Senior Software Engineer, AI/ML in Cambridge

About Datalign Advisory is a Cambridge-based fintech building the comprehensive AI-native platform for how Americans find, evaluate, and work with financial advisors — and how advisors grow. Our platform spans five products: curated lead generation, GEOsAI geographic intelligence, RelationshipAI prospect insights, Halo consumer engagement, and a customizable agentic AI layer for advisory firms.

Most companies in this space pick one lane — they’re a matching platform, or a CRM enrichment vendor, or a scheduling tool. We’re building the integrated infrastructure layer underneath all of it, powered by a proprietary knowledge graph of 200M+ Americans. We’ve served 100,000+ consumers, referred $80B+ in assets to 13,000+ advisors, won Financial Advisory Platform of the Year at the 2026 FinTech Breakthrough Awards, and recently opened our compliance-by-design agentic AI platform to advisory firms across the industry. We’re small, we move fast, and the problem space is genuinely hard.

Please note: We are only accepting applications from candidates in the Greater Boston area, as this is a hybrid role with 4 days a week in office.

The Role We're looking for Senior Software Engineers with deep AI/ML expertise to join a small, high-impact engineering team. This is a hands-on technical leadership role. You'll architect and build the AI systems that power our advisor-facing and consumer-facing products, working directly with the CTO and product leads to bring ambitious ideas from whiteboard to production.

If you're energized by real-world AI problems, thrive in a startup-pace environment, and want to see your work directly shape outcomes for financial advisors and the clients they serve, then this is your role.

What You'll Do

• Set Direction: Lead the design, architecture, and implementation of AI/ML systems powering Datalign’s core products, including Halo (our agentic AI framework) and RelationshipAI.
• Collaborate: Work closely with product, design, and data teams to turn ambiguous business problems into measurable, shippable AI capabilities.
• Deliver: Build and scale LLM systems including retrieval-augmented generation (RAG), tool use/function calling, multi-agent orchestration, and real-time inference services.
• Keep It Secure: Implement reliability, safety, and security guardrails for AI products, including PII handling/redaction, access controls, prompt-injection defenses, auditability, and pragmatic human-in-the-loop workflows where needed.
• Innovation: Contribute to evolution of our engineering practice with the rapid adoption of AI tools in software development.
• Culture: Mentor other engineers and help build a culture of technical excellence, curiosity, and rapid execution.

What You Bring

• Required: 7+ years of software engineering experience, including experience building and operating production AI/ML or LLM-powered systems.
• Proven ability to lead technical projects end-to-end with high autonomy and low oversight.
• Bachelor’s degree in Computer Science or a related field. Masters preferred.
• Strong experience working in Python. Additional experience with TypeScript and/or Go is a plus.
• Hands-on experience shipping LLM applications in production (e.g., RAG, tool use/function calling, agentic workflows, fine-tuning/LoRA where appropriate).
• Strong foundation in distributed systems and cloud infrastructure (AWS preferred), including building scalable inference/services and production observability (logs, metrics, traces).
• Strong communication and product sense: you can explain tradeoffs (quality vs latency vs cost vs risk) and align technical work to business goals.

• Preferred: Experience in fintech, wealth management, or other regulated environments; comfort partnering with compliance/legal on data and AI controls.
• Track record of shipping software in fast-moving, resource-constrained startup environments with high ownership.
• Experience with AI security/safety practices: prompt-injection resistance, data exfiltration prevention, policy enforcement, and audit logging.
• Familiarity with building systems that have high-signal feedback loops from user behavior.

Why Datalign

• Direct impact — your work will be seen and felt by advisors and clients from day one.
• Seat at the table — small team means your voice and decisions really matter.
• Mission-driven — we're democratizing access to quality financial guidance.
• Competitive compensation with equity — we're building something that will be worth owning a piece of.
• Flexible hybrid environment in Kendall Square, one of the world's great innovation hubs.
• Backed and supported by the Link Ventures ecosystem.