Chief Architect / Vice President of Architecture
Showpad · Boston, United States
About The Role
Join Showpad as the Chief Architect / Vice President of Architecture. In this deeply technical and cross-functional role, you will set and steward the architectural direction of Showpad's entire product portfolio. You will work closely with the CTO, product teams, customers, and the executive leadership team. Your responsibilities will include leading the overall architectural direction, chairing the Architecture Review Board, engaging with customers, driving technology transformation, and establishing practices for AI and cloud economics. This is a unique opportunity to shape Showpad's product for the next decade.
- Definir la arquitectura objetivo de la plataforma y liderar la dirección arquitectónica de múltiples productos.
- Presidir y dirigir la Junta de Revisión de Arquitectura, estableciendo estándares y prácticas arquitectónicas.
- Representar la tecnología de Showpad a clientes y prospectos, participando en discusiones técnicas profundas.
- Has owned and delivered significant technical transformation or modernization inside a matrix organization, with influence rather than direct authority over much of the surface area
- Proven track record working with and through globally distributed engineering teams across multiple time zones
- 15+ years of industry experience, with substantial depth in B2B SaaS
- Management experience leading teams of 10–25 people directly, while remaining hands-on and technically current
- Has led architecture and development for large-scale enterprise products — multi-tenant, security- and compliance-sensitive, with demanding enterprise customers
- Deep, demonstrable expertise in distributed systems, microservices, and cloud-native SaaS architectures (AWS, GCP, or Azure)
- Experience establishing architecture practices across multi-team engineering orgs (RFCs, ADRs, design reviews)
- Modern AI architecture. Demonstrated depth designing AI-centric systems that actually shipped in product — not prototypes, pilots or strategy decks
- Generative AI. Deeply conversant and hands-on across the modern GenAI stack: foundation models and model selection, RAG and retrieval architecture, embeddings and vector stores, agentic patterns and tool use, orchestration frameworks, fine-tuning and adaptation, evaluation and guardrails, and latency/quality/cost trade-offs
- Cloud architecture. Expert-level cloud architecture and operations, including infrastructure as code, modern CI/CD and deployment pipelines, containers and orchestration, observability, resilience and multi-region design
- Cost management. Real expertise in the cost side of modern engineering — AI inference and token economics, the cost of AI-assisted development, and cloud operational spend — with a track record of moving unit economics in the right direction
- Able to express complex technical concepts in a genuinely consumable way, calibrated to the audience — board member, customer executive, product manager or engineer
- Comfortable partnering with a deeply technical CEO and going as far down into the technology underpinnings as the conversation requires
- Works seamlessly across Product, Technology and GTM without formal authority, building the trust that makes influence possible
- Constructively collaborative but firm — anchored in a fact-based belief system, willing to hold a position on the evidence and equally willing to change it on better evidence
- Senior-level gravitas and presence, with the judgment and polish to present to the executive leadership team and the board
- Experience in B2B SaaS, multi-tenant platforms, or sales enablement / GTM tech
- Background in platform/developer-experience engineering
- Open-source contributions or public technical writing that demonstrates architectural thinking
- Familiarity with security-by-design, SOC 2, and compliance-aware architecture
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