Senior DevOps Engineer
DualEntry View all jobs
Canada
Information Technology
TFWP
All other/unspecified
Job posted on May 12, 2026
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Job Description:
About DualEntry
Founded in 2024, DualEntry is one of the world's fastest-growing AI startups.
At DualEntry, the future of finance is being written today. ERP is one of the largest fintech markets in the world ($220,000,000,000+). Yet, tens of thousands of companies are still using on-premise systems, and the industry has not seen new entrants in more than 30 years.
Our AI-native ERP lets accounting teams achieve more in less time. $5M-ARR businesses to NYSE-listed companies trust DualEntry to automate away manual data entry work with AI. We're finally making the one-person finance team a reality and putting the pain of legacy ERPs from the 1990's in the past.
We operate with urgency and ownership. We move fast.
Why This Role Matters Now
Since starting 18 months ago, we've raised $100,000,0000+ from world-class investors such as Lightspeed Venture Partners, Khosla Ventures, Contrary Ventures and Google Ventures, as well as more than 20 angel investors who've built, scaled, and exited some of the most impactful companies of the last decade.
We got there by moving incredibly fast and hiring an exceptionally sharp, hard-working and deeply committed team from leading tech and accounting companies - Ramp, Meta, Microsoft, Lyft, PwC, Deloitte, J.P. Morgan, Bloomberg, Sage, Xero and Intuit. And some of us don't have a fancy logo on our resume and are here for a shot to prove ourselves.
We're a small team, growing fast with huge momentum - join early.
As our Senior DevOps, you'll build the DevOps function from the ground up. You'll lead the initial setup of our DevOps and platform engineering practices, define standards and infrastructure strategy
This is an intense, hands-on role with full ownership. We expect you to push for excellence and raise the bar.
📍 Location: Remote with overlap to our New York City HQ (EST)
Where you'll create impact
Design and deliver an internal platform for personal or feature environments to empower developers and improve velocity
Build and maintain AWS-based infrastructure to ensure optimal performance, scalability, and security
Develop CI/CD pipelines to streamline deployments and automate release processes
Implement observability tooling (logging, monitoring, alerting) to detect and resolve issues proactively
Collaborate closely with developers to identify bottlenecks, improve delivery and enhance system reliability
Ensure high availability and uptime through effective monitoring, incident response, and recovery strategies
Promote infrastructure automation and Infrastructure as Code best practices
Document systems, configurations and incident processes for team-wide clarity and consistency
Participate in on-call rotations or coordinate time zone coverage to ensure 24-hour reliability across regions
What sets you up for success
Hardcore work ethic and high agency
10+ years of experience or at least 5 years of strong AWS focused engineering experience
Deep understanding of AWS services (EC2, ECS/EKS, RDS, IAM, networking, etc.)
Experience with Infrastructure as Code (Terraform, CloudFormation, etc.)
Strong background in CI/CD systems (GitHub Actions, Jenkins or similar)
Familiarity with containerization (Docker, Kubernetes) and modern deployment workflows
Experience implementing monitoring and observability solutions (Prometheus, Grafana, Datadog, etc.)
Comfortable working independently to build new systems and processes from the ground up
Time zone flexibility to support partial 24-hour coverage is preferred
How You Operate
Pragmatic: you like to move forward and make decisions based in reality (not theory). We don't debate if Cassandra has the most theoretical scalability -- we use Postgres until it breaks
Hard working: 'You can work long, hard, or smart, but [here] you can't choose two out of three" - Jeff Bezos. We wrote this job post during the weekend
Curious: you love to learn, are highly curious about new frameworks and solutions to engineering problems
Fast-moving: you deploy daily, iterate quickly, and never wait for permission
Why you'll thrive here
Significant equity ownership in one of the top AI companies in the world
You're joining early and will grow with DualEntry
Your feedback shapes the product directly
High-speed culture
High-trust environment with high expectations
Ambitious mission - ERP is one of the largest B2B software markets in the world ($220bn per year), this is a once in a lifetime opportunity to build the next generation ERP in an industry that has not seen new entrants in 30+ years
Compensation & Benefits
Equity: $35,000 - $60,000 USD
Base Salary: $100,000 - $165,000 USD
Contract type: B2B
Remote-first team - the fastest team you will have ever worked with
Time Off: 27 PTO days (incl. public holidays)
Visa sponsorship option for relocation to NYC within 2+ years
Early-stage role with high autonomy and real long-term upside
Enjoy a learning & development budget for courses, certifications, and language learning to keep growing your skills
Work where you feel most productive at co-working spaces or from your home office with support for setup, internet, and phone
We hire the best, expect the best, and give you the masterclass of your career - an archaic and huge industry like ERP only goes through a restructure like this once in a lifetime. It's hard, it's intense, and it's the most rewarding work you'll ever do.
If you're hungry, driven, and ready to build something massive, climb aboard!
