Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Billing Engineer

$191.62k - $239.86k per year

Tailscale

About TailscaleTailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
About the RoleWe’re seeking a highly skilled and motivated Software Engineer to join our growing team. You will work as part of the engineering team to:
Deliver projects related to pricing plans and billing
Develop our billing integration with third party services, strengthening our end-to-end billing experience.
Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making.
Work closely with UX/UI designers and product managers to shape features.
Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.
Key Responsibilities
Work as part of a team of engineers to design, build, test, and document core billing software components.
Integrate with third-party billing platforms (e.G., Stripe, Metronome) as needed
Develop metering, pricing, and rating logic for usage-based and subscription billing models.
Ensure accurate tracking and reporting of customer usage data.
Monitor and maintain billing systems to ensure high availability and data integrity.
Build automation tools for recurring billing tasks, reconciliation, and reporting.
Collaborate with product, sales, and finance teams to support custom billing requirements.
Work closely with finance, product, support, and engineering teams to support accurate billing, revenue reporting, and customer inquiries.
Act as a technical expert in billing-related discussions and planning.
Champion engineering excellence by driving code quality, architectural reviews, and design documentation.
Provide technical leadership and mentorship to other engineers, fostering a culture of learning and knowledge sharing.
Establish observability, alerting, and error handling across the billing pipeline to ensure high availability and responsiveness.
Lead incident response and root cause analysis for billing-related issues.
What We Are Looking For
Experience in backend software engineering, with a strong focus on billing, payments, or financial systems.
Deep knowledge of SaaS billing models, including subscriptions, usage-based pricing, proration, discounts, and entitlements.
Proven experience integrating with third-party billing platforms such as Stripe, Metronome, Orb, Zuora, etc, or building custom billing systems.
Experience designing and managing distributed systems, microservices, and event-driven architectures.
Proficient with SQL and data modeling, especially for financial and usage data.
Solid understanding of APIs and experience building or integrating internal billing APIs.
Strong proficiency in Go, or comfortable writing production-quality code in another language and eager to work with Go
Flexibility to adjust to the dynamic nature of a startup.
Excellent written and verbal communication skills.
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
CAN Pay Range$191,620 - $239,860 CAD
What We Offer
An inclusive, flexible environment where you can be your authentic self.
We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
A competitive total compensation package.
This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
Comprehensive group benefits with no waiting period.
Take advantage of coverage for health, vision, dental, and more for you and your family!
Remote first company —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
Employer-funded retirement contributions.
Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
Connect with other Tailscalars IRL.
Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.
Support for your personal and professional development.
Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
Paid time off and a healthy work-life integration.
Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
A build-your-own home office setup.
You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
Paid parental leave program. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).
Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.
Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.
As set forth in Tailscale’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs;
or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
#J-18808-Ljbffr
Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Billing Engineer in Winnipeg, MB vacancy
  • $18 per hour

     ...customer account questions, taking customer payments and updating accounts. Drive to the bank to make cash deposits, retrieves coin or bills to replenish register, performs any banking or other tasks requested by leader on a weekly/monthly basis. Process dealer tickets,... 
    Suggested
    Hourly pay
    Permanent employment
    Contract work
    Fixed term contract
    Work at office

    Staffmax Staffing & Recruiting

    Winnipeg, MB
    6 days ago
  • $172k - $258k per year

     ...Financial Automation Sub-org within Revenue and Financial Automation: Billing. The Revenue and Financial Automation team at Stripe builds...  ...process can be found here. What you'll doWe're looking for engineers who want to build the distributed systems, APIs, and backend... 
    Suggested
    Full time
    Internship
    Work at office
    Local area
    Remote work
    Work from home
    Relocation

    Stripe

    Winnipeg, MB
    1 hour ago
  • Build billing software at Tailscale as a Software Engineer focused on pricing, payments, and distributed systems in a fully remote company.You will design, build, test, and document core billing components across usage-based and subscription models. The role includes third-party... 
    Suggested
    Remote work

    Tailscale

    Winnipeg, MB
    1 hour ago
  •  ...Kong is seeking a Software Engineer to contribute to the Billing Platform Team, building TypeScript microservices powering Kong's commercial infrastructure. You will develop features for subscription management, entitlement provisioning, usage metering, and CRM integrations... 
    Suggested

    Kong

    Winnipeg, MB
    1 hour ago
  • $165k - $330k per year

     ...Partners, and Spark Capital. Join us and help build the platform engineers turn to ship AI products. THE ROLEAs a Software Engineer at...  ...own one of the most critical surfaces of our business: pricing, billing, and revenue infrastructure. As we launch more and more products... 
    Suggested
    Flexible hours

    Baseten

    Winnipeg, MB
    1 hour ago
  • Baseten is seeking a Software Engineer to own pricing, billing, and revenue infrastructure. You will shape ownership, build scalable tooling, and partner with Finance, Sales, and GTM to drive growth while delivering a seamless customer experience. The role emphasizes reliability... 

