• Onboarding remote employees can pose challenges around disjointed communication, training deficiencies, and technical difficulties. 
  • Companies that follow remote onboarding best practices, like preboarding programs, onboarding buddies, and flexible training options, can provide a good first impression of the company and increase the chances of new hire retention.

Consider the following: 

  • Despite widespread return-to-office mandates, data from the U.S. Bureau of Labor Statistics shows that as of April 2025, more than 30 million Americans still work from home.
  • A 2025 Robert Half survey likewise found that 88% of employers now offer some form of hybrid work, and one in four make hybrid arrangements available to all employees.

As a result, more and more companies have to change their onboarding practices to accommodate their increasingly remote workforces. However, traditional onboarding practices do not translate to the remote experience, as they rely heavily on in-person conversations and training.

To prevent this, companies must craft an onboarding program that targets the particular challenges remote workers face. In doing so, companies illustrate their commitment to making their remote employees feel safe and welcomed while setting them up for success.

Check out our Onboarding Software and HR Software guides for solutions to help streamline your onboarding processes.

What are the biggest challenges of remote onboarding?

Companies can expect three main challenges when onboarding remote employees: limited social interaction, reliance on individual learning, and technical difficulties. Failing to plan for these challenges results in poor employee onboarding experiences and jeopardizes new hire retention metrics.

Also read: The Future of Remote Work

1. Limited social interaction

Remote onboarding can feel siloed or rushed, with sporadic meetings, disjointed time zones, and various asynchronous communication methods to juggle. This can dishearten new employees, especially those from traditional in-person workplaces.

In addition, heavy reliance on technology for communication can result in miscommunication or misunderstandings, as employees don’t have the opportunities to gauge company culture from meet-and-greets, office tours, or department lunches from in-person orientation and onboarding events. 

2. Reliance on individual learning

Businesses expect new remote employees to learn to complete their work tasks through video training, process documents, or virtual meetings with managers and peers. As a result, remote employees lack the hands-on, one-on-one learning that in-person employees receive.

Requiring employees to learn the work of their new positions independently does not accommodate everyone’s learning styles. In fact, it could make remote employees nervous about making mistakes when they don’t have a controlled environment to practice with peers or managers first.

3. Technical difficulties

New remote employees act as their own IT department. Even if employers provide their remote employees with thorough instructions on setting up their new work equipment, difficult setups can frustrate employees and inhibit time-to-productivity metrics.

Moreover, learning new systems or troubleshooting problems adds a layer of challenges. While onsite employees can consult co-workers for technology help in real time, remote employees must communicate their technical questions or difficulties over the internet. This can cause delays and downtime that slow the pace of onboarding for new remote staff. 

Remote onboarding in five steps

By integrating the following strategies into virtual onboarding processes, companies can ensure their remote new hires receive the information necessary to succeed without overwhelming them:

  1. Develop a preboarding program
  2. Assign an onboarding buddy
  3. Set realistic goals and expectations
  4. Provide flexible training options
  5. Create informal social opportunities

1. Develop a preboarding program

Preboarding refers to the period between an employee’s acceptance of a job offer and their first day on the job. Companies can use this time to start integrating new employees into the organization, even if they have yet to perform any work for the company.

Preboarding programs help companies complete necessary new hire administrative tasks ahead of time while reducing the anxiety of the new employee before their first day.

Examples of preboarding tasks:

  • Gather new hire paperwork from employees, including I-9s, W-4s, company handbook acknowledgments, and direct deposit information.
  • Provide new employees with informational material on company benefits, perks, and culture.
  • Issue new employees their first day or week onboarding schedules and expectations.
  • Prepare and send company equipment to new hires, including laptops, monitors, cell phones, and any remote working software, ahead of time.
  • Introduce IT or HR staff so new hires know who to contact for support.
  • Welcome the new hire with company swag or personalized messages from team members and executives.

A successful preboarding program has:

  • All administrative tasks, such as paperwork and I-9 verification completed before day one
  • Company equipment and system logins shipped or activated early
  • A detailed first-week schedule shared in advance
  • A personal welcome message or team introduction to build excitement

To help with the preboarding experience, companies can leverage the features in their HR software. For example, ClearCompany’s virtual onboarding program automatically sends new hires onboarding packets and information on their new team member after accepting their job offers.

Screenshot of ClearCompany's onboarding portal.
New hires can learn about their new teams, complete onboarding packets, and learn about the company, all from one place with ClearCompany’s virtual onboarding feature. Source: ClearCompany

2. Assign an onboarding buddy

Onboarding buddies are current employees assigned to remote new hires as mentors or guides during onboarding. These folks should enjoy helping new employees get acquainted with the less formal side of the team, such as cluing new hires in on unique traditions, communication tool channels to join, or company events.

