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The Ultimate Remote Onboarding Checklist: A Guide for HR and IT

A comprehensive remote onboarding checklist to help HR and IT onboard remote employees efficiently and set them up for success.

Updated: January 27, 2026

Remote onboarding is more complex than in-office onboarding. Teams must align people, processes, and technology without being in the same location.

When HR and IT work from a shared remote onboarding checklist, new hires get faster access to systems, clearer expectations, and improved early engagement. For distributed teams, dependable connectivity solutions like Holafly for Business help HR and IT stay connected with recruits while coordinating onboarding across locations and time zones.

Why remote onboarding is different (and more challenging)

Remote work is now standard in the US labor market. More than 32.6 million people worked remotely in 2025—22% of the national workforce. Onboarding remote employees introduces risks that don’t exist on-site:

  • Communication gaps slow problem resolution. 
  • Company culture is harder to absorb remotely.
  • IT teams must configure devices and provision access without handling physical hardware.

Poor onboarding drives turnover37.9% of employees leave within the first year, and 20% quit within 45 days. On the other hand, organizations with standardized onboarding processes see productivity rise by 50%.

Pre-boarding: Before the first day

Pre-boarding sets expectations, reduces delays, and ensures new hires contribute from day one.

  1. Send the offer letter and welcome email with an onboarding timeline. Outline first-week priorities, key meetings, and support contacts.
  2. Complete all paperwork digitally, including I-9, W-4, tax forms, background checks, and NDAs. Confirm that the documents are reviewed and approved before the start date. For cross-border employees, reference the global mobility policy for compliance.
  3. Order and ship hardware, such as a laptop, monitor, peripherals, and authentication tokens. Verify delivery timelines and shipping addresses.
  4. Set up IT systems, including email accounts, software licenses, VPN credentials, and collaboration tools. Test access beforehand.
  5. Assign an onboarding buddy to answer day-to-day questions and provide workflow context. Set a clear check-in schedule.
  6. Create a 30-, 60-, and 90-day plan aligned with role goals and performance expectations. Share it in advance.
  7. Notify the team with a welcome message that sets context and encourages engagement.
  8. Send a company swag package to create a sense of inclusion.

Week 1: Orientation, setup, and security

The first week focuses on access, security, and human connection.

Day 1 priorities

Day one builds clarity, trust, and technical readiness.

  1. Hold a virtual welcome meeting with the manager and team. Set expectations, clarify roles, and establish communication norms.
  2. Complete IT security training and configure multi-factor authentication, password policies, and VPN access.
  3. Verify all systems are working. Confirm access to email, collaboration tools, internal platforms, and role-specific software.
  4. Introduce the onboarding buddy and explain how and when to connect for daily questions and guidance.

Rest of week 1

The rest of the week shifts from setup to integration and skill building.

  1. Provide department overviews and company culture sessions. Focus on how teams collaborate and make decisions.
  2. Review the 30-, 60-, and 90-day plan. Align goals, milestones, and performance expectations.
  3. Begin role-specific training with documentation and defined support channels.
  4. Schedule daily manager check-ins to monitor progress and remove blockers.

Weeks 2-4: Training and integration

Weeks two through four shift focus from orientation to contribution and team integration.

  1. Provide role-specific training and shadowing sessions where new hires observe workflows, tools, and decision-making.
  2. Schedule manager check-ins at least twice per week, with daily touchpoints when needed. Frequent feedback corrects small issues before they compound.
  3. Provide access to the knowledge base, wikis, and documentation so recruits can find policies and resources without ad hoc support.
  4. Informal virtual coffee chats with cross-functional teammates. These sessions build relationships beyond the immediate team and reduce isolation common in remote roles.
  5. Assign first projects with clear deliverables, timelines, and review checkpoints.
  6. Include new hires in team meetings and standups to clarify priorities, workflows, and decision-making.

Days 30–90: Milestones and feedback

The 90-day period is critical for retention, as nearly 30% of new hires depart within their first three months. Structured checkpoints ensure issues are addressed before they lead to disengagement or attrition.

