North AmericaFull TimeSales
Remotely
c suiteleadershipenterprise salesaiacvsalesstrategydealmanagement
Job Description
📋 Description
- Independently drive complex enterprise deals end-to-end: manage a broad enterprise book with
- Multi-thread to the C-suite: lead VP-level conversations and build durable C-suite relationships
- Manage risk proactively: identify and manage deal risk early with rigorous stakeholder maps.
- Make the hard calls: partner on pricing, escalation timing, exec alignment, and deal strategy with
- Leverage leadership & co-founders: bring in Sierra's leaders for exec engagement when a deal
- Operate as an AI-native seller: use AI tools across the full sales cycle to automate low-value
🎯 Requirements
- 8-10 years of enterprise, customer-facing sales experience with large accounts.
- Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
- Proven ability to multi-thread and build trusted relationships across customer C-suites.
- Exceptional verbal and written communication.
- Analytical mindset with data-driven decision making.
🎁 Benefits
- Flexible (unlimited) paid time off
- Medical, dental, and vision benefits for you and your family
- Life insurance and disability benefits
- Retirement plan dependent on country of employment
- Parental leave
- Fertility and family building benefits through Carrot