About WebLife
WebLife is a pioneering force in the eCommerce industry, with over $250 million in all-time revenue and a 16-year track record of building and scaling successful online businesses. As the largest distributor of mailboxes across the United States, WebLife has built a reputation for operational excellence, customer focus, and digital innovation.
The next chapter of WebLife focuses on building AI-native ventures on top of this strong foundation. By leveraging artificial intelligence, data, and advanced digital capabilities, we are developing scalable software products that extend our expertise beyond eCommerce and help businesses succeed in a rapidly evolving digital landscape. WebLife builds solutions that enable small businesses to harness the power of AI, delivering real return on investment and access to technology advantages typically available only to large enterprises—without the complexity or risk.
Combining the strength of a proven eCommerce business with the agility of an innovation-driven environment, WebLife offers a collaborative, growth-focused workplace where ideas turn into real products and meaningful impact. If you want your work to create tangible value for real businesses and the people behind them, this is the place to do it.
The Opportunity
This is not a typical Tech Lead role where you manage tickets and run stand-ups. We are looking for a senior technologist who can set the technical direction for AI-native products, ship them with a small, sharp team, and grow the next generation of engineers along the way.
As a Tech Lead, you will own outcomes — not just code. You will translate ambiguous business problems into clean architectures, make the hard trade-offs, and stay close enough to the keyboard to ship the difficult parts yourself. You will mentor engineers in our Future Technologist Programme and shape how WebLife builds software for years to come.
If you want a seat where your technical judgement directly moves the business — and where you have the autonomy to back that judgement — this is it.
What You'll Do
- Set Technical Direction. Own the architecture and technical roadmap for one or more AI-native products. Make principled decisions about build vs. buy, monolith vs. services, model vs. heuristic — and document the reasoning so the team can move fast without losing the plot.
- Ship the Hard Parts. Lead from the front. Write production code, design the systems that matter, and personally own the hard problems — performance bottlenecks, agent reliability, data pipelines, integrations that nobody else wants to touch.
- Build AI-Native Products. Architect systems where LLMs, agents, and ML are first-class citizens, not bolted-on features. Design for evals, latency, cost, and failure modes from day one. Know when to use a model, when to use a rule, and when to do neither.
- Raise the Engineering Bar. Define what “good” looks like — coding standards, review practices, testing discipline, deployment hygiene, observability. Run code reviews that teach. Build the muscle memory of a high-performing team.
- Grow the Team. Mentor junior and mid-level engineers, including graduates from our Future Technologist Programme. Pair, review, coach, and create the conditions where good engineers become great ones. Hire and help us hire well.
- Partner with the Business. Sit at the table with product, design, and leadership. Translate business problems into technical strategy and technical realities into business language. Push back when the plan is wrong. Commit fully when it isn’t.
- Operate the Production. Own reliability, security, and cost. Build the on-call, monitoring, and incident response practices that let a small team sleep at night while running serious infrastructure.
Who You Are
- 4+ years of professional software engineering experience, with at least 2 years in a tech lead or senior engineer role where you owned non-trivial systems end to end.
- Deep full-stack fluency. You are credible across frontend, backend, APIs, databases, and cloud infrastructure. You may have a centre of gravity, but you are not one-dimensional.
- Real AI/ML exposure. You have shipped production systems that use LLMs, agents, retrieval, or ML — not just prototypes. You understand evals, prompt engineering, fine-tuning, vector search, and the failure modes of probabilistic systems.
- Strong product instinct. You start from the user’s problem, not the technology. You know when to over-engineer, when to under-engineer, and how to tell the difference under pressure.
- A multiplier, not a bottleneck. You make the engineers around you better. You unblock people, share context generously, and resist the urge to be the smartest person in every room.
- Excellent communicator. You write clearly. You run meetings that respect everyone’s time. You can explain a system to a CEO and debate a design with a senior engineer in the same afternoon.
- Entrepreneurial. You think like an owner. You care about cost, speed, leverage, and outcomes — not just elegance. You are scrappy when you need to be and rigorous when it counts.
- A person of integrity. You are honest, dependable, and transparent — even when it is uncomfortable. You do the right thing when no one is watching, and you build teams that do the same.
Nice to Have
- Experience leading distributed or fully remote engineering teams.
- Deep expertise in Python and/or TypeScript ecosystems (FastAPI, Node.js).
- Production experience on AWS, GCP, or Azure — including IaC, container orchestration, and CI/CD.
- Experience building agentic systems, multi-step LLM workflows, or AI-native SaaS products.
- Background in eCommerce, B2B SaaS, or small business software.
- Open-source contributions, technical writing, or speaking that demonstrate depth and reach.
What We Offer
- Competitive USD pay with senior-level compensation.
- Real ownership of products that serve real businesses — and real visibility into the impact you create.
- A direct line to founders and leadership. Your technical judgement will shape the company, not just the codebase.
- Autonomy to choose the right tools, set the standards, and build the team you want to lead.
- Exposure to the full breadth of modern technology — AI/ML, full-stack, cloud, DevOps, product strategy.
- A remote-first culture that values output, ownership, and trust over hours logged.
- The opportunity to grow as WebLife scales.
