Senior DevOps Engineer

About Topline Pro

We’re building AI powered Shopify for service businesses. We help service pros (e.g., roofers, landscapers, painters, cleaners) acquire direct business, fast. Up and running within minutes using Gen AI, our digital storefront products help pros get discovered, trusted, and booked repeatedly.

Topline Pro is co-founded by Nick Ornitz (CEO) and Shannon Kay (CPO) with an excellent team of 70+ rockstars with plans to expand more in 2025. We serve thousands of local service businesses and were named as one of the 2023 and 2024 top 50 Tech Companies building for SMBs.

We're YC-backed and well funded with several years of runway, and we’ve experienced rapid growth in the past year. We're in a phenomenal position to scale—with the financial foundation, product-market fit, and momentum to go big. You’ll be joining at an inflection point—where the groundwork is laid and the path to massive impact is clear.

We’re expanding our Engineering team, and this role will provide an opportunity to have a significant impact on the product. Come help us scale to the next level!

We believe “great candidates” do not come about through simply a checkmark next to past experiences. We believe in hiring people not just skills. Even if you do not check every box but find excitement at the prospect of working with us in this capacity, please apply.

⚡ What you'll do

• Design, implement, and maintain cloud infrastructure that powers our web applications

• Build and manage scalable, secure, and highly available CI/CD pipelines

• Monitor and improve system performance, reliability, and observability

• Collaborate with engineering teams to automate deployments and streamline development workflows

• Champion best practices in infrastructure-as-code, cloud architecture, and operational excellence

• Contribute strategically to infrastructure decisions and long-term technical vision

🎯 What we’re looking for

• 6+ years experience in DevOps, Site Reliability Engineering, or Infrastructure Engineering roles

• Strong background in managing cloud environments (AWS preferred)

• Required experience with infrastructure-as-code tools (e.g., Terraform)

• Required experience with CI/CD tools (e.g., GitHub Actions, CircleCI, or similar)

• Required experience with Docker and containerized Cloud Deployments (e.g. Kubernetes, AWS Fargate, AWS EKS, Google Cloud Run)

• Required experience with cloud monitoring/observability and security practices.

• Familiarity with backend languages (Python is a plus)

• Experience supporting teams in an Agile Scrum environment

• Excellent written and verbal communication skills

• Team player with a passion for building resilient systems

• Goofball who loves having fun and building great products

🙌 What we offer

• Competitive cash compensation $150k-$180k + equity package

• Work 4-days / week in office in downtown Boston, 1 day flexible from home

• Full Medical, Dental and Vision Health Coverage

• Computer and workspace enhancements

• Monthly stipend for mental and physical health

• 401(k) plan (non-matching)

• Unlimited vacation, 9 company holidays, and 1 personal volunteer day a year

• Opportunity to take on significant responsibility and ownership in scaling a product that can change the lives of home service pros