Italy Checklist: Sponsoring Highly Skilled Migrant Visas
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View E-bookAs remote work becomes normalized and companies embrace global hiring, the line between business travel and work assignments has blurred significantly. Immigration authorities worldwide are tightening enforcement, with penalties for non-compliance reaching millions of dollars. HR teams must understand the evolving landscape to protect their organizations and employees.
The stakes are higher than ever. A technology company was recently fined $2.3 million for unauthorized workers in Germany. A consulting firm faces a five-year immigration ban in Singapore after repeated violations. Individual employees have been denied future entry to countries after inadvertent permit infractions. The cost of getting immigration wrong extends far beyond financial penalties to include reputational damage, operational disruption, and personal consequences for employees.
Many countries historically allowed foreign nationals to engage in certain “business activities” without work authorization. These typically included:
๐ธ Attending meetings with clients or colleagues
๐ธ Participating in conferences and training
๐ธ Negotiating contracts
๐ธ Conducting site inspections
๐ธ Performing after-sales service
However, immigration authorities are increasingly scrutinizing business visitor activities and narrowing the scope of what’s permissible. What qualifies as acceptable business activities now varies significantly by jurisdiction, and many countries are redefining these categories to capture more activities under work permit requirements.
๐ธ Client meetings beyond “exploratory” discussions: While meeting potential clients to explore opportunities may be permissible, activities that generate revenue or directly support sales often require work authorization. The line is often unclear and jurisdiction-specific.
๐ธ Providing training to local employees: Even when brief, training activities increasingly require work permits in many countries. Australia, for example, generally requires work authorization for any training activity, regardless of duration.
๐ธ Participating in trade shows with direct sales activities: Simply attending a trade show as a visitor may be acceptable, but staffing a booth, taking orders, or engaging in sales activities typically requires authorization.
๐ธ Working remotely for extended periods from another country: The rise of digital nomadism has created complex questions. Many employees assume they can work from anywhere with a tourist visa and internet connection. Immigration authorities are increasingly taking the position that any workโeven if for a foreign employer and not involving the local economyโrequires proper authorization when performed from their territory.
๐ธ Installing, servicing, or supporting equipment: Activities that might seem like “after-sales service” often cross into work that requires permits, especially when involving multiple visits or extended time periods.
Many HR professionals operate under the assumption that 183 days is a universal threshold for triggering immigration or tax obligations. This is a dangerous oversimplification.
While approximately 183 days does serve as a tax residency threshold in many jurisdictions, immigration rules often operate on different timelines:
๐ธ Germany: Business visitors limited to 90 days in any 180-day period under Schengen rules. Work permits required for most employment activities regardless of duration.
๐ธ Australia: Work permits required for most work activities regardless of duration. The concept of “business visitor” is narrow and heavily scrutinized.
๐ธ UAE: 90-day visa-free entry for many nationalities, but work permits required for any employment activity, including working remotely for a foreign employer from UAE territory.
๐ธ United Kingdom: Post-Brexit changes have complicated business visitor rules. Permitted activities are narrow, and many activities that seem like business visits actually require work authorization.
๐ธ China: Strict enforcement with heavy penalties for working without proper authorization. Even short-term activities often require work permits or special business visas.
๐ธ United States: Complex rules distinguishing B-1 business visitors from workers requiring H-1B or other work visas. Scrutiny has increased significantly.
The critical point: Don’t assume business travel is risk-free simply because it’s under 183 days. Many countries require work authorization from day one for certain activities.
Over 50 countries now offer some form of digital nomad visa, recognizing the reality of remote work and seeking to attract global talent. These programs typically allow foreign nationals to reside in the country while working remotely for foreign employers or clients.
Countries with digital nomad programs include:
๐ธ Portugal, Spain, Croatia, Greece (Europe)
๐ธ Barbados, Costa Rica, Bermuda (Caribbean/Central America)
๐ธ Dubai (UAE), Thailand, Indonesia (Asia/Middle East)
๐ธ Mexico, Brazil (Latin America)
However, these programs come with significant nuance:
๐ธ Minimum income thresholds (often $2,000-$4,000 monthly)
๐ธ Health insurance requirements
๐ธ Proof of employment or client contracts
๐ธ Clean criminal record
๐ธ Specific passport requirements
๐ธ Many programs initially marketed as “tax-free” actually trigger tax residency after certain periods
๐ธ Home country tax obligations typically continue regardless of visa status
๐ธ Tax treaties may or may not provide relief depending on circumstances
๐ธ Social security and pension implications poorly understood
๐ธ Most digital nomad visas prohibit work for local entities
๐ธ Some prohibit hiring local employees
๐ธ Activities that create local business presence may be restricted
๐ธ Visa violations can result in deportation and future entry bans
๐ธ Programs typically allow 6-12 months initially
๐ธ Extensions possible in some jurisdictions but not all
๐ธ Path to permanent residency unclear in most programs
Before pursuing digital nomad arrangements, companies should:
๐ธ Evaluate actual tax implications for both company and employee
๐ธ Ensure work activities comply with visa restrictions
๐ธ Assess impact on employee benefits and social security
๐ธ Consider permanent establishment risk for the company
๐ธ Plan for what happens when visa expires
Before any international travel, HR teams should evaluate:
๐ธ What specific activities will the employee perform?
