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  • Build and scale the engineering organization from a founding core to a high-performing team, owning hiring end to end.
  • Own and sequence the technical roadmap, making build-vs-buy calls and delivering AI-native, correct-by-default systems.
  • Set the standard for technical leadership, making foundational architecture decisions and unblocking the team when it matters.

Data Infrastructure

20 jobs similar to Head of Engineering / Founding Engineering Leader

Jobs ranked by similarity.

Global

  • Lead a team of 4–8 full-stack engineers as a player/coach, spending ~40% of time coding and in agent pipelines.
  • Design and operate Claude agent teams using multi-agent pipelines to parallelize engineering work and increase team leverage.
  • Own delivery end to end, set technical standards, and build the systems that make the team scale.

LumiMeds is a fast-growing U.S.-based telehealth startup focused on weight management and long-term metabolic health. As a remote-first, globally distributed early-stage company, they value clarity, accountability, and high ownership from every team member.

US

  • Lead day-to-day engineering execution across product and platform initiatives.
  • Partner closely with the CTO on technical architecture, roadmap planning, and engineering strategy.
  • Recruit, hire, and develop a high-performing engineering organization.

Lynd Clinical is building the AI-native operating system for clinical research sites, aiming to reduce administrative burden and improve patient recruitment through intelligent software and automation. They are a fast-moving startup seeking a hands-on Director of Engineering to lead product development and grow their engineering team.

US

  • Lead engineering organization scaling, team building, and technical strategy.
  • Own end-to-end execution lifecycle with agile processes and operational excellence.
  • Partner with executive leadership to align technology with business goals.

Blooming Health provides an AI-powered platform that identifies social needs and barriers through real-time data, driving automated outreach in 55+ languages. It supports over 1,000 community organizations across the US, helping millions of members access care.

North America

  • Lead product development, upholding a high technical bar and making pragmatic tradeoffs.
  • Improve execution pace through leadership and technical expertise.
  • Grow the team by recruiting high-impact members and fostering engagement.

Hightouch is an Agentic Marketing Platform powered by the industry-leading Composable CDP, enabling marketers to build and ship end-to-end campaigns. Founded in 2019 and headquartered in San Francisco, the company is ambitious, impact-driven, and values humility, kindness, and compassion.

  • Lead technical execution across backend, frontend, mobile, AI, and data initiatives
  • Translate ambiguous product goals into clear technical plans, milestones, owners, and trade-offs
  • Dive deep into hard technical problems and help drive them to resolution

Sekai is building the TikTok for mini apps — an AI-driven consumer platform where people create, remix, share, and play interactive content instantly. They are a Series A company backed by Khosla, a16z, Mayfield, and A*, with $30M raised to date.

US

  • Shape technical direction and architecture: Define the foundational architecture for enterprise agentic AI at Benchling.
  • Build and ship the early portfolio yourself: Write production code at least half your time, particularly during the team's first year.
  • Design for enterprise from day one: Build for multi-tenant isolation, secrets management, audit logging, payload encryption, role-based access controls, and human-in-the-loop controls calibrated to risk.

Benchling is the AI platform for biotech R&D. Scientists use Benchling to design experiments, capture structured data, and run AI agents and models directly in their workflows. They have over 200,000 scientists around the world, from academic labs to Sanofi and Moderna.

$240,000–$270,000/yr
US

  • Lead and scale a high-performing engineering organization by building deep trust.
  • Engage deeply and credibly in system design and architecture discussions.
  • Pioneer the integration of AI and agentic capabilities into our software development lifecycle.

HopSkipDrive is creating opportunity for all through mobility. They are the leader in safe, fast, and simple supplemental student transportation through their marketplace, connecting kids to highly-vetted caregivers on wheels. Founded by three moms, they've now facilitated more than five million rides across over over 20 states and continue to grow rapidly.

Global 4w PTO

  • Lead through code, spending approximately 75% of time hands-on coding with AI tools to solve patient engagement challenges.
  • Drive transformation and technical leadership by pioneering AI-enabled development practices and scaling them across the engineering organization.
  • Partner closely with Product and Design to deliver measurable improvements in engagement, retention, and continuity of care.

Docplanner is a healthcare technology company that empowers patients by giving them access to doctor reviews and online booking. They have over 2,500 employees across 13 countries and maintain a startup mindset while being backed by major venture capital funds.

  • End to end delivery of multi-domain Privia Data Foundry, Reporting, Dashboards and Analytics with a cloud native architecture and lead AI initiatives.
  • Maintain accountability for data pipelines, reliability, scalability, security, uptime and performance of each of the services.
  • Lead, mentor and grow a high performing, global, diverse engineering and product delivery organization.

Privia Health is a technology-driven, national physician enablement company. They collaborate with medical groups, health plans, and health systems to optimize physician practices and improve patient experiences. The Privia Platform consists of scalable operations and cloud-based technology.

US

  • Own the architecture, development, and evolution of the AI-native answering service platform.
  • Actively write and review production code, set technical direction, and build the engineering team.
  • Partner with product and clinical teams to align technical roadmap with business strategy.

