VP Software Engineering

As the VP of Engineering, you will be responsible for leading the execution, delivery, and people management of our Engineering organization, ensuring the reliable, scalable development of our document generation and e-signature platform. This role serves as a senior leader and key partner to the CTO, translating technical strategy into disciplined execution, delivery excellence, and team effectiveness. You will own the day-to-day leadership of Engineering, including development velocity, quality, and team performance, while building strong operating rhythms, scalable processes, and a high-performing engineering culture. This role is global in nature, with responsibility for managing a distributed engineering organization that includes an offshore development team in India. Working closely with Product, Customer Solutions, Customer Success, Support, and the broader Executive Leadership Team, you will ensure Engineering is aligned to business priorities, customer needs, and long-term platform scalability. This role is critical to enabling continued growth while maintaining technical and operational excellence.
• Lead and manage full engineering org (onshore + offshore)
• Hands-on coding, architecture, and technical design (~90% technical / 10-15% people management)
• Drive delivery quality, velocity, and engineering standards
• Conduct performance reviews, 1:1s, mentorship, and team development
• Collaborate cross-functionally (Product, Customer Success, Support)
• Align engineering output with product roadmap and business goals
• Oversee offshore operations and coordination with India team
• Assess and optimize team structure and capabilities
• Drive innovation (including Agentic AI initiatives)
• Support CTO in executing technical strategy and long-term vision

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to View email address on click.appcast.io learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy:


Required Skills & Experience
• 10+ years Salesforce (hands-on expertise - leading from the front)
• 15+ years overall engineering experience
• Proven engineering leadership (managing 10+ individuals; scaling teams - true management - performance management, professional development, etc)
• Experience partnering closely with Product and executive leadership to support company growth and strategic initiatives.
• Experience managing global/offshore teams (India preferred)
• Hands-on architecture and development capability - you will be in the weeds with the engineering team
• Experience with SaaS / enterprise software environments
• Strong communication; customer-facing technical discussions


Nice to Have Skills & Experience
• Salesforce Certified Technical Architect (CTA)
• Experience leading HubSpot teams or integrations
• Prior experience in document generation / e-signature platforms


Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.