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International Digital Tax Compliance Specialist for online school set up

UpworkAUNot specifiedexpert
Stripetax accounting softwaredigital service tax
Overview I run an Australian-based online education and membership business selling digital courses, memberships, and downloadable content to customers worldwide. I've recently completed a detailed international GST/VAT compliance review with a tax specialist, and I now need a technically skilled contractor to implement the required system setup and tax registrations. This is a hands-on implementation role — not advisory. The research and legal analysis is done; I need someone who can execute the setup and registrations confidently and accurately. My Current Tech Stack Before applying, please confirm familiarity with the following platforms: • Stripe and stripe tax set up (primary payment processor) • Quaderno set up (tax automation and invoice compliance) • Thinkific (course platform) • Membership.io (membership platform) • Xero (accounting) • PayPal (secondary processor — some legacy transactions) Deliverables & Scope of Work The project is divided into three workstreams. Please read carefully before applying. Workstream 1 — Stripe Tax Configuration Enable and configure Stripe Tax so that every transaction is automatically tagged by customer country • Enable Stripe Tax on my Stripe account • Configure automatic tax calculation for Australian GST (10%), EU VAT (by member state), UK VAT (20%), and NZ GST (15%) once registrations are in place plus other countries where are students come from • Confirm that existing Thinkific and Membership.io checkouts pass location data correctly to Stripe • Set up Stripe Tax reporting so quarterly exports clearly show sales by country/region • Document the configuration so my bookkeeper can run quarterly reports without assistance • Test with sample transactions to verify correct tax application by customer location Workstream 2 — Quaderno Integration Connect Quaderno to Stripe (and Thinkific/Membership.io where applicable) to automate compliant invoicing and tax calculations across jurisdictions. • Connect Quaderno to Stripe and configure product/tax mapping • Ensure invoices automatically show the correct tax treatment per jurisdiction (GST-inclusive, VAT-inclusive, or zero-rated/reverse charge as applicable) • Configure Quaderno to generate OSS-compliant EU VAT records (two-piece location evidence per transaction) • Set up Quaderno's UK VAT reporting for MTD (Making Tax Digital) compliance • Produce a simple SOP document for my team showing how to run quarterly tax reports from Quaderno • Confirm correct handling of B2B reverse charge transactions (EU VAT number / UK VAT number provided at checkout) Workstream 3 — Tax Registrations & Voluntary Disclosure Manage or guide the formal registration process for the following jurisdictions. Note: I have an existing retrospective liability in the EU and UK that requires proactive voluntary disclosure — I need someone experienced with this process. EU VAT — Non-Union OSS Registration • Register under the EU Non-Union One Stop Shop (OSS) scheme — Ireland recommended • Support retrospective voluntary disclosure of prior EU VAT liability (approx. 2–3 years of B2C EU sales) • Assist with extraction of retrospective EU sales data from Stripe by member state • Prepare and lodge the initial OSS quarterly return UK VAT — NETP Registration • Register as a Non-Established Taxable Person (NETP) with HMRC via Form VAT1 • Manage retrospective liability disclosure — voluntary disclosure to HMRC • Set up MTD-compatible filing once registered (via Xero or compatible tool) • Prepare first UK VAT return New Zealand GST — Monitoring & Registration (if threshold crossed) • Extract and review NZ customer sales from Stripe to determine if NZD $60,000 threshold has been crossed • If threshold crossed: register via IRD Form IR994 and assist with voluntary disclosure • If not yet crossed: set up a monitoring report so I can track NZ revenue monthly Ideal Candidate This role is best suited to someone who operates at the intersection of international tax compliance and digital platform technical setup. You do not need to be a lawyer, but you must have practical implementation experience — not just theoretical knowledge. • Demonstrated experience with EU VAT Non-Union OSS registration for non-EU digital businesses • Demonstrated experience with UK HMRC NETP registration • Hands-on Stripe Tax configuration experience — not just awareness of the feature • Quaderno experience strongly preferred • Familiarity with Australian GST obligations for international digital sales is a plus • Comfortable working independently, communicating via email/Slack, and producing clean documentation • Experience with retrospective tax disclosure processes is highly advantageous How to Apply Please include the following in your proposal — applications without these will not be considered: 1. Brief description of your experience with EU Non-Union OSS and UK NETP registrations — including how many you have completed and for what type of businesses. 2. Your experience with Stripe Tax and Quaderno — specifically, have you integrated both together? 3. Your approach to handling retrospective VAT liability — how have you helped clients with voluntary disclosure in the past? 4. An itemised fixed-price quote broken down by workstream (or milestone). 5. Estimated timeline to complete each workstream. 📋 Important Notes A detailed compliance brief (prepared by a tax specialist) will be shared with the successful candidate. You are not required to provide tax advice — the legal framework has already been established. Your role is implementation and registration. I am an Australian business. Please do not apply if you do not have direct experience registering non-EU/non-UK businesses for these tax obligations.
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