Enterprise Sales Director
SierraVisit Sierra website
Enterprise conversational-AI platform that helps businesses build and operate customer-experience agents across channels.
Maintainer signals as of 9/23/2026
San Francisco, United States
About Sierra
Sierra provides an AI platform for businesses to build, deploy, analyze, and optimize customer-facing agents across chat, SMS, WhatsApp, email, voice, and ChatGPT.
Skills
Candidate Availability
Required and preferred rules are kept separate and reflect the wording in the original posting.
About the Role
You will prospect for enterprise customers, build relationships with key stakeholders, lead complex negotiations, and close large deals. You will develop sales strategies and proposals, collaborate with go-to-market and operational partners, and use AI tools for research, outreach, forecasting, and deal execution.
Requirements
- 6-8 years of enterprise customer-facing sales experience
- Experience managing a $1M+ quota
- Experience leading complex 6- and 7-figure ACV deals
- Verbal and written communication skills
- Market analysis and data-driven decision-making skills
- Enterprise prospecting and lead-generation experience
Responsibilities
- Identify and target enterprise prospects through research, networking, and cold calling
- Build and maintain relationships with key customer decision-makers and stakeholders
- Lead negotiations and close complex customer deals
- Develop and execute sales strategies, presentations, and proposals
- Collaborate with go-to-market, product, technical, and operations functions
- Use AI tools for account research, outreach, call summarization, forecasting, and deal execution
Benefits
- Unlimited paid time off
- Medical, dental, and vision benefits
- Life insurance and disability benefits
- Retirement plan
- Parental leave
- Fertility and family-building benefits through Carrot
- Lunch, snacks, and coffee
- Discretionary benefit stipend
- Free alphorn lessons
- Equity plans