Sr. Director, Software Engineering - Workflows

Company Overview

Docusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people’s lives. With intelligent agreement management, Docusign unleashes business‑critical data that is trapped inside of documents. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity.

Using Docusign’s Intelligent Agreement Management platform, companies can create, commit, and manage agreements with solutions created by the #1 company in e‑signature and contract lifecycle management (CLM).

The Senior Director of Engineering will lead the development and scaling of our core product lines, taking them from early‑stage adoption to massive enterprise scale. You will be responsible for a portfolio of products, driving the technical vision for Agentic AI applications that are not just functional but delightful to use. You will bridge the gap between complex backend AI systems and intuitive, design‑forward customer‑facing interfaces.

This position is a people manager role reporting to the VP of Engineering.

• Lead multiple product engineering teams through the full lifecycle—from rapid prototyping and 0 to 1 validation to 1 to 10 growth and hardening for enterprise scale
• Architect and deliver sophisticated AI‑driven applications, specifically focusing on agentic AI that can autonomously execute complex workflows for users
• Present technical strategy, roadmaps, and health metrics regularly to C‑level leadership and the Board
• Act as a trusted technical advisor in high‑stakes customer meetings, directly engaging with clients to understand their needs and explain our technical value
• Partner deeply with Design leadership to build enterprise‑grade applications that rival consumer products in usability
• Ensure technical decisions support high‑fidelity, design‑heavy user experiences
• Act as a key technical partner to Go‑To‑Market (GTM) teams
• Work directly with Sales, Customer Success, and Support to unblock deals, resolve critical escalations, and align the roadmap with market needs
• Define the technical roadmap and organizational structure
• Recruit, mentor, and retain a world‑class engineering team, fostering a culture of technical excellence and customer obsession

Hybrid:
Employee divides their time between in‑office and remote work. Access to an office location is required. (Frequency: Minimum 2 days per week; may vary by team but will be weekly in‑office expectation)

Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position's job designation depending on business needs and as permitted by local law.

• 15+ years of software engineering experience, with at least 7+ years in senior leadership roles (Director level or above)
• Experience taking multiple products (1-10+) from early concept (0 to
  1) through to significant scale and revenue growth (1 to 10)
• Experience building and shipping production‑level AI applications
• Experience with LLMs, Agentic AI, or autonomous systems
• Experience presenting complex technical topics to senior leadership (C‑Suite) and non‑technical stakeholders with clarity and confidence
• Experience working directly with external customers, including hopping on calls to support sales deals or address critical technical feedback
• Experience building complex, customer‑facing enterprise B2B applications with a high bar for UI/UX
• BS/MS in Computer Science or equivalent practical experience. You can still hold your own in a technical architecture review

• Experience managing and unifying geographically distributed engineering teams across multiple time zones and cultures
• Experience building enterprise workflow products that successfully target both high‑velocity Commercial (SMB/Mid‑Market) segments and complex Enterprise segments
• Experience scaling engineering organizations in a…