    Baseten

    Winnipeg, MB
    1 hour ago
  • Impact Sentry’s financial operations as a Senior Software Engineer specializing in billing systems. Collaborate with cross-functional teams to ensure precise usage metrics and pricing calculations. As a Senior Engineer on the Billing team, you'll architect critical systems that... 

    Segment (Twilio)

    Winnipeg, MB
    1 hour ago
  • Baseten is hiring a Software Engineer to own pricing, billing, and revenue infrastructure. You’ll shape how we bill customers, renewals, and revenue reporting, partnering with Finance, Sales, and GTM to deliver a reliable, scalable system. You will design scalable billing platforms... 

    Baseten

    Winnipeg, MB
    1 hour ago
  •  ...a strong techno-functional Oracle Fusion engineer to support and enhance Lime’s OTC and revenue...  ...and accounting impacts. Usage Billing & Event Support: Support the configuration...  ..., source commerce and order systems, tax engines, payment and settlement feeds, CRM and CLM... 
    Long term contract
    Contract work
    Manual labor
    Remote work
    Shift work

    Lime

    Winnipeg, MB
    1 hour ago
  • $90k - $110k per year

     ...Position Summary We are seeking a Revenue & Billing Manager to join our Finance department to...  ...to cash, and implement the system to bill provincial, state and federal taxes correctly...  ...as a future implementation of Avalara tax engine, contemplated for late 2026/early 2027.... 
    Permanent employment
    Full time
    Contract work
    Remote work
    Work from home
    Flexible hours

    Readymode

    Winnipeg, MB
    1 hour ago
  •  ...(Hybrid – 3 days in office)We at Coforge are hiring a Guidewire Billing developer with following skillset :Guidewire Integration and Billing...  ..., DataDog, Guidewire Home.Understanding Guidewire Messaging Engine: Message Queues, Message Transports, Plugins. #J-18808-Ljbffr
    Work at office

    Coforge

    Winnipeg, MB
    1 hour ago
  • We currently have a permanent position available for a Manager in our Billing department. Reporting to the CFO, the successful candidate will provide overall management and direction to the billing and payable team with the primary focus of ensuring the team is providing exceptional... 
    Permanent employment
    Work at office

    Peace Hills Insurance

    Winnipeg, MB
    1 hour ago
  • $142k - $181.4k per year

    Product Manager, Billing & Collections### Product Manager, Billing & CollectionsApply: Remote: Remote, United States: Ontario...  ...make clear trade-offs across customer value, revenue, risk, and engineering complexity.* Build deep customer and market understanding,... 
    Long term contract
    Full time
    Remote work
    1 day per week

    ABC Financial

    Winnipeg, MB
    1 hour ago
  •  ...inclusion in all its forms and we provide the tools and opportunities to help our people develop to their full potential. Director of Billing & Collections – Toronto We are recruiting for a Director of Billing & Collections to join our team in our Toronto office. The... 
    Work at office

    McCarthy Tétrault

    Winnipeg, MB
    1 hour ago
  • $75k - $90k per year

     ...diversity, and rewards innovation, with competitive pay and great employee programs, join the GDI Ainsworth team today! Job Summary: The Billing Team Leader oversees the day-to-day activities of the billing team to ensure timely, accurate, and compliant invoicing. This role is... 
    Temporary work
    For subcontractor
    Work at office
    Immediate start

    GDI Ainsworth

    Winnipeg, MB
    1 hour ago
  • $144.1k - $160.2k per year

    # Director, Billing to CashPointclickcareMississauga, OntarioPosted 14 hours agoApply Now## DetailsLocationMississauga, Ontario## Job SummaryFinance## Job Description**Job Title:** Director, Billing to Cash **Location:** Mississauga, ON - Hybrid**\ \*\\*Travel to Office expectations... 
    Long term contract
    Work at office
    Flexible hours

    Oppurtuna

    Winnipeg, MB
    1 hour ago
  •  ...as much as innovation. If you're looking to advance your career with a company that invests in its people, this is it.We’re hiring a Billing and Collections Manager to own billing accuracy, collections performance, and cash flow forecasting, and to lead the Billing and Collections... 

