Chief Technology Officer (CTO) – SaaS & Payments

About Allwork:

AllWork® is a leading freelancer management and payments platform. We specialize in efficiently managing and paying various types of freelancers for businesses, including hourly, consulting, contract, and project-based workers. Our platform supports the evolving Modern Workforce, with freelancers becoming as prevalent as permanent employees in many companies.

The Role:

As Chief Technology Officer (CTO) at AllWork®, you will lead the technological vision, strategy, and execution of a rapidly growing SaaS company specializing in workforce management and payment solutions. This role requires a visionary leader with hands-on technical expertise to scale the company’s technology infrastructure, deliver innovative products, and ensure a seamless experience for clients and users.

The CTO will work closely with the executive team to align the company’s technology roadmap with its business goals and drive growth from $20M to $100M+. This is a critical role for someone who thrives in a fast-paced, high-growth environment and can balance technical leadership with hands-on problem-solving.

If you are a visionary leader with a passion for innovation and a proven ability to scale SaaS companies, we encourage you to apply for this exciting opportunity to drive the technological growth of AllWork®.

• Define and execute the technology strategy to support the company’s business objectives and growth targets.
• Lead, mentor, and manage a third-party technical team of over 30 individuals, fostering a culture of collaboration and innovation.
• Oversee the development and delivery of a complex B2B SaaS product, payroll, and payment services, ensuring scalability, reliability, and performance.
• Collaborate with cross-functional teams to align product development with market needs and customer feedback.
• Maintain hands-on involvement in coding and architecture design, as needed, to drive technical excellence.
• Ensure compliance with security standards and data privacy regulations.
• Monitor emerging technologies and assess their potential application to enhance product offerings.
• Build and maintain relationships with key stakeholders, including clients, investors, and partners.
• Establish and manage technology budgets, ensuring cost-effective allocation of resources.

• Proven experience as a CTO or in a similar leadership role within a SaaS or payments company.
• Demonstrated success in scaling a company’s revenue from $20M to over $50M.
• Deep understanding of complex product development and deployment in a B2B environment.
• Hands-on technical expertise with the ability to code, troubleshoot, and architect solutions.
• Experience in workforce management or HR tech is highly desirable.
• Track record of managing, mentoring, and growing high-performing technical teams of 30+ individuals.
• Strong knowledge of cloud-based technologies, microservices architecture, and DevOps practices.
• Strategic thinker with the ability to translate business goals into technical solutions.
• Excellent leadership and team-building skills.
• Strong problem-solving abilities and attention to detail.
• Ability to operate at a code level, assisting and coordinating debugging of complex problems.
• Exceptional communication and interpersonal skills to collaborate with customers and partners.
• Entrepreneurial mindset with a willingness to be hands-on when necessary.
• Adaptability to thrive in a fast-paced, high-growth environment.
• Ability to balance startup speed and execution with organization, discipline, and meeting critical timelines.
• Bachelor’s or Master’s degree in Computer Science, Engineering, or a related field.
• Extensive experience in software development and architecture.
• Certifications in relevant technologies or leadership methodologies are a plus.

Allwork is an Equal Employment Opportunity employer. We embrace diversity and inclusion, ensuring all qualified applicants receive consideration for employment without regard to race, color, religion, sex, national origin, age, disability status, sexual orientation, gender identity or expression, marital status, or any other protected characteristic.