Chief Technology Officer

Shopmonkey Inc.; Washington (District of Columbia); Remote; USD 275,000 - 325,000; Full time

Job summary

A leading auto-repair shop software company seeks a Chief Technology Officer (CTO) to guide the technology strategy and drive innovation. This role involves leading a talented engineering team, ensuring scalable solutions, and integrating emerging technologies to enhance user experience. The role offers a competitive salary and unique remote work benefits, emphasizing diversity and employee well-being.

Benefits

Up to $750 to set up your home office

$20 phone/internet monthly reimbursements

Flexible time off

Generous parental leave

401(k) available upon hire

Qualifications

• 10+ years of progressive software engineering experience.
• 5+ years in a tech leadership role, preferably as CTO in a SaaS company.
• Experience scaling platforms from $10M to $500M ARR.

Responsibilities

• Drive the long-term technology vision aligned with business objectives.
• Lead and mentor a high-performing engineering team.
• Oversee architecture decisions for scalability and reliability.

Skills

Leadership

Strategic Planning

Communication

Technical Direction

Tools

AWS

React

Node.js

GraphQL

PostgreSQL

Job description

We’re seeking a visionary and execution-driven Chief Technology Officer (CTO) to leading Shopmonkey’s engineering and technology strategy into the next phase of innovation and scale. As CTO, you’ll be a key member of the executive team, responsible for driving the technical direction of our platform, building a world-class engineering culture, and delivering scalable, secure, and high-performance solutions.

Key Responsibilities

• Accountable for the long-term technology vision aligned with Shopmonkey’s business objectives.
• Implement emerging technologies to enhance Shopmonkey’s customer experience, constantly pushing our leading-edge innovation.
• Lead, mentor, and scale a high-performing engineering leadership team across backend, frontend, infrastructure, and QA.
• Instill a culture of ownership, innovation, and continuous improvement.
• Oversee architecture decisions for scalability, performance, and reliability across a complex Enterprise and SMB SaaS platform.
• Ensure our systems are secure, compliant, and robust to meet SOC 2 Type II controls and beyond.
• Build and enforce engineering best practices, delivery velocity, and code quality standards.
• Optimize development processes, CI/CD pipelines, and DevOps practices to increase both speed of development with quality of delivery.
• Partner closely with Sales, Product, Design, and Customer Experience teams to align technical initiatives with the needs of our customers.
• Work directly with the CEO and executive team on broader company-wide strategy and execution beyond the technology org.
• Translate business needs into technical strategy and roadmaps, representing these in board discussions and investor meetings.

Qualifications

• 10+ years of progressive software engineering experience, with 5+ years in a technology leadership role as a senior VP or CTO in a SaaS company.
• Proven track record scaling platforms and technology organizations in a high-growth environment, scaling from $10m to $50m, to $500m ARR, etc.
• Deep knowledge of modern web technologies (e.g., React, Node.js, GraphQL, PostgreSQL, AWS, etc.).
• Strong understanding of security, privacy, and compliance in cloud environments.
• Ability to jump from long term strategic planning to hands-on detailed customer scenarios with ease.
• Depth of experience leveraging AI tools and integrations for internal and customer facing use cases.
• Excellent cross departmental and stakeholder communication skills to create transparency, manage expectations, and garner alignment on technology roadmap and progress.

Nice to Have

• Experience in vertical SaaS, auto industry tools, or small business platforms.
• Background working with distributed engineering teams.

In the United States the range is typically a salary of $275,000 to $325,000 + bonus + equity + benefits. The range provided is Shopmonkey’s reasonable estimate of the base compensation for this role. The actual amount will be based on job-related and non-discriminatory factors such as location, experience, training, skills, and abilities. Consult with your Recruiter during the initial call to determine a more targeted range based on these job-related factors. In addition to this base compensation company stock options and benefits as outlined below are included.

Fully Remote Work!

• Up to $750.00 to set up your home office
• $20 phone/internet monthly reimbursements
• Virtual activities and in-person meet-ups
• Laptop and super rad swag provided
• Unique opportunity: This is the best form of hybrid! All teams get to travel and meet up for collaboration at least once/year.

Why Shopmonkey?

Shopmonkey has become an amazing environment where employees feel that they are valued as people, and not just worker bees. To ensure that our team thrives, we invest in the following perks (benefits below are mainly for U.S. based, full-time employees)Other benefits vary upon location outside the United States, and employment status):

• Medical, dental, vision, and life insurance benefits available the 1st of the month following hire date
• Short term and long term disability
• Employee assistance program
• Reimbursement for a personal health and wellness membership
• Generous parental leave
• 401(k) available upon hire
• 11 paid holidays
• Flexible time off - take the time off you need!
• Matching donations for approved charitable organizations

The U.S. is the second largest passenger vehicle market with more than 260 million registered passenger vehicles, and the global car repair market is estimated to be worth more than $500B. Shopmonkey aims to change the status quo and enable auto shops to become more efficient and give their customers a more delightful experience.

About Shopmonkey

Shopmonkey is the leading auto-repair shop software company; it is a cloud-based solution that helps auto-repair shops consolidate tools, save time, and streamline their entire operation onto a simple, easy-to-use platform.

Headquartered in Silicon Valley and trusted by more than 3,500+ auto shops across the U.S. and Canada, Shopmonkey aims to change the status quo of the car repair market, estimated to be worth more than $500B.

In 2021 Shopmonkey raised a $75 million Series C, supported by top-tier Silicon Valley venture capital firms Bessemer Venture Partners, Index Ventures, Headline, I2BF, and ICONIQ Growth.

In 2022, Shopmonkey was named #4 on Forbes' annual ranking of America's Best Startup Employers list (and #1 in Business Products & Software Services).

Shopmonkey was once again named as one of America's Best Startup Employers by Forbes in 2023 and 2024 .

Shopmonkey is committed to building a diverse and inclusive team. We are looking for team members from all backgrounds that are committed to the Shopmonkey mission.

Shopmonkey provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

Shopmonkey is committed to the full inclusion of all qualified individuals. In keeping with our our commitment, Shopmonkey will take the steps to assure that people with disabilities are provided reasonable accommodations. Accordingly, if reasonable accommodation is required to fully participate in the job application or interview process, to perform the essential functions of the position, and/or to receive all other benefits and privileges of employment, please contact our Talent Team [e-mail] .

Please note: Shopmonkey will never request sensitive information such as your social security number, bank account information, or other non-publicly available information during the application and interview process. If an applicant is extended an offer of employment, such sensitive information will be requested at that time. Shopmonkey will never ask you to receive and ship packages or goods as part of the interview. Other practices to be on alert for:

• Contact initiated via unsolicited text message or cold call. Shopmonkey does not follow up with candidates through instant messaging applications.
• Our Talent Acquisition team only corresponds from email addresses with the domain ‘@Shopmonkey.io’. If a generic email ID ending with Gmail/Yahoo or other domain is used while receiving a job offer or interview call, there is a likelihood of a scammer.
• While some of our jobs can be found on third party job sites, all of our current job opportunities and descriptions are posted on Shopmonkey’s Careers page, or our official LinkedIn Company Page

The U.S. Federal Trade Commission has published helpful articles to help individuals learn more about protecting themselves from recruiting scams and financial fraud . If you believe you were a victim of such a scam, you may contact your local law enforcement agencies. Shopmonkey is not responsible for any claims, liability, losses, damages, or expenses resulting from scammers or impersonators.

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