R2 Logo

R2

Senior Tax Analyst (LatAm Only)

Posted 19 Days Ago
Be an Early Applicant
In-Office or Remote
Hiring Remotely in Chicago, IL
Senior level
In-Office or Remote
Hiring Remotely in Chicago, IL
Senior level
Manage tax compliance, reporting, payments, tax authority communications, transfer pricing, treaty treatment, thin capitalization, tax projections, and ERP tax configuration across multiple Latin American jurisdictions and the United States. Partner with BPO providers, external advisors, Legal, Finance, and Growth teams to improve tax processes, support new products and markets, and ensure timely, accurate documentation and filings.
The summary above was generated by AI

At R2, we believe that small and medium businesses are the productive engine of society. Small and medium businesses (SMBs) make up over 90% of companies in Latin America, yet they face a trillion-dollar credit gap. Our mission is to unlock SMBs’ potential by providing financial solutions that are tailored to their needs. We are reimagining the financial infrastructure of Latin America, where SMBs financial needs are satisfied without ever having to go to a bank.


R2 enables platforms in Latin America to embed financial services that SMBs can then leverage (starting with revenue-based financing). We are a tight-knit team coming from organizations such as Google, Amazon, Nubank, Uber, Capital One, Mercado Libre, Globant, and J.P. Morgan. We are entering a new phase of growth following a strategic investment from Ant International, focused on rapidly expanding our partner footprint, strengthening our credit and underwriting capabilities, and scaling our operations across multiple markets.

As a Senior Tax Analyst (IC3) you will play a key role in improving tax compliance and efficiency across R2’s operations in Mexico, Chile, Colombia, Peru, Brazil, Cayman and the USA, while supporting the company’s growth into new products and markets.

What you’ll work on

  • Review monthly tax compliance obligations in Brazil, Colombia, Peru, Chile and Mexico (VAT, income tax and withholding taxes, among others), working with our BPO providers to adjust procedures and improve timing, accuracy and documentation.
  • Own the regional tax obligations calendar and tax payments control, ensuring deliverables are on time and that tax files and supporting documents are organized by tax type and country.
  • Monitor the tax authorities’ electronic mailboxes in all countries, analyzing notices and information requests and coordinating timely responses with the Tax Manager and external advisors.
  • Configure and optimize the tax setup of our ERP as a whole, including electronic invoicing, withholding tax documents and other tax supporting documents, becoming the owner of these processes from a tax perspective.
  • Review the group’s transfer pricing policies and calculations, ensuring adherence to the arm’s length principle and that documentation and filings are complete and timely.
  • Ensure the correct tax treatment under double tax treaties for cross-border payments, including applicable withholding tax rates, tax residence certificates and supporting documentation.
  • Calculate and control thin capitalization and interest limitation (earnings stripping) rules across the group, assessing their impact on the deductibility of financing costs.
  • Work on tax projections for the group, estimating the tax impact of the business plan to support budgeting and decision-making.
  • Support the tax strategy for new products and market expansion, and drive tax planning and compliance projects with high impact on the company’s goals, partnering with Legal, Finance and Growth teams.

Who you are

  • You hold a Bachelor’s degree in Accounting, Law, Economics, Business Administration or a related field; a specialization in taxation is a plus.
  • You have 5+ years of tax experience, ideally combining Big 4 and multinational.
  • You have knowledge of transfer pricing and tax compliance obligations; you don’t need to have worked hands-on with every topic above.
  • You want to work in a multi-jurisdictional environment, dealing with different tax systems, languages and cultures every day.
  • You have advanced English skills (written and spoken) and feel comfortable working in an international environment. Spanish is a strong plus.
  • You are highly organized and detail-oriented, able to manage multiple deadlines and tax obligations across different countries.
  • You are proactive and take ownership, anticipating risks and communicating clearly with stakeholders when something requires attention.
  • You have strong analytical skills and advanced Excel, and are comfortable working with accounting data and ERP systems (NetSuite is a plus).

What We Offer

  • The chance to join a high-impact, mission-driven fintech.
  • Ownership and impact in a fast-paced, growth-oriented startup.
  • Cross-functional collaboration with exceptional teams.
  • Exposure to complex regulatory challenges and innovation in embedded finance.


Location: São Paulo, Santiago, Buenos Aires or Bogotá. 

Similar Jobs

11 Minutes Ago
Remote
Senior level
Senior level
Insurance
Owns complex property subrogation recovery efforts, including investigation, liability evaluation, evidence preservation, expert and litigation strategy, vendor and counsel oversight, negotiation, reserving, and reporting. The role also trains claims adjusters, identifies high-value recovery opportunities, manages multi-state legal considerations, and improves the broader recovery program in a remote environment.
Top Skills: Arbitration ForumsClaims Management SystemsCotalityGoogle ProductsMicrosoft Office Suite
11 Minutes Ago
Remote
Expert/Leader
Expert/Leader
Artificial Intelligence • Cloud • Information Technology • Energy • Infrastructure as a Service (IaaS)
Leads enterprise data protection and AI security strategy, architecture, and execution. Builds and manages security engineering teams; oversees Microsoft Purview classification, labeling, DLP, endpoint protection, insider risk, and DSPM. Defines security controls for generative AI, LLMs, agents, and AI-enabled SaaS; guides AI governance and vendor assessments. Partners with Security Operations and Incident Response to address data exfiltration, insider threats, and AI-related incidents while meeting regulatory and contractual obligations.
Top Skills: Azure AiCismCisspCopilot StudioCrowdstrikeDlpDspmEndpoint DlpEntra IdInsider Risk ManagementIso 27001Microsoft 365Microsoft 365 CopilotMicrosoft DefenderMicrosoft PurviewMicrosoft Sc-401Mitre AtlasNist Ai RmfNist CsfOwasp Llm Top 10SIEMSoc 2Zscaler
11 Minutes Ago
Remote
Senior level
Senior level
Insurance
Manage homeowner property claims from first notice of loss through resolution. Responsibilities include investigating losses, analyzing coverage, identifying fraud and subrogation opportunities, conducting virtual or field inspections, preparing Cotality or Xactimate estimates, documenting files, maintaining reserves, negotiating settlements, communicating with stakeholders, coordinating vendors, and supporting process improvements. The role requires active adjuster licensing, remote claims experience, strong customer service, and occasional extended CAT hours.
Top Skills: Ai-Assisted Claims PlatformsCotalityGoogle WorkspaceMacbookMicrosoft Productivity ToolsVirtual Inspection ToolsXactimate

What you need to know about the Delhi Tech Scene

Delhi, India's capital city, is a place where tradition and progress co-exist. While Old Delhi is known for its rich history and bustling markets, New Delhi is defined by its modern architecture. It's clear the region places a strong emphasis on preserving its cultural heritage while embracing technological advancements, particularly in artificial intelligence, which plays a central role in shaping the city's tech landscape, fueled by investments in research and development.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account