Chief Technology Officer

Location: This role is remote-first within Europe. If you’re based in Estonia, you’re welcome to work from our offices in Tallinn or Tartu. For candidates based outside Estonia, occasional travel to our Estonian offices is expected, depending on business needs and key collaboration moments.

🚀About Xolo:

At Xolo, we believe solopreneurs deserve better. We've spent the last decade simplifying entrepreneurship - removing bureaucracy, automating admin, and enabling thousands of people across the globe to build and run their businesses on their own terms.

Our pioneering products are designed for freelancers, consultants, and microentrepreneurs who want to focus on their craft - not the paperwork. With more than 100 team members globally, we're building the best possible version of solopreneurship.

💡About the role:

As CTO at Xolo, you’ll own the technical vision behind a platform shaping how self-employed professionals run and grow their businesses. You’ll balance hands-on technical leadership with strategic decision-making, building scalable, secure systems while shaping the company’s long-term technology roadmap. This is a core leadership role where engineering excellence, product thinking, and business impact meet.

✍️As a Chief Technical Officer at Xolo, you will:

• Technology Strategy & Architecture: Develop and own the company’s technology strategy. Oversee system architecture and infrastructure. Evaluate and implement new systems and technologies to maintain a competitive advantage.
• Product & Delivery: Lead the development of the company’s products, platforms, and technologies in line with agreed specifications, roadmaps, and timelines. Work closely with Product Managers and the management board to ensure execution aligns with business priorities.
• Leadership & Culture: Provide leadership to the technology development team, fostering the company’s culture, mission, and values. Act as an advocate for Xolo’s technology, strengthening the company’s employer brand.
• Security, Risk & Compliance: Own the company’s IT and data security policies, ensuring data integrity and compliance with data privacy requirements.
• Financial & Operational Responsibility: Manage development and IT costs effectively. Guide managers and team members to use technology efficiently, securely, and profitably in support of the company’s strategy.
• Company Leadership & Stakeholder Management: Participate in the overall management of the company, including strategy development and product roadmap formulation.Support and participate in managing relationships with investors.

🔎You are the one we are looking for if you have:

• Seasoned product + fintech tech leader (CTO/VP Eng/Head of Engineering) who’s built and scaled product-led SaaS in regulated, high-trust environments and is hungry to shape what fintech becomes next.
• Future-facing architecture mindset: designs cloud-native, modular platforms (APIs, event-driven systems, automation/AI-ready foundations) that can evolve fast as new rails, standards, and customer expectations emerge.
• Builder of pacey, modern engineering orgs: creates teams that ship continuously, learn fast, and raise the bar, without burning out or losing quality.
• Cross-functional catalyst: aligns Product, Design, Data, Ops, and Commercial around a clear technical narrative; turns ambiguity into an execution plan people believe in.
  Security, privacy, and compliance as product strengths: treats GDPR and data protection as table stakes, and uses robust controls to unlock partnerships and scale.
• Pragmatic innovator: balances experimentation with operational excellence. Knows when to prototype, when to harden, and how to manage trade-offs across speed, cost, reliability, and long-term maintainability.
• Comfortable as the external technology voice: can explain strategy and risk clearly to investors, partners, customers, and candidates and make the company’s technical ambition feel credible.
• Entrepreneurial, mission-driven fit: excited to build the next generation of tools for self-employed professionals and small businesses, and to rally teams around testing new approaches and technologies that genuinely move the needle.

💭Why work at Xolo?

• A team of Mavericks: We aspire to challenge the norm by encouraging bold thinking and embracing the unconventional. As a member of our team, you’ll have the freedom to take risks, explore new ideas, and challenge the status quo.
• We run like Clockwork: While we champion innovation, we also believe in operational excellence. Our processes are designed to be smart, efficient, and finely tuned.
• Our Big-hearted nature: You’ll work alongside mission-driven individuals who not only bring brilliance to the table but also lead with empathy. We believe that great work is built on strong relationships, and we’re always ready to help, listen, and grow together.
• At Xolo, autonomy isn’t a perk—it’s a given: We trust you to decide when and where you work. We value your autonomy and offer the flexibility to shape your workday in a way that suits your lifestyle. 

📝Xolo interview process:

Our interview process is designed to ensure a great fit for both you and the company. It typically includes a 30-minute conversation with the hiring manager, then dive deep into real technical discussions with our tech leads. The final step is a working-style and culture conversation with the management team to make sure we’re aligned on how we build, lead, and scale together.

Sounds like your cup of tea? We would love to hear from you! Please submit your CV and application details in English.