Brightside

Principal Data / AI Architect

Brightside$130K — $180K *
US-AnywhereRemote in United States
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in software engineering, data architecture, or systems architecture with hands-on experience
  • Expertise in data architecture and modeling, including relational databases and event-driven systems
  • Proficient in designing and operating scalable data platforms, including data lakes/warehouses
  • Experience with production AI/ML systems, particularly LLM-based architectures
  • Knowledge of regulations in environments like fintech or healthcare, especially data privacy and security
  • Familiar with modern cloud architectures and data stacks, like AWS and Databricks
  • Ability to align technical decisions with business outcomes and communicate effectively across teams

Responsibilities

  • Own and evolve the company's data and AI architecture across various platforms
  • Guide integrations based on long-term data strategy rather than just feature demand
  • Design and govern production-grade AI systems, ensuring accuracy and reliability
  • Establish architecture standards to minimize technical debt while enabling agility
  • Lead prototyping to test architectural assumptions and evaluate new AI approaches
  • Partner with executive leaders to translate business strategy into technical direction
  • Serve as a trusted advisor on data and AI trade-offs within the organization

Benefits

  • Direct impact on the technical foundations of AI-driven experiences
  • Opportunity to work closely with executive leadership, particularly the CTO
  • Hands-on execution role focused on delivering tangible outcomes
  • Dynamic environment requiring both technical rigor and innovative thinking
  • Opportunity to influence decision-making and architecture standards across teams
Full Job Description
A bit about this role:

Brightside is seeking a Principal Architect, Data & AI Platforms, to own and evolve the technical foundations that power our AI-driven experiences, platform integrations, and analytics. This is a senior, hands-on architecture role designed for someone who combines deep data architecture expertise, strong applied AI judgment, and the ability to translate business strategy into durable technical systems.

This role reports directly to the CTO and serves as the CTO's right-hand partner for data, AI, and platform architecture decisions. You will have clear decision authority over data and AI architecture across engineering teams, while partnering closely with Product, Analytics, and Engineering leadership to ensure speed, quality, and long-term integrity.

This is not a research role, nor a people-management role. It is an execution-oriented architecture leadership role focused on clarity, leverage, and outcomes.

The meaningful work you will tackle:

Enterprise Data & AI Architecture

  • Own the data and AI architecture across the company, spanning:
  • AI-powered systems and decisioning workflows
  • Core application platforms
  • Analytics and reporting layers
  • Define and evolve canonical data models across clients, employers, partners, financial products, and outcomes
  • Ensure consistency across transactional systems, analytical platforms, and AI feature layers

Data Strategy & Integration Leverage

  • Act as the company's data strategy expert, with deep understanding of:
  • Employer integrations (eligibility, payroll, SSO, identity)
  • Partner integrations and product data
  • External and enrichment data sources (e.g., credit, public datasets)
  • Identify which data sources meaningfully compound business and product value, and which do not
  • Guide integration and platform investments based on data leverage and long-term value, not just feature demand

AI System Design & Governance

  • Design and govern production-grade AI systems, including:
  • LLM-based applications (RAG, prompt orchestration, embeddings, vector stores)
  • Decisioning and automation workflows
  • Evaluate and govern AI models and platforms (e.g., OpenAI, Anthropic, open-source), balancing:
  • Accuracy and reliability
  • Cost and latency
  • Security, privacy, and explainability
  • Define standards for AI lifecycle management (build, deploy, monitor, iterate, retire)

Architecture Authority & Decision-Making

  • Act as the decision-maker for data and AI architecture decisions across engineering teams
  • Partner with the Enterprise Architecture Board to review proposals, surface risks, and ensure coherence
  • Establish clear architecture standards and review processes that enable teams to move fast without creating long-term risk or technical debt

Prototyping & Technical Discovery

  • Lead rapid prototyping and technical discovery to:
  • Test architectural assumptions
  • Evaluate new AI approaches
  • Inform investment and roadmap decisions
  • Personally build or lead proofs-of-concept where needed to drive alignment and reduce uncertainty

Executive & Cross-Functional Partnership

  • Partner closely with the CTO, Product leaders, Analytics, and Engineering to:
  • Translate business strategy into technical direction
  • Align data, AI, and platform investments
  • Serve as a trusted technical advisor to executive leadership on data, AI, and platform tradeoffs

How You'll Work

  • Hands-on, opinionated, and pragmatic
  • Focused on clarity over complexity
  • Comfortable saying "no" to poor architectural decisions - and explaining why
  • Oriented toward production outcomes, not theoretical elegance
  • Balancing experimentation with rigor in a regulated fintech environment

What we're looking for in your background & what makes you a success:

  • 10+ years of experience in software engineering, data architecture, or systems architecture, with significant hands-on experience
  • Deep expertise in data architecture and data modeling, including relational databases, event-driven systems, and analytical data platforms
  • Strong experience designing and operating data platforms at scale, including data lakes/warehouses and real-time pipelines
  • Strong experience designing and operating AI/ML systems in production, including LLM-based architectures (RAG, embeddings, vector databases, prompt orchestration)
  • Proven experience in regulated environments (fintech, financial services, healthcare, etc.), with an understanding of data privacy, security, and compliance requirements
  • Strong in modern cloud architectures (e.g., AWS) and modern data stacks (e.g., Databricks)
  • Ability to connect technical decisions to business outcomes, including cost efficiency, scalability, risk mitigation, and customer experience
  • Strong communication skills and comfort influencing across engineering, product, and executive leadership
  • Experience serving as a Lead Architect in a high-growth or transformation-stage company
  • Background in financial systems, payments, lending, or financial data platforms
  • Experience with AI governance, model risk management, or explainability frameworks
  • Track record of improving engineer productivity through platform and architecture design

About Brightside

Brightside is an insurance technology company that provides personalized insurance recommendations to customers. The company was founded in 2015 and is headquartered in Atlanta, Georgia. Brightside uses data and analytics to match customers with insurance policies that fit their needs and budget. The company partners with several insurance providers to offer a range of insurance products, including auto, home, and life insurance. Brightside has received funding from investors such as Norwest Venture Partners and Greenspring Associates.
Learn more about Brightside
Size
100 employees
Industry
Founded
2017

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