Senior Principal Enterprise Strategist

See yourself at Twilio

Join the team as Twilio’s next Senior Principal Enterprise Strategist.

About the job

This position is needed to drive executive-level validation, visioning, and alignment for Twilio’s largest and most complex multi-product Solution Sales efforts.

In this senior individual contributor role, you will collaborate with Product Specialists, Generalist AEs & SEs, to discover and articulate the strategic “why” behind Twilio’s most complex multi-product deals. In doing so, you will inspire confidence from executives and engineering leaders while unblocking typical stall points in large enterprise deals, teeing up those customers for post-sales value realization. Over time, you will also identify, codify and evangelize verticalized patterns around Twilio’s multi-product Solution sets—making you a thought leader for multi-product Solutions Sales. If you’re a strategic storyteller adept at simplifying the highly complex, aligning a room of senior stakeholders, and bridging technical and business value, this role is for you.

Responsibilities

In this role, you’ll:

• Lead complex discovery & strategic visioning workshops with key stakeholders, aligning on objectives, outcomes, and potential blockers.


• Provide strategic guidance and subject-matter expertise to prospects and customers requiring sophisticated architectural direction.


• Identify repeatable, verticalized patterns for value realization and champion those patterns when strategically engaging with prospects.


• Identify multi-phase deployment strategies which unlock measurable business value through each phase of the solution lifecycle.


• Provide validation for the most complex solution architectures, collaborating closely with Product Specialists and Generalist AEs & SEs on the highest-value sales pursuits.


• Partner with PS Engagement Managers to identify appropriate PS & PZ packages which align with those multi-phase deployment strategies and tee up post sales value realization.


• Inspire executive confidence and facilitate closing by generalist AEs & SEs by articulating the strategic benefits and delivering executive-level thought leadership.


• Enable detailed post-sales handoffs, ensuring seamless alignment and the realization of anticipated business value.


• Codify & evangelize best practices for Solutions Selling and implementation, which can be leveraged as playbooks by AEs and SEs

Qualifications

Twilio values diverse experiences from all kinds of industries, and we encourage everyone who meets the required qualifications to apply. If your career is just starting or hasn't followed a traditional path, don't let that stop you from considering Twilio. We are always looking for people who will bring something new to the table!

*Required:

• 12+ years of experience in enterprise consulting, advisory strategy, solution selling, or a similar role.


• Proven success driving alignment for highly complex technology solutions in enterprise environments.


• Extensive executive presence with the ability to communicate effectively at all levels, including C-suite.


• Exceptional at anticipating & pre-empting challenges before they take place in the sales cycle


• 5+ years experience running high-impact strategy sessions, workshops, and executive briefings.


• Exceptional ability to influence and inspire technical and non-technical stakeholders.


• Outstanding creative problem-solving skills and a collaborative, cross-functional working style.


• Demonstrated experience architecting data pipelines and integration patterns for enterprise-scale systems, including APIs, event-driven architectures, and real-time data flows


• Proven ability to evaluate and advise on cloud infrastructure decisions (AWS, Azure, GCP) and their implications for scalability, cost, and performance


• Deep expertise in modern data platform architectures including data warehousing solutions (Snowflake, Databricks, BigQuery), ETL/ELT patterns, and customer data platforms (CDPs)

Desired:

• Extensive experience building & delivering thought leadership via blog posts, white papers, and seminars.


• Extensive understanding of enterprise technology landscapes, architectures, and deployment approaches.


• Proven passion for AI-based customer engagement architectures and how they drive tangible business impact


• Fluency around at least 2 Twilio core capabilities, and how they interconnect


• Proven desire to become a technical & influential subject matter expert across numerous Twilio Solutions


• Extensive expertise in data architecture storytelling with a visual communication style


• Strong technical foundation in at least one modern programming language (Python, Javascript/Typescript) with ability to read, understand, and architect solutions around customer codebases


• Hands-on experience with AI/ML frameworks and tools (e.g., TensorFlow, PyTorch, LangChain, LLM APIs) and their application to customer engagement use cases


• Proficiency with Python for data manipulation, API integration, and prototyping AI-powered solutions, including familiarity with relevant libraries (pandas, scikit-learn, LangChain


• Strong understanding of LLM orchestration patterns, prompt engineering, and agentic AI workflows in production environments

Location

This role will be remote and based in Ireland.

Travel

We prioritize connection and opportunities to build relationships with our customers and each other. For this role, approximately 20% travel is anticipated to help you connect in-person in a meaningful way.

What We Offer

Working at Twilio offers many benefits, including competitive pay, generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more. Offerings vary by location.