๐ธ Do these activities require work authorization in the destination?
๐ธ Is business visitor status appropriate or is a work permit required?
๐ธ How long will this trip last?
๐ธ How many trips are planned to this destination this year?
๐ธ What is the cumulative time in this jurisdiction?
๐ธ Has the employee traveled to this country before?
๐ธ Were there any issues or complications?
๐ธ Does their passport have sufficient validity (typically 6 months minimum)?
๐ธ Are there restrictions based on passport nationality?
๐ธ Will this trip trigger tax withholding or filing obligations?
๐ธ How does it impact cumulative days for tax residency?
๐ธ Are there social security implications?
๐ธ Will the company create permanent establishment risk?
๐ธ What invitation letters or supporting documents are needed?
๐ธ Are there specific visa requirements or electronic authorizations?
๐ธ What insurance coverage is required?
๐ธ Are there vaccination or health requirements?
Implement systems to monitor:
๐ธ Entry and exit dates for each jurisdiction
๐ธ Business activities performed
๐ธ Meetings attended and parties involved
๐ธ Any deviations from originally planned scope
๐ธ Receipts and documentation of business purpose
Watch for triggering events:
๐ธ Approaching immigration thresholds
๐ธ Activities expanding beyond business visitor scope
๐ธ Changes in frequency or duration of travel
๐ธ Employee requests to extend stays
๐ธ Client or business demands that may create compliance risk
Retain comprehensive records:
๐ธ Travel authorizations and approvals
๐ธ Invitation letters and meeting confirmations
๐ธ Hotel and flight bookings demonstrating business purpose
๐ธ Meeting notes and business activity logs
๐ธ Compliance assessments and legal advice received
Ensure appropriate coverage:
๐ธ International health insurance
๐ธ Emergency medical evacuation
๐ธ Political risk and security support
๐ธ Business travel accident insurance
๐ธ Professional liability for work activities
Some countries require post-travel reporting:
๐ธ Notifying authorities of visit completion
๐ธ Updating registration systems
๐ธ Filing exit confirmations
Address obligations promptly:
๐ธ Tax withholding if required
๐ธ Information returns documenting foreign work
๐ธ Social security reporting
๐ธ Expense documentation for deductions
Maintain organized files:
๐ธ Travel history logs by employee and jurisdiction
๐ธ Compliance assessments and approvals
๐ธ Supporting documentation for business purpose
๐ธ Any issues encountered and how resolved
Document insights for future trips:
๐ธ What went well and what didn’t ๐ธ Unforeseen challenges or requirements ๐ธ Updates to policies or procedures needed ๐ธ Vendor or counsel performance
Modern global mobility platforms address compliance through multiple capabilities:
๐ธ Tax calendars monitoring days in each jurisdiction
๐ธ Real-time alerts when approaching thresholds
๐ธ Mobile apps for employees to confirm location
๐ธ Reporting dashboards showing exposure by employee and country
๐ธ Document requests sent to appropriate parties
๐ธ Visa application preparation and tracking
๐ธ Deadline monitoring with escalations
๐ธ Post-travel compliance reminders
๐ธ Centralized communication with immigration counsel globally
๐ธ Document sharing and collaboration spaces
๐ธ Invoice and fee tracking by matter
๐ธ Performance monitoring and issue escalation
๐ธ Knowledge base of country requirements
๐ธ Immigration spend by country, employee, case type
๐ธ Vendor performance metrics
๐ธ Upcoming renewals and expirations
๐ธ Trend analysis for program optimization
The consequences of immigration violations are severe and growing:
๐ธ Fines ranging from thousands to millions of dollars per violation
๐ธ Multiplied by number of employees and incidents
๐ธ Additional penalties for repeat violations
๐ธ Legal fees defending against allegations
๐ธ Inability to secure work permits in the future
๐ธ Bans on business operations in the jurisdiction
๐ธ Required cessation of work mid-project
๐ธ Damage to client relationships
๐ธ Competitive disadvantage vs. compliant competitors
๐ธ Public disclosure of violations
๐ธ Media coverage harming employer brand
๐ธ Difficulty attracting talent who worry about being associated with non-compliant employer
๐ธ Customer and investor concerns about corporate governance
๐ธ Employees denied future entry to countries
๐ธ Immigration violations on permanent record
๐ธ Deportation and associated trauma
๐ธ Career disruption and financial loss
Immigration compliance in 2026 demands proactive management, clear policies, and robust technology infrastructure. The regulatory environment is complex and enforcement is intensifying. Companies that treat compliance as a strategic priority protect themselves from penalties while enabling the workforce mobility that drives growth.
The question isn’t whether to invest in immigration compliance, but how to do so efficiently and effectively. Modern global mobility platforms provide the visibility, automation, and coordination that make compliance manageable even as regulations grow more complex.
xpath.global enables immigration compliance through centralized tracking, automated workflows, vendor coordination across 183+ countries, and real-time monitoring of compliance status. Companies using technology-driven approaches reduce administrative burden by 40% while dramatically improving compliance posture.
The stakes are too high to manage immigration compliance through spreadsheets, email, and reactive approaches. Your organization, your employees, and your business objectives deserve better.

Italy Checklist: Sponsoring Highly Skilled Migrant Visas
Grab a copy of a guide to international employee relocation
View E-book