PerfectServe provides clinical communication and physician scheduling solutions for healthcare. The company has 400+ employees, 30,000+ customers, and $100M+ in annual revenue, fostering a collaborative and tech-forward culture.

US

  • Lead high-performing engineering teams focused on AI-native developer productivity.
  • Partner with leaders to translate strategy into scalable platforms and engineering roadmaps.
  • Drive alignment across various departments and build organizational processes for AI-assisted workflows.

Reddit is a community-based platform built on shared interests and open conversations. With over 100,000 active communities and millions of daily active users, it's a major source of information and discussion on the internet.

$230,000–$270,000/yr
Americas Unlimited PTO 11w maternity

  • Own the vision, roadmap, and execution for Customer.io's billing platform.
  • Partner with Product, Finance, and Engineering leadership to align billing strategy.
  • Mentor and develop engineering managers and senior technical leaders on your team.

Customer.io's platform is used by over 9,000 companies to send billions of messages daily. They help teams send smarter messages using real-time behavioral data, leveraging Go, React, and AI to ship fast and scale effectively.

US Unlimited PTO

  • Lead, coach, and support a team of engineers through regular 1:1s, feedback, career development, and performance management.
  • Contribute directly as a senior engineer by designing and implementing backend services, debugging production issues, and reviewing critical code.
  • Partner with Product, Design, and Engineering leads to shape priorities, manage tradeoffs, and deliver valuable payments capabilities.

TeamSnap is a sports and communication platform dedicated to taking the work out of play in youth sports. The company is fully remote with a culture of trust and inclusivity, and has been recognized as a best place to work by Outside Magazine and Built In.

North America

  • Accelerate engineering productivity by building AI coding tools, infrastructure, and documentation.
  • Own the agentic development environment and build MCP server integrations.
  • Collaborate with engineers to address root causes of struggles with AI agents.

Hightouch is an Agentic Marketing Platform powered by the Composable CDP. Founded in 2019 and headquartered in San Francisco, the team is ambitious, impact-driven, and efficient, with humility, kindness, and compassion essential to their success.

US

  • Drive end-to-end ownership of AI capabilities that improve business outcomes like retention and enrollment conversion.
  • Define AI technical direction and lead build-versus-buy decisions through rapid prototyping.
  • Build shared foundations such as evaluation harnesses and safety guardrails to enable teams to ship reliable AI features.

Brightwheel is the largest and fastest growing platform for early education, serving millions of educators and families daily. The company is a three-time Cloud 100 company with a distributed team across the US and select offices internationally, fostering a passionate, customer-focused culture.

US

  • Join the Platform team to build a self-serve developer platform for AI-augmented development.
  • Co-own customer outcomes with product teams, deeply understanding engineering problems.
  • Balance technical direction, execution, and people development, coaching engineers to grow.

Clipboard's mission is to uplift communities by connecting healthcare professionals with workplaces via their app-based marketplace. Founded in 2016, they are a remote-first team of over 1,000 people and a top Y-Combinator company, profitable since 2022, leading in Long-Term Care staffing.

US Canada Unlimited PTO

  • Own the technical delivery of mission critical, event based payment systems handling millions of daily transactions; responsible for the expansion of architectural decisions.
  • Define “what good looks like” by establishing modern standards of AI-enabled workflows, metric driven stewardship required for global scale payments systems reliability.
  • Shape engineering and product strategy jointly, as a bridge between cross functions, co-author of technical roadmaps, guardian of technical backlogs and a driving force behind engineering standards.

Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD).

US Unlimited PTO

  • Drive architecture and technical strategy for core platform systems, APIs, and data pipelines
  • Hire, manage, and develop a high-performing engineering team
  • Partner with Product and Data teams to define scope, timelines, and tradeoffs

VulnCheck is transforming exploit intelligence by helping security teams act faster. They deliver exploit intelligence, asset correlation, and contextual insights. Founded in 2021 in Lexington, Massachusetts, they have a transparent, collaborative, and supportive culture.

US

  • Own the enrollment outcome: run enrollment like a business you own, set goals around enrollment times and application success rates.
  • Decide what to build: stay close to customers and find the bottlenecks that slow enrollment down.
  • Ship, measure, and iterate: get changes in front of operators and customers in days and judge them on real numbers.

Medallion builds a provider operations platform that automates licensing, credentialing, payer enrollment, and compliance monitoring for healthcare organizations. They are one of the fastest-growing healthcare technology companies, backed by $130M from top investors and recognized as a Best Place to Work by Glassdoor in 2024 and 2025.

$155,000–$200,000/yr
Unlimited PTO

  • Own the technical relationship with a portfolio of customers, including architecture sessions and production debugging.
  • Plug our product into each customer's ecosystem through third-party data integrations and product customizations.
  • Surface trends from customer work and partner with product engineering to land them in the roadmap.

Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. They build systems that make real decisions on billions in premium for some of the world's largest carriers. Sixfold team is focused, comprised of insurance operators, AI researchers, and engineers who love hard problems.