Principal Software Engineer
Vestmark · Boston, MA · 5 days ago
HybridInformation Technology$160k–$190k/yrFull-time
About the role
Vestmark is building the AI-native future of wealth management technology. We are seeking a Principal Engineer who can architect and deliver systems that implement sense → think → act loops, drive the engineering organization towards autonomous workflows, and establish standards for AI-native development.
Responsibilities
Design & Build Agentic Systems
- Architect and deliver agentic systems that implement sense → think → act loops
- Drive the engineering organization beyond prompt-response patterns to multi-step, autonomous workflows
- Engineer AI-driven workflows where AI takes action, produces measurable output, and improves through iteration and feedback
Set Standards for AI-Native Development
- Define how engineers use AI-assisted development tools as a team-wide engineering discipline
- Establish and evolve standards for AI-native systems
- Define testing and validation approaches for adaptive systems
- Serve as the engineering organization's authority on AI-native development practices and drive their adoption across teams
Build Reusable Foundations
- Design and deliver frameworks, integration patterns, and technical capabilities that reduce the cost of building every subsequent solution
- Apply the principle "fix the process, don't automate the broken one"
- Remain a hands-on practitioner: write clean, testable, maintainable code and hold the team to that standard through rigorous code review
Lead & Grow the Organization
- Collaborate across engineering, product, and operations to share what's working, surface what isn't, and help AI-native practices take hold organically
- Contribute to how Vestmark thinks about building AI-native software
- Share what you know freely, whether that's pairing on a hard problem, reviewing a design, or helping a teammate get more out of their AI tooling
- Contribute to the growth and development of our core values: We Before Me, Positive Energy, Knowledge Explorer, and Own It
Qualifications
Core Engineering Excellence
- Demonstrated expertise building and delivering complex, production-grade software systems
- Strong fundamentals across the full engineering lifecycle
- Comfort designing systems where behavior is non-deterministic and may evolve over time
- Experience with AWS or equivalent cloud-native environments, CI/CD pipelines, and modern deployment patterns
Agentic Engineering & AI Expertise
- Proven, hands-on experience building agentic systems
- Deep practical knowledge of LLM integration
- A clear, defensible point of view on how AI is reshaping software engineering
- Understanding of how AI systems interact with data, services, external tools, and real-world operational constraints
- Awareness of the trade-offs unique to AI-native systems
- Experience designing feedback loops where systems improve through usage, data, and iteration
Independence & Technical Leadership
- Track record of setting technical direction that others have adopted
- Ability to engage with ambiguous, real-world business problems
Education & Experience
- B.S. or M.S. in Computer Science or equivalent work experience
- Typically 12+ years of related experience with a Bachelor's degree; 8+ years with a Master's degree; or equivalent demonstrated expertise
- A sustained track record at the Principal or equivalent senior IC level, with evidence of technical direction that extended beyond individual projects and influenced how others build