Jobs at Siena AI

Own the full enterprise sales cycle for six-figure, multi-stakeholder deals with consumer brands exceeding $100M in annual GMV. Lead RFPs, build and defend data-driven business cases, engage executives and buying committees, manage competitive sales processes, and identify expansion opportunities. The role requires exceptional autonomy, executive presence, quota performance, and a proven record of closing enterprise accounts.

Own commercial relationships for a portfolio of Growth and Strategic enterprise accounts: drive net dollar retention, expansion, and executive trust. Build account plans, run QBRs and workshops, negotiate renewals and expansions, map stakeholders, translate product value into ROI, and partner with deployment strategists, product, and engineering. Requires AI technical fluency and hands-on prompt engineering experience.

Own Siena’s end-to-end content strategy and production across founder-led LinkedIn, social media, product launches, blog posts, announcements, and video scripts. Develop the company voice, analyze content performance and trends, use AI throughout the workflow, and collaborate with the Creative Director on launch campaigns. This individual contributor role requires independently producing high-quality content for consumer brands and rapidly adjusting strategy based on evidence.

Own Siena’s creative vision, narrative, positioning, and design quality across product launches and marketing artifacts. Personally ship landing pages, videos, decks, social content, and the design system during the first year, then build a small internal creative agency. Establish the company-wide taste bar, provide final creative approval, use AI fluently in the creative process, and operate effectively across multiple fast-moving launches.

Own the candidate experience across high-volume recruiting, including inbound triage, first-round screens, timely feedback, scheduling, logistics, and accurate Ashby pipeline management. Support sourcing during peak demand and build AI-enabled workflows using Claude and similar tools. The role requires strong judgment, ownership, relationship-focused candidate care, and comfort operating in an early-stage startup or agency environment without a predefined playbook.

Own a defined product surface, become an expert on agent behavior and integrations, diagnose issues, run a support queue as product research, feed prioritized customer insights to PMs, create enablement (docs, webinars, demos), support sales, and perform market research to shape roadmap and deployments.

The Head of Education & Community at Siena is responsible for developing product education, onboarding programs, community events, and market education resources. This role involves creating curricula, conducting workshops, and supporting sales with training and demos while leveraging AI for teaching efficiency.

Own commercial relationships for a portfolio of Growth and Strategic consumer-brand accounts: drive renewals, expansion, executive relationships, and net dollar retention. Build account plans, map stakeholders, run QBRs and in-person workshops, quantify ROI with data, collaborate with deployment strategists, and translate customer problems into execution plans while applying deep product and AI knowledge.

Own end-to-end full-stack features and systems (frontend, backend, infra). Ship reliable, high-performance, scalable microservices and LLM-powered customer workflows on AWS, partner with product, make architectural decisions, improve CI/CD and infrastructure, and mentor peers.

Own and grow a portfolio of $100K+ ARR strategic accounts, drive retention and multi-team expansion, run executive-level commercial conversations, influence product roadmap, win back at-risk accounts, and build the playbook for strategic account operations.

Own and resolve production customer issues end-to-end: debug integrations, browser JS, agents and prompts, and database issues. Communicate directly with customers, build automation and runbooks to prevent recurrence, surface recurring patterns to Product, and raise team capability through tools and documentation.

Own technical pre-sales end-to-end: run demos on real data, scope and build integrations, lead multi-week POCs, write SOWs, hand off to deployment, and drive product feedback across Sales, Product, and Engineering.

Lead day-to-day engineering execution for Channels and Analytics: run 1:1s, maintain delivery cadence, unblock engineers, manage backlogs, write technical debt plans, improve developer experience, and coach senior engineers. Share operational ownership with existing Engineering Manager and support hiring loops and security/compliance work.