    BlueCat

    Winnipeg, MB
    1 hour ago
  • $150k - $175k per year

    OverviewJoin to apply for the Director Billing Operations role at OpenText . Base pay rangeCA$150,000.00/yr - CA$175,000.00/yr This range is provided by OpenText. Your actual pay will be based on your skills and experience — talk with your recruiter to learn... 
    Full time

    OpenText

    Winnipeg, MB
    1 hour ago
  • Improve billing workflows with GDI Ainsworth by analyzing KPIs, resolving disputes, and advancing standardized invoicing processes.The Billing Team Leader identifies bottlenecks, recurring issues, and billing backlogs while supporting process automation initiatives. This role... 
    Work at office

    GDI Ainsworth

    Winnipeg, MB
    1 hour ago
  • Manage complex legal billing portfolios at DLA Piper using advanced Excel, BillBlast, and electronic billing expertise in a hybrid office schedule.This Client Accounts Administrator role supports high-volume domestic and global client accounts for attorneys and institutional... 
    Work at office

    DLA Piper LLP (US)

    Winnipeg, MB
    1 hour ago
  •  ...around Guidewire BillingCenter as a Senior Business Systems Analyst serving Markham and the Greater Toronto Area.This contract supports billing and financial operations for a leading Canadian insurance organization through Akkodis. The successful consultant bridges business... 
    Contract work

    Akkodis

    Winnipeg, MB
    1 hour ago
  • Shape B2B billing marketing at Stripe through differentiated messaging, product launches, and analytical growth programs. Work from an...  ...for billing and monetization capabilitiesPartner across Product, Engineering, Sales, and Demand GenerationEnable customer-facing teams with... 
    Work at office
    Remote work

    Stripe

    Winnipeg, MB
    1 hour ago
  • Maxio billing expertise meets revenue accounting leadership in this remote Canada position, focused on reconciliation, tax compliance, and process design.Readymode seeks a full-time, permanent Revenue & Billing Manager for Finance. Reporting to the Controller, you will manage... 
    Permanent employment
    Full time
    Remote work

    Readymode

    Winnipeg, MB
    1 hour ago
  • $70.5k - $117.5k per year

    Les Sponsor Financial Services (SFS) sont responsables de l’administration rapide et précise des transactions financières des promoteurs, notamment l’affectation des primes, la facturation, la gestion des comptes débiteurs, les commissions et les activités liées à l’intégrité...
    Apprenticeship
    Local area
    Flexible hours

    Manulife

    Winnipeg, MB
    1 hour ago
  • $166k - $196k per year

     ...surfaces that makes Quo trustworthy at scale — the systems that bill customers correctly, define who they are and what they can access...  ...financial, legal, or existential. You’ll partner directly with engineering, finance, security, legal, and compliance operations to build systems... 
    Remote work
    Flexible hours

    Quo

    Winnipeg, MB
    1 hour ago
  •  ...seeking an IQR Customer Care Operations Supervisor to coordinate service and sales administration activities, including order entry, billing, and invoicing support. You will oversee a defined portfolio and provide operational guidance to ensure accuracy, efficiency, and customer... 

    ZEISS Group

    Winnipeg, MB
    1 hour ago
  • DLA Piper in Canada is seeking a Manager, Client Accounts to lead billing support for senior management, lawyers and clients, driving best practices in global billing and reporting. You will supervise Client Account Analysts, oversee monthly billing close, coach the team, deliver... 

    DLA Piper LLP (US)

    Winnipeg, MB
    1 hour ago
  • Coforge in Markham, ON is hiring a Guidewire Billing developer with 6+ years of experience. The role is hybrid with 3 days in the office. You will work on Guidewire Billing Center, Cloud, and integrations with Insurance Suite in the cloud, using APIs, OAuth 2.0, and event-driven... 
    Work at office

    Coforge

    Winnipeg, MB
    1 hour ago
  •  ...& Distribution (SD) processes including Sales Orders, Project Billing, Milestone Billing, e-Invoicing, PEPPOL, and commercial billing...  ...project accounting and SAP data governance.Industry experience in manufacturing, engineering, energy, or industrial services. #J-18808-Ljbffr

    NDT Global

    Winnipeg, MB
    1 hour ago
  • $150k - $175k per year

    A leading software services company in Canada is seeking a Director of Billing Operations. You will provide leadership, support reporting, and audit functions while managing a team. The ideal candidate has 10+ years' experience, strong analytical and communication skills, and... 
    Full time

    OpenText

    Winnipeg, MB
    1 hour ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Billing Engineer. Be the first to apply!