planning: develop and execute plans to meet/exceed targets
- Collaborate cross-functionally with GTM, product, technical, and operations teams
- Operate as an AI-native seller using AI tools across the sales cycle to increase efficiency
Key requirements- 6-8 years in enterprise customer-facing sales
- Experience managing a $1M+ quota and end-to-end 6-7 figure ACV deals
- Strong verbal and written communication skills
- Analytical mindset for market trends and data-driven decisions
- Proven track record in prospecting and closing enterprise clients via research, networking, and cold outreach
- Strong communication
- Analytical mindset
- Relationship management
- Cross-functional collaboration
- Experience with AI-enabled sales tools across the sales cycle
- Familiarity with AI landscape and trends
