Bookkeeper360-posted 3 months ago
$175,000 - $225,000/Yr
Full-time • Executive
51-100 employees

We are seeking a visionary Chief Technology Officer (CTO) to lead our product development and engineering organization. In this role, you’ll set the technology strategy, scale and mentor a growing engineering team, and ensure our platform’s security, scalability, and performance. As both a strategic leader and hands-on contributor, you’ll shape the long-term roadmap, dive into architecture and development when needed, and partner with leadership to align technology with business goals while driving innovative solutions for small business owners.

  • Set the technology vision and roadmap to align with company strategy and growth goals
  • Oversee all engineering functions, including front-end, back-end, DevOps, infrastructure, and security
  • Lead development of the Bookkeeper360 App, ensuring a world-class, scalable SaaS product
  • Establish best practices in software development, code quality, testing, and deployment
  • Direct, evaluate, and approve product architecture and technical design decisions
  • Drive innovation, evaluating new technologies and tools to improve product and team performance
  • Build and scale the engineering team through hiring, mentorship, and professional development
  • Partner with product, operations, and leadership teams to bring new features from ideation to launch
  • Monitor system reliability, performance, and data security, ensuring compliance with industry standards
  • Manage technical budgets, vendor relationships, and resources to maximize ROI
  • Serve as a thought leader representing Bookkeeper360’s technology vision internally and externally
  • 10+ years of progressive engineering leadership experience, with 3–5 years in a senior leadership role (VP/CTO/Director) at a SaaS company
  • Deep technical expertise with Ruby on Rails (5+ years full-stack) and modern web technologies
  • Strong knowledge of system architecture, security, scalability, and cloud infrastructure
  • Proven success leading product development from ideation through execution
  • Track record of hiring, building, and scaling engineering teams
  • Excellent communication skills, with the ability to explain complex technical concepts to non-technical stakeholders
  • Experience in fintech, data, or analytics platforms is a strong plus
  • Salary range from $175,000–$225,000/year + performance bonus
  • Equity / Stock Options
  • Comprehensive benefits package including medical, dental, and vision
  • 401K with employer match after the first year
  • Paid parental leave for all parents (biological, adoptive, and foster)
  • Fully remote work environment
  • Unlimited PTO after your first year
  • Company-paid holidays
  • Team-building events and virtual activities
  • Career development and internal promotion opportunities
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