Head of Engineering [with CTO Path]

You must be able to:

• Explain root causes vs surface symptoms clearly.
• Recommend exactly how to tackle our tech-stack limitations in the most agile & lean way possible.
• Create a 90-day execution plan that aligns technical realities with business goals

Key Responsibilities

Technical leadership (You set the standard)

• Own technical direction for the client-area/tech-stack decoupling (architecture, interfaces, incremental migration plan)
• Establish engineering best practices: code quality, reviews, testing strategy, definition of done
• Make pragmatic tradeoffs that maximize learning + delivery speed without creating future traps
• Implement AI in the tech team throughout the full development cycle to speed up development time

Delivery & Planning (You make execution predictable)

• Translate product goals into an execution plan: milestones, sequencing, risks, and dependencies
• Break down initiatives into tasks the team can execute independently
• Track progress with lightweight, real KPIs (delivery, quality, reliability), and communicate status clearly

Team Leadership (You level up the team)

• Mentor developers through feedback and coaching
• Run effective 1:1s and create clarity on expectations and growth
• Raise the bar for structured thinking and ownership across the team
• Serve as a technical leader, combining hands-on development with strategic oversight.

Hands-on engineering (You ship)

• Implement critical parts of the new client area + middleware layer
• Review PRs, improve legacy code safely, and guide refactors
• Help the team move faster through better tooling and patterns (including AI-assisted workflows while maintaining quality)

Helping Product Outcomes

• Be involved in defining the product roadmap & team expectations & help us take the right decisions to build what the customer needs.
• Be involved with ICP interviews, customer discovery, translate insights into product & tech priorities, and validate value delivered.

As a Head of Engineering you will be leading our engineering team as we decouple our legacy customer area (WHMCS / PHP) into a modern web app.

This is a hands-on technical leadership role: You’ll write code most days, guide architecture and execution, and be the single engineering counterpart to the PM/CEO to translate product requirements into a clear, deliverable plan.

Hands-on vs leadership

Expect roughly 50% hands-on engineering (coding, architecture, code reviews) and 50% leadership (planning, mentorship, delivery accountability) — typical for a small team environment.

Reporting

You’ll work closely with the CEO/PM (and collaborate with the rest of the engineering team).

Your First Mission: Diagnosis (First 30 Days)

In your first 30 days, you will be in diagnosis mode. You’ll perform a deep technical + product diagnosis of our end-to-end — Tech-stack evaluation, WHMCS dependencies, billing flows, and internal tooling & customer needs.

Remote | Full Ownership | Clear Path to CTO

You will play a key role in helping grow the company to its next level and shape its future — through hands-on technical execution. As a Head of Engineering, you’ll lead a team of 2x passionate engineers, make meaningful product changes to grow it, solve complex challenges successfully, and deliver products that make a real impact.

RapidSeedbox is a remote SaaS company with a mission to provide online anonymity to people worldwide. We've been operating since 2008, serving thousands of active clients.

Watch the introduction video from our CEO & founder: https://www.youtube.com/watch?v=Rn5O4Xy1B7g

Our core values are:

• Excellence in everything we do (“I go above and beyond”)
• Ownership and responsibility (“I own my area of responsibility”)
• Continuously push the limits (“I don’t accept no as an answer. No is just an option”)
• Openness & cooperation (“Everyone matters”)

• 100% Remote Work: Enjoy the flexibility of working 100% remotely from the comfort of your home or any location worldwide.
• Professional Growth: As we are a small company, you'll have the chance to engage with various aspects of the business, fostering your professional development.
• Mentorship & time with the CEO: You’ll get the chance to work closely 1 on 1 with the CEO & Founder of the company & receive direct coaching & help from a proven leader & entrepreneur.
• Shape the next phase of RapidSeedbox: You’ll be joining at a pivotal stage, where your ideas can genuinely influence our product and shape the product strategy.
• Friendly Environment: Work in a supportive and friendly environment where collaboration, respect, and positivity are part of every day.
• Emergency Fund: We offer an interest-free emergency fund with comfortable payouts to help you in times of need.
• Paid Time Off: Take as many paid time-offs as you need to ensure you are well-rested and ready to tackle new challenges.