At DualEntry, we believe great products come from diverse teams. We're an equal opportunity employer, and we're committed to a culture where everyone feels included, supported, and able to do their best work.
APPLY NOW
Founded in 2024, DualEntry is one of the world's fastest-growing AI startups.
At DualEntry, the future of finance is being written today. ERP is one of the largest fintech markets in the world ($220,000,000,000+). Yet, tens of thousands of companies are still using on-premise systems, and the industry has not seen new entrants in more than 30 years.
Our AI-native ERP lets accounting teams achieve more in less time. $5M-ARR businesses to NYSE-listed companies trust DualEntry to automate away manual data entry work with AI. We're finally making the one-person finance team a reality and putting the pain of legacy ERPs from the 1990's in the past.
We operate with urgency and ownership. We move fast.
Why This Role Matters Now
Since starting 18 months ago, we've raised $100,000,0000+ from world-class investors such as Lightspeed Venture Partners, Khosla Ventures, Contrary Ventures and Google Ventures, as well as more than 20 angel investors who've built, scaled, and exited some of the most impactful companies of the last decade.
We got there by moving incredibly fast and hiring an exceptionally sharp, hard-working and deeply committed team from leading tech and accounting companies - Ramp, Meta, Microsoft, Lyft, PwC, Deloitte, J.P. Morgan, Bloomberg, Sage, Xero and Intuit. And some of us don't have a fancy logo on our resume and are here for a shot to prove ourselves.
We're a small team, growing fast with huge momentum - join early.
As our Senior DevOps, you'll build the DevOps function from the ground up. You'll lead the initial setup of our DevOps and platform engineering practices, define standards and infrastructure strategy
This is an intense, hands-on role with full ownership. We expect you to push for excellence and raise the bar.
📍 Location: Remote with overlap to our New York City HQ (EST)
Where you'll create impact
Design and deliver an internal platform for personal or feature environments to empower developers and improve velocity
Build and maintain AWS-based infrastructure to ensure optimal performance, scalability, and security
Develop CI/CD pipelines to streamline deployments and automate release processes
Implement observability tooling (logging, monitoring, alerting) to detect and resolve issues proactively
Collaborate closely with developers to identify bottlenecks, improve delivery and enhance system reliability
Ensure high availability and uptime through effective monitoring, incident response, and recovery strategies
Promote infrastructure automation and Infrastructure as Code best practices
Document systems, configurations and incident processes for team-wide clarity and consistency
Participate in on-call rotations or coordinate time zone coverage to ensure 24-hour reliability across regions
What sets you up for success
Hardcore work ethic and high agency
10+ years of experience or at least 5 years of strong AWS focused engineering experience
Deep understanding of AWS services (EC2, ECS/EKS, RDS, IAM, networking, etc.)
Experience with Infrastructure as Code (Terraform, CloudFormation, etc.)
Strong background in CI/CD systems (GitHub Actions, Jenkins or similar)
Familiarity with containerization (Docker, Kubernetes) and modern deployment workflows
Experience implementing monitoring and observability solutions (Prometheus, Grafana, Datadog, etc.)
Comfortable working independently to build new systems and processes from the ground up
Time zone flexibility to support partial 24-hour coverage is preferred
How You Operate
Pragmatic: you like to move forward and make decisions based in reality (not theory). We don't debate if Cassandra has the most theoretical scalability -- we use Postgres until it breaks
Hard working: 'You can work long, hard, or smart, but [here] you can't choose two out of three" - Jeff Bezos. We wrote this job post during the weekend
Curious: you love to learn, are highly curious about new frameworks and solutions to engineering problems
Fast-moving: you deploy daily, iterate quickly, and never wait for permission
Why you'll thrive here
Significant equity ownership in one of the top AI companies in the world
You're joining early and will grow with DualEntry
Your feedback shapes the product directly
High-speed culture
High-trust environment with high expectations
Ambitious mission - ERP is one of the largest B2B software markets in the world ($220bn per year), this is a once in a lifetime opportunity to build the next generation ERP in an industry that has not seen new entrants in 30+ years
Compensation & Benefits
Equity: $35,000 - $60,000 USD
Base Salary: $100,000 - $165,000 USD
Contract type: B2B
Remote-first team - the fastest team you will have ever worked with
Time Off: 27 PTO days (incl. public holidays)
Visa sponsorship option for relocation to NYC within 2+ years
Early-stage role with high autonomy and real long-term upside
Enjoy a learning & development budget for courses, certifications, and language learning to keep growing your skills
Work where you feel most productive at co-working spaces or from your home office with support for setup, internet, and phone
We hire the best, expect the best, and give you the masterclass of your career - an archaic and huge industry like ERP only goes through a restructure like this once in a lifetime. It's hard, it's intense, and it's the most rewarding work you'll ever do.
If you're hungry, driven, and ready to build something massive, climb aboard!
At DualEntry, we believe great products come from diverse teams. We're an equal opportunity employer, and we're committed to a culture where everyone feels included, supported, and able to do their best work.