So there is less stress to impress, onboarding buddies should be someone other than the new employee’s direct manager. Instead, they should be a peer or manager from another department who can provide the new employee a safe space to ask questions and share struggles during onboarding.

Make your onboarding buddy program successful by:

  • Pairing each new hire with a friendly peer outside their reporting line
  • Scheduling regular check-ins during the first few weeks to share context, culture, and practical tips
  • Setting clear boundaries—the buddy supports and guides, but doesn’t evaluate
  • Recognizing buddies who go above and beyond in mentoring new employees

Ideally, onboarding buddies should introduce themselves as the new hire’s go-to person before their first day and schedule regular follow-ups to check in. Initiating an onboarding buddy program is a great way to ease the transition for new hires into their new role and provide coaching and mentorship experience for the onboarding buddy.

3. Set realistic goals and expectations

Companies should be thoughtful about the expectations for their remote employees and provide them with plenty of time to make mistakes and grow. It is unrealistic to expect them to be fully trained in the role within a few weeks, let alone one day.

Instead, a successful goal-setting process should have:

  • 30-, 60-, and 90-day milestones and key performance indicators (KPIs) co-created with the new hire
  • Balanced workloads that prioritize learning before performance
  • Regular progress check-ins and feedback loops
  • Flexibility to adapt as the employee grows into the role

Examples of reasonable onboarding goals range from training video completion deadlines to healthy work-life balance safeguards. As long as new hires understand their expectations, they are less likely to feel directionless and more likely to acclimate to their new roles sooner.

4. Provide flexible training options

Remote onboarding doesn’t work with a one-size-fits-all approach. Without traditional in-person training, companies need to offer multiple ways for employees to learn, connect, and grow.

Start with intentional structure: combine a “watch-and-learn” session with follow-up opportunities for new hires to practice skills in a safe environment. Let them make mistakes early and learn from them without pressure.

Managers should also double up on one-on-ones during the first few weeks. Leaving new hires to reach out on their own can make them hesitant to ask questions or flag roadblocks. Regular, proactive check-ins keep communication open and show that support is available.

A truly flexible training program has:

  • Multiple learning formats: a mix of live sessions, self-paced videos, and interactive exercises to support different learning styles.
  • Built-in engagement: Gamified features like points, badges, and leaderboards to make learning fun and motivating.
  • Easy tracking tools: Integrations with LMS platforms to monitor progress in real time.
  • Safe practice spaces: Opportunities for new hires to apply skills and make mistakes without pressure.

Platforms like TalentLMS includes points, levels, badges, and leaderboards to keep employees motivated and focused on learning. It even integrates with HR software like BambooHR and Sage People to streamline the new hire’s onboarding experience.

5. Create informal social opportunities

It’s hard for companies to replicate the social interactions that are common in person, including the informal opportunities onsite employees have to learn about their employees around water coolers, break rooms, or hallways.

In fact, a Harris Poll survey reveals that 91% of Gen Z workers believe that in-person events are among the best ways to build meaningful relationships.

Employers, more than ever, must facilitate these meaningful interactions to prevent feelings of loneliness and disengagement in their workforces, especially for their new employees.

Here’s how to create successful social learning opportunities:

  • Host casual meetups: Schedule virtual coffee chats, team trivia, or icebreaker games to help new hires bond naturally.
  • Build digital community spaces: Create Slack or Teams channels dedicated to shared interests or hobbies to spark informal connection.
  • Encourage peer introductions: Pair new hires with teammates who share similar roles, goals, or backgrounds for quick connection.
  • Spotlight inclusion: Promote employee resource groups (ERGs) and cross-team events that foster belonging and shared learning.

Doing these provides opportunities for new hires to build relationships with folks outside their direct team while fostering a strong, supportive remote working culture.

Effective remote onboarding promotes employee retention

Onboarding is the employee’s first impression of the company. A well-developed virtual onboarding program can set up new employees for success and assure them that they made the right choice in the company and position. Conversely, a bad virtual onboarding experience can push employees away, damage the company’s reputation, and reduce productivity.

However, companies that take the time to live their core values and demonstrate empathy and excitement for their remote new hires through their onboarding process can ensure they retain their new talent and have them contribute to the company for years to come.

Remote onboarding FAQs

Humanize the process: assign onboarding buddies, schedule one-on-one check-ins, and include small gestures like welcome videos or team introductions. These create the sense of belonging that new hires often miss in remote settings.

For most roles, 60 to 90 days is ideal. That gives new hires time to complete training, build relationships, and reach confidence in their role without feeling rushed.

Slow ramp-up times, missed trainings, or visible disengagement are early warning signs. HR should step in quickly with structured check-ins and buddy outreach to reset expectations and rebuild confidence.

If you’re unsure where to start with your remote onboarding program, take a look at our Onboarding Software and HR Software guides for solutions to help.

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