Tax Specialist

It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 50+ million monthly active customers. We want to redefine the world's relationship with money to make it more relatable, instantly available, and universally accessible. Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We've been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy. The Role Cash App is offering a better way to file your taxes as an alternative to traditional online DIY tax preparation systems. As a Senior Software Engineer on our Tax Engine Server Engineering team, you will build and enhance the codebase that powers our tax filing experience. You will translate complex tax requirements into seamless software solutions that help millions of users confidently navigate and complete their returns with ease. You will collaborate closely with product managers, tax experts on our Tax Product Specialist team, and other cross-functional teams to ensure our platform remains accurate, reliable, and easy to use. If you are a skilled engineer who thrives on solving complex problems and wants to make a direct impact on a transformative product within a rapidly growing company, this role is for you. You Will Design, build, and own high-quality features and systems that power the Cash App Taxes filing experience, from federal and state form logic to e-file submission. Translate complex tax rules and requirements into clean, maintainable, and wel

It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 50+ million monthly active customers. We want to redefine the world's relationship with money to make it more relatable, instantly available, and universally accessible. Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We've been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy. The Role Cash App is offering a better way to file your taxes as an alternative to traditional online DIY tax preparation systems. As a Senior Software Engineer on our Tax Engine Server Engineering team, you will build and enhance the codebase that powers our tax filing experience. You will translate complex tax requirements into seamless software solutions that help millions of users confidently navigate and complete their returns with ease. You will collaborate closely with product managers, tax experts on our Tax Product Specialist team, and other cross-functional teams to ensure our platform remains accurate, reliable, and easy to use. If you are a skilled engineer who thrives on solving complex problems and wants to make a direct impact on a transformative product within a rapidly growing company, this role is for you. You Will Design, build, and own high-quality features and systems that power the Cash App Taxes filing experience, from federal and state form logic to e-file submission. Translate complex tax rules and requirements into clean, maintainable, and wel

It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 50+ million monthly active customers. We want to redefine the world's relationship with money to make it more relatable, instantly available, and universally accessible. Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We've been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy. The Role Cash App is offering a better way to file your taxes as an alternative to traditional online DIY tax preparation systems. As a Software Engineer on our Tax Engine Server Engineering team, you will build and enhance the codebase that powers our tax filing experience. You will translate complex tax requirements into seamless software solutions that help millions of users confidently navigate and complete their returns with ease. You will collaborate closely with product managers, tax experts on our Tax Product Specialist team, and other cross-functional teams to ensure our platform remains accurate, reliable, and easy to use. If you are a skilled engineer who thrives on solving complex problems and wants to make a direct impact on a transformative product within a rapidly growing company, this role is for you. You Will Design, build, and own high-quality features and systems that power the Cash App Taxes filing experience, from federal and state form logic to e-file submission. Translate complex tax rules and requirements into clean, maintainable, and well-teste

We’re hiring a Compensation Specialist to join the compensation team as we continue to grow! Compensation at Datadog is a data-driven team dedicated to constantly improving the way we hire, develop, and support our most valuable asset: our people. In this role, you will support core compensation programs while developing particular expertise in executive compensation, compensation planning for new-market entry, and mergers and acquisitions. You will partner with stakeholders across the People team, Finance, Legal, Tax, Payroll, and other business functions to analyze complex compensation questions and translate findings into clear, actionable recommendations. Whether you're looking to learn from the best or be the best, the People team is dedicated to furthering personal development and team success. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Analyze complex business problems and issues using data from internal and external sources to provide insight to decision-makers including PBPs, People Leadership, and other Senior Leadership at Datadog Support the design, administration, and governance of executive compensation programs, including executive benchmarking and compensation-related materials for senior leadership and the Compensation Committee Assist with annual executive compensation planning processes and the preparation and validation of compensation data used in public-company disclosures Support compensation planning for entry into new countries and markets, including market-pricing approaches, salary structures, statutory compensation requirements, pay practices, and implementation considerations Support compensation due diligence and integration for mergers and acquisitions, including employee census reviews, job and level mappi

We are seeking an experienced and detail-oriented US Payroll Specialist to oversee our end-to-end multi-state payroll operations. In this role, you will ensure accurate, timely, and compliant payroll processing for all US-based employees while managing internal payroll initiatives. The ideal candidate is a strategic problem-solver with deep expertise in US labor laws, taxation, and ADP+Workday payroll systems. You will: Full-Cycle Payroll Processing: Oversee the accurate and timely processing of multi-state bi-weekly and semi-monthly payrolls for over a thousand exempt and non-exempt employees across most of the USA. Compliance & Taxation: Ensure strict adherence to federal, state, and local tax laws, as well as FLSA regulations. Monitor regulatory changes and update internal systems accordingly. Year-End Processing: Manage year-end payroll activities, including W-2 and W-2c generation, fringe benefit reporting, and annual tax reconciliations. Cross-Functional Collaboration: Partner closely with HR to ensure accurate data flow for onboarding, offboarding, benefits deductions, and compensation changes. Ability to work with Accounting to ensure accurate general ledger mapping, month-end close procedures, and payroll account reconciliations. System Administration & Optimization: Act as the primary subject matter expert for our payroll system (e.g., Workday, ADP). Identify bottlenecks, recommend process improvements, and lead system upgrades or implementations. Issue Resolution, Continuous Improvement & Auditing: Conduct regular audits of payroll data to identify and resolve discrepancies. Serve as the ultimate point of continuous improvement with AI and other methodologies to ensure Scale’s payroll processes are best in class. Ideally you'd have: 5+ years of payroll experience. Strong organizational skills; the ability to get all priority tasks completed by the end of each day. Confidentiality and integrity. Accuracy under pressure and extreme attention to

Datadog is seeking a Senior Payroll Specialist to keep up with our rapidly growing company. In this role, you will support the payrolls either directly through Workday and ADP or indirectly via a PEO (Professional Employer Organization) for the Americas (Canada, Mexico, and Brazil).. The individual will work closely with the internal team and with local payroll providers in order to securely process payroll within specified deadlines. You will also play a key role in supporting the company’s equity events by coordinating with the Equity team for stock based compensation including Restricted Stock Unit releases, Non Qualified Stock Options, and Employee Stock Purchase transactions, ensuring accurate tax withholding, regulatory compliance, and timely reporting. Most importantly, you will collaborate with our People and Finance teams to continue to scale this critical function. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do Manage the preparation and processing of payroll, ensuring data accuracy and meeting of deadlines. Handle all government reporting requirements for payroll taxes, withholdings and employer contributions. Manage regional payroll partners and PEO, including defining KPIs and standards they are required to meet. Liaise with payroll counterparts in APAC and EMEA to ensure global consistency of payroll processes and practices. Partner with the Benefits team on all matters involving benefits. Partner with the HRIS team for configuration and testing of new codes, tax withholding configurations, inbound/outbound integrations, and all other payroll related projects involving Workday. Partner with Finance stakeholders bridging the relationship between Payroll and Finance functions and support audits, identify and implemen