Head of Engineering

Insurely; Stockholms kommun; On-site; SEK 900,000 - 1,200,000; Full time

Benefits offered by this job

Autonomy in work environment

Collaborative office culture

Job summary

Insurely is looking for an experienced Head of Engineering to lead initiatives at Redpine. This pivotal role demands a leader who is also deeply technical, involved in coding, and defining architectural strategies alongside the engineering team.

You will oversee the team's performance and swift delivery of high-quality software while ensuring innovation and collaboration in a fast-moving environment. The ideal candidate has prior startup experience, can scale teams, and understands AI technologies.

Qualifications

• Proven experience leading engineering teams and delivering results.
• Experience in a scaling startup environment.
• Strong grasp of AI models and their implications.

Responsibilities

• Lead engineering initiatives and team performance.
• Manage architecture and infrastructure across the platform.
• Ensure high-quality and timely delivery of software.

Skills

Leadership and team accountability

Technical ability in code review

Ability to inspire and coach teams

Experience with scaling startups

Understanding AI models and trends

Job description

We are looking for an experienced AI native Head of Engineering for Redpine. This is a builder's role first and foremost. You will lead, but you will also be deep in the code, shaping the architecture and shipping alongside the team. You will own the how of engineering at Redpine end to end: the team, the systems, and the pace at which we ship. You report directly to our CPTO and co-founder.

Why this role matters

Redpine sits in a category that moves every week. The data layer for agents is being defined right now, and the model capabilities underneath it change faster than most teams can absorb. We cannot stand still, and we cannot chase every new result either. We need an engineering leader who can tell the difference, keep a growing team focused, and make sure the right new ideas reach the codebase before our competitors ship them. The job is to keep the team calm while shipping fast.

Responsibilities and Ownership

The team

• Build a culture and a team where strong engineers do their best work: clear ownership, low ceremony, high trust.
• Coach engineers, and create the conditions for them to lead.
• Inspire new ways of working and ensure that they get adopted without degrading speed.

Technical direction

• Own the architecture across the platform: data pipelines, retrieval and reranking, the knowledge graph, and the API, MCP, and CLI that agents use.
• Recommend the build, buy, and bet calls together to CPTO, guided by the product strategy, and keep the system simple as it grows.
• Stay accountable for reliability, latency, and cost, the things customers actually feel.

Delivery and pace

• Set how the team plans, prioritizes, and ships, and keep cycle time short.
• Remove blockers before they spread, and decide quickly when a decision is reversible.
• Hold a high quality bar without turning the process into a tax.
• Always ask how the team can be faster but still deliver quality software.

Staying at the frontier

• Track the research and the model releases that matter to Redpine, and read them closely enough to hold a real view.
• Separate the results that change how we should build from the ones that are noise.
• Bring the useful ones back to the team in a way that makes people faster, not anxious. Adoption before admiration.

What we are looking for

• You have led engineering teams and been accountable for what they shipped. This is a hard requirement, not a nice to have.
• You have done this at a startup that scaled, ideally one we would recognize, and you can speak to what broke as it grew and what you did about it.
• You stay close to the frontier by choice. You read the AI model cards and the papers, and you can say which new capability changes our plan and which does not.
• You are still technical enough to earn the team's trust. You can write and review code, and be useful at it.
• You make hard ideas land. You can take a dense result and explain, to an engineer and to a non engineer, why it matters and what we do about it.
• You favor small, clear systems, and you question whether a thing needs to be built before you build it.

Bonus

• Built in a regulated or data heavy domain (health, science, legal, or finance).
• Hands on experience with retrieval, RAG, knowledge graphs, agents, or large scale data infrastructure.
• Took a team through a real scaling step, from seed to whatever came next.
• A public footprint you can point to: open source, writing, talks, or research.

About Redpine

Redpine is an AI-native, global-first company building the knowledge layer for AI. We unlock compliant access to high-quality, non-public, multi-modal data in fields like medicine, science, law, and finance, enabling data owners to monetize their content in a controlled way.

We embrace a culture of curiosity, speed, innovation and excellence. We believe in continuous learning, experimentation, and pushing the boundaries of what's possible in AI technology. You'll be working closely with the founding team, including Anders (ex-partner at VC, McKinsey), and David (ex-tech and product leader at unicorn companies Spotify, Zettle and Lunar).

We prioritize an office-first culture (in Stockholm) to fuel collaboration and connection, but we’re big on autonomy - for those days you need a "deep work" day at home or have life admin to handle.

If you are eager to make a meaningful impact in the AI space, we’d love to hear from you. We are committed to building a diverse and inclusive team: if you're excited about this role but your experience doesn't align perfectly with every qualification, we encourage you to apply anyway.