Full-Time
Senior Account Executive
Twilio
5,001-10,000 employees
Cloud communications platform with APIs
No salary listed
Remote in Ireland
Remote
Remote within the UK or Ireland, with at least 25% travel anticipated for in-person customer and team meetings.
 Sales & Account Management (1) |
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- At least 8 years of enterprise sales experience and a track record of personally selling and closing complex solutions to enterprise and software companies.
- Strong experience identifying, mapping, and prospecting enterprise accounts.
- Proven success selling complex technical solutions such as cloud communications platforms, application programming interfaces, conversational artificial intelligence, and enterprise software.
- Experience in account management, developing large enterprise clients, and meeting or exceeding sales targets.
- Experience working with Fortune 500 or similarly large enterprises.
- Experience working in a quota-driven environment with the ability to close high-value deals, including six- to seven-figure deals.
- Expertise in solution-based or consultative selling.
- Strong negotiation and contract management skills, including handling complex deals with long sales cycles.
- Prospecting and lead-generation skills, including developing a pipeline through direct sales, partnerships, and networking.
- Ability to build and nurture relationships with C-level executives, decision-makers, cross-functional partners, and key stakeholders in large enterprises.
- Strong presentation and negotiation skills.
- Ability to work in a dynamic environment.
- Familiarity with MEDDPICC sales qualification methodology and other sales methodologies.
- Acquire new customers and drive annual contract value for a specific set of accounts while maintaining high customer satisfaction.
- Create pricing proposals, negotiate terms, and manage the contract process.
- Sell communications solutions to technical and business audiences and build trust with technical customers and peers.
- Make complex contractual, technical, and financial details easy to understand.
- Balance challenging priorities and handle multiple projects and deals simultaneously.
- Source new high-value customers and drive the sales process from internal leads through prospect qualification and deal closure.
- Experience selling to both business and technical audiences.
- Understanding of the communications platform as a service and customer engagement ecosystem.
- Familiarity with cloud communications, including voice, short message service, chat, and video.
- Familiarity with contact-center agent productivity and conversational artificial intelligence.
- Familiarity with application programming interfaces and integrations for communication services.
- Understanding of telecommunications industry dynamics.
- Knowledge of enterprise technology architecture and the technical needs of large organizations, including how communications platform as a service solutions integrate with existing systems.
Twilio provides a cloud communications platform that offers APIs to add voice, messaging, video, and email into software applications. Developers use these APIs to build and scale communication features directly inside their apps. The product works by making it easy to program communications: you send calls or messages through API requests, manage video sessions, and integrate email, all on a pay-as-you-go basis that scales with usage. Twilio stands out from competitors by focusing on developer-friendly APIs that cover multiple channels in one platform, supporting customers from startups to large enterprises with global reach and optional consulting services. The company’s goal is to help any business communicate with customers at scale by providing reliable, programmable communications across channels.
Company Size
5,001-10,000
Company Stage
IPO
Headquarters
San Francisco, California
Founded
2008
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Simplify's Take
What believers are saying
- Q2 2026 revenue reached $1.50 billion, rising 22% year over year.
- Management raised 2026 organic revenue growth guidance to 13%-13.5% on August 6.
- Free cash flow hit $353 million, while share repurchases totaled $66 million.
What critics are saying
- Guidance still implies 2026 revenue growth slowing to 18%-18.5%, below Q2's 22%.
- Amazon, Google, and Microsoft bundle competing communications APIs into larger cloud contracts.
- If AI agents bypass Twilio's channels, its moat collapses into commoditized plumbing.
What makes Twilio unique
- Twilio's May 2026 Console unifies messaging, voice, email, Segment, and AI workflows.
- Its May 2026 platform adds Conversation Memory, Orchestrator, Intelligence, and Agent Connect.
- Twilio's 4,800 carrier connections and telecom compliance expertise remain hard to replicate.
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Benefits
Vacation: Twilio offers generous annual time off in all countries for you to enjoy.
Healthcare: We are dedicated to helping our employees live longer and healthier lives through comprehensive health programs.
Retirement: Twilio cares about your retirement! We offer programs to help our employees plan for their retirement needs.
Family leave: At Twilio we recognize the importance of family. We offer generous maternity, paternity, and adoption leaves, as well as family medical care leave.
Earn your stripes: Build and present a Twilio app to earn your Twilio track jacket and receive $30 per month for e‑books for continued learning and education.
Catered meals: We provide a variety of snacks, drinks, and catered meals in each of our locations.
Growth & Insights and Company News
6 month growth
↓ -7%1 year growth
↓ -7%2 year growth
↓ -7%Andrew Stafman, Director at Twilio, sold approximately 500,000 shares of Class A Common Stock on 12 August 2026 for $123.5 million, according to an SEC Form 4 filing. The transaction represents a 79% reduction in his holdings. The shares were sold at a weighted average price of $247.08 per share, following a 159% stock price appreciation over the preceding 12 months. The shares were held through various entities including Sachem Head Capital Management LP, with Scott Ferguson and Andrew Stafman sharing potential beneficial ownership. Following the sale, Stafman retains approximately 133,000 shares across direct and indirect accounts, representing roughly 0.088% of Twilio's outstanding shares. Twilio provides cloud-based communications platforms through APIs, serving customers ranging from startups to Fortune 500 companies.
Twilio reported second-quarter results that exceeded expectations, with revenue up 22% year on year to $1.50 billion, beating analyst estimates of $1.43 billion. The customer engagement platform's non-GAAP profit of $1.47 per share surpassed consensus estimates by 11.1%. The company's third-quarter revenue guidance of $1.51 billion came in 3.2% above analyst expectations. Operating margin improved to 5.6%, up from 3% in the same quarter last year, whilst free cash flow margin rose to 23.5% from 9.4% the previous quarter. Following the results announcement, Twilio's stock jumped 15.7%. The company's net revenue retention rate increased to 116%, up from 114% in the prior quarter.
For the first time in human history, a rich understanding of language is available as a utility, delivered via API, useful enough to “be metered”. Intelligence has become a tool: something you can call, compose, and build on, divorced from any individual human mind.
Rime, a San Francisco, CA-based provider of an enterprise voice AI platform, raised 24M in Series A funding
NICE and Twilio both serve the customer interaction technology market, but differ significantly in profitability and growth profiles. NICE, which provides AI-powered customer experience and financial compliance software, reported fiscal year 2025 revenue of nearly $2.9 billion, up 7.7% year-on-year. The company achieved net income of approximately $612.1 million with a 20.8% net margin. It maintains zero debt and generated free cash flow of roughly $622.8 million. Twilio offers developer tools for building messaging, voice, and email capabilities. Its fiscal year 2025 revenue grew 14% to nearly $5.1 billion. The company turned profitable with net income of approximately $33.8 million and a 0.7% net margin. Twilio generated free cash flow of approximately $1.0 billion whilst maintaining a low debt-to-equity ratio of 0.1x. NICE offers established profitability, whilst Twilio presents higher revenue growth potential.