Chartered Accountant; Dottore Commercialista

Location:

This role is remote in Italy.

At Xolo, we believe solopreneurs deserve better. We've spent the last decade simplifying entrepreneurship - removing bureaucracy, automating admin, and enabling thousands of people across the globe to build and run their businesses on their own terms.

Our pioneering products are designed for freelancers, consultants, and microentrepreneurs who want to focus on their craft - not the paperwork. With more than 100 remote‑first team members globally, we’re building the best possible version of solopreneurship.

We’re looking for a Chartered Accountant (Dottore Commercialista) with hands‑on experience in Italian freelancer taxation to support Xolo’s clients. You’ll help freelancers and sole proprietors stay compliant, handling daily client inquiries, documentation, and filings. This role is fully client‑facing, focused on practical support rather than corporate tax work. You’ll support customers with cross‑border and foreign asset‑related tax questions, primarily through client tickets, both during registration and throughout the year.

You’ll have the opportunity to work and collaborate remotely with our international team, working in English and contributing your insights to improve internal processes and shape the Xolo platform.

• Guiding our customers through the Italian tax landscape, with a focus on freelancers and sole proprietors operating under the regime forfettario, regime semplificato, or any other.
• Advising clients on tax‑related topics during onboarding and throughout their time with Xolo, offering clear and practical guidance.
• Assisting with voluntary settlements or corrections for late tax payments or compliance issues.
• Collaborating with internal teams and participating in regular syncs to ensure seamless service delivery.
• Contributing your insights to help shape and improve our Italian platform and operational workflows.
• Maintaining accurate client records across platforms such as TS Digital and other internal tools.
• Preparing and filing all required tax documents, including (But not limited to) quarterly VAT reports, Intrastat declarations, and annual income tax returns.
• Handling all essential registrations with public bodies such as VAT, INPS, INAIL, and the Chamber of Commerce, based on the client’s business structure and needs.

• Degree in Accounting, Taxation, or related field.
• Qualification as Dottore Commercialista (Dr. Commercialista) in Italy.
• Have 3+ years of hands‑on experience in Italian tax compliance, particularly with freelancers, self‑employed professionals, and expat clients.
• Fluent in Italian and English (written and spoken, C1 or above).
• Excellent knowledge of the Regime Forfettario and Semplificato and standard freelancer tax obligations.
• Have strong knowledge of Regime Forfettario, Regime Semplificato, VAT, INPS, and Italian taxation for expat clients.
• Must have experience handling Chamber of Commerce processes.
• Ability to communicate complex tax topics in simple terms to non‑accountants.
• Are comfortable working fully remotely and collaborating with international teams.
• Are proficient with accounting tools (experience with Team System is a plus).

• We invest in your well‑being:
  Choose between health insurance or a sports membership, enjoy a one‑time home office setup bonus, and receive a monthly remote work allowance. Plus, you’ll be part of our annual company summer event in Estonia — a chance to connect, recharge, and have fun together.
• A team of Mavericks:
  We aspire to challenge the norm by encouraging bold thinking and embracing the unconventional. As a member of our team, you’ll have the freedom to take risks, explore new ideas, and challenge the status quo.
• We run like Clockwork:
  While we champion innovation, we also believe in operational excellence. Our processes are designed to be smart, efficient, and finely tuned.
• Our Big‑hearted nature:
  You’ll work alongside mission‑driven individuals who not only bring brilliance to the table but also lead with empathy. We believe that great work is built on strong relationships, and we’re always ready to help, listen, and grow together.
• At Xolo, autonomy isn’t a perk—it’s a given:
  We trust you to decide when and where you work. We value your autonomy and offer the flexibility to shape your workday in a way that suits your lifestyle.