Enterprise Account Executive

TL;DR

Enterprise Account Executive (Enterprise Sales): Selling into high-value enterprise prospects and existing customers, driving the sales process from internal leads to qualified opportunities and deal closure with an accent on complex contract, pricing, and long sales cycles. Focus on building enterprise pipelines, negotiating terms, and closing high-value solutions in the cloud communications and API ecosystem.

Location: Remote and based in the UK or Ireland. Minimum 25% travel is anticipated.

Company

Twilio provides communications solutions and enables businesses and developers to build personalized customer experiences.

What you will do

• Drive new customer acquisition and grow ACV for a defined set of enterprise accounts while maintaining high customer satisfaction.
• Source high-value customers and manage the full sales cycle from internal leads through qualification and closure.
• Create pricing proposals, negotiate terms, and manage the contract process for complex deals.
• Sell complex technical solutions to both technical and business stakeholders, building trust with enterprise customers.
• Handle multiple deals and competing priorities in a quota-driven, dynamic environment.

Requirements

• 8+ years of Enterprise Sales experience with a track record of personally selling and closing complex solutions to enterprise and software companies.
• Proven ability to identify, map, and prospect enterprise accounts; experience meeting or exceeding sales targets.
• Experience selling complex technical solutions such as cloud communications platforms, APIs, Conversational AI, and/or enterprise software.
• Experience working with Fortune 500 or similarly large enterprises and closing high-value deals (e.g., six to seven figures).
• Strong negotiation and contract management skills, including handling long sales cycles.
• Familiarity with MEDDPICC and other sales methodologies; consultative/solution-based selling experience.

Culture & Benefits

• Remote-first role with the expectation to be based in the UK or Ireland.
• Generous time off, parental and wellness leave, and healthcare benefits (offerings vary by location).
• Retirement savings program and additional benefits.
• Minimum 25% travel to connect in-person with customers and colleagues.

Hiring process

• Interviews to evaluate enterprise sales experience, consultative selling approach, and ability to close complex deals.
• Assessment of fit for quota-driven execution and familiarity with MEDDPICC/sales methodologies.