30-day checkpoint

Conduct the first formal check-in to address questions, resolve issues, and confirm employee benefits enrollment and payroll accuracy.

60-day review

Assess progress against 30-, 60-, and 90-day goals. Provide feedback and adjust training, workload, or support to address remaining gaps.

90-day evaluation

Complete a formal performance review and confirm role fit. Discuss career trajectory and development opportunities. Gather feedback on the onboarding experience to improve future remote onboarding processes.

IT checklist: Essential systems and security

This remote onboarding checklist ensures remote employees receive system access, secure configurations, and compliance controls from day one.

Hardware

  • Company-issued laptop configured.
  • External monitor and ergonomic peripherals provided.

Software and access

  • Email and calendar accounts are configured with the correct group permissions.
  • Communication tools (Slack, Teams, or Zoom) set up and tested.
  • Project management platforms such as Asana, Monday.com, or Jira configured with role-based access controls.
  • Document storage access provisioned through Google Drive or SharePoint.
  • Department-specific tools and databases provided in advance.

Security and compliance

  • Multi-factor authentication enabled across all critical systems.
  • VPN configured and usage training completed.
  • Password manager provisioned.
  • Security awareness training completed.
  • Data handling and classification policies shared and confirmed.

HR checklist: Culture and connection

International human resource management isn’t easy. The following remote onboarding checklist helps HR teams build connection, clarity, and a sense of belonging in a remote environment.

  1. Schedule team introduction sessions and one-on-one meetings with key stakeholders to build context and working relationships.
  2. Organize a virtual welcome lunch or social event. Social interaction supports early engagement.
  3. Facilitate buddy pairing during onboarding and define regular check-ins. Buddies provide informal guidance and reduce uncertainty.
  4. Share the employee handbook and company culture materials. Clear values and norms support consistent behavior.
  5. Create opportunities for informal interaction, such as virtual coffee chats or team activities. These moments help recreate office-based connections remotely.
  6. Monitor engagement signals, including participation, responsiveness, and feedback. Address signs of isolation early.
  7. Collect feedback at 30-, 60-, and 90-day intervals to refine the process and improve retention.

Common mistakes that derail remote onboarding

  • Overwhelming new hires with information dumps instead of paced, structured learning..
  • Prioritizing logistics while neglecting culture, relationships, and team integration. New hires disengage without social context.
  • Delayed equipment shipments or incomplete system access. Technical blockers undermine productivity.
  • Inconsistent communication. Gaps in feedback leave employees uncertain and isolated.
  • Skipping or rushing cybersecurity training. This increases security risk during a vulnerable period.
  • Failing to assign a point of contact for HR or technical questions. This can leave problems unresolved.
  • Using generic onboarding plans that ignore role differences. Misaligned training delays effective performance.

Stay connected during remote onboarding with Holafly for Business

HR and IT teams coordinating remote employee onboarding across global time zones depend on reliable connectivity. Video orientations, cloud-based HRIS access, real-time troubleshooting of technical issues, and continuous communication with new hires are critical during pre-boarding and first-week activities.

Holafly for Business provides HR and IT professionals with peace of mind across 160+ destinations. It eliminates international roaming charges and disruptions during virtual onboarding coordination.

With a Business eSIM, teams can manage onboarding workflows, conduct remote training sessions, and provide real-time support to distributed new hires from anywhere in the world.

Request a demo to see how Holafly for Business keeps your HR and IT teams connected during remote onboarding, or see Holafly Plans for Business to find the right setup for your team. Choose from Always On for light usage, Unlimited for unrestricted mobile data with built-in security, or Enterprise for a bespoke solution.

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Tom O'Leary

Tom O'Leary

SEO Content Specialist

I am a Liverpool-based SEO content specialist with years of experience crafting content that connects. I combine my love for clear communication with a passion for travel and languages (currently diving into Japanese!). At Holafly, I'm here to help you understand everything about staying connected abroad, turning technical jargon into straightforward advice you can actually use.

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