
Remote work challenges hit entry-level employees harder than anyone else—yet most advice targets experienced professionals. The transition to remote roles creates unique struggles for newcomers who lack the established networks and workplace intuition that veterans take for granted.
Entry-level remote work seems attractive at first glance, promising flexibility and work-life balance. However, behind these benefits lurk unexpected difficulties that can significantly impact your early career development. From missing crucial informal learning moments to struggling with unclear communication norms, these obstacles often remain undiscussed in job descriptions and interviews.
This guide explores the hidden realities of remote work for beginners in 2025, highlighting the struggles that career advisors rarely address. We’ll examine why virtual onboarding feels inadequate, how feedback gaps widen in digital environments, and what happens when mentorship opportunities disappear from your professional journey. Additionally, we’ll provide practical solutions to navigate these challenges successfully.
Whether you’re considering your first remote position or currently struggling in one, understanding these challenges now will help you build a stronger foundation for long-term career success—despite the distance.
The early struggles of starting remote
Starting a new job remotely presents unique hurdles that in-office employees simply don’t face. The beginning stages of remote work can be particularly challenging for entry-level workers who lack established professional networks and workplace experience.


Why onboarding feels different remotely
Beginning a career from your living room fundamentally changes how you’re introduced to your role. Traditional onboarding provides immersive, in-person experiences that remote processes struggle to replicate. In fact, remote employees are 117% more likely to plan to leave their employers soon, making effective onboarding crucial for retention.
The structured elements of orientation might remain similar, but the experience differs dramatically. Without physical presence, new hires miss the richness of in-person communication cues that help build connections. One study found that 63% of remote workers feel undertrained compared to just 38% of on-site employees.
Effective remote onboarding requires intentional design. Companies like Calm have recognized this challenge, focusing on stability and connection during initial interactions. “We didn’t want onboarding to be a transactional experience,” noted one leader, emphasizing the importance of communicating company mission and values from day one.
Missing out on informal learning moments
Perhaps the greatest loss for remote beginners comes from missing informal learning opportunities. Without an office environment, entry-level workers lose access to unplanned educational moments that naturally occur in physical workspaces.
Remote employees miss crucial development opportunities like:
- Spontaneous conversations at the coffee machine or in hallways.
- Observing how colleagues handle situations in real-time.
- Impromptu explanations and quick questions to nearby coworkers.
- Lunch breaks where work discussions naturally continue.
Research indicates that one in three workers have adapted to a remote hybrid model, while one in eight are in fully remote roles. For these workers, informal learning becomes significantly more difficult, as interaction is more formally scheduled and less spontaneous than in-office environments.
Furthermore, remote work changes how employees communicate with supervisors and colleagues. Instead of face-to-face meetings and casual conversations, remote work relies entirely on electronic tools. This shift makes it harder to receive rich communication cues and timely feedback that would normally guide early career development.

Understanding unspoken workplace norms
Every workplace operates on unwritten rules and implicit expectations. Consequently, remote workers struggle to decipher these subtle social codes without direct observation.
In traditional settings, newcomers gradually absorb workplace culture through daily interactions. They notice when colleagues speak up in meetings, observe how decisions are actually made (versus the official process), and sense the appropriate communication tone.
Remotely, these unspoken norms become nearly invisible. According to workplace experts, unwritten rules manifest through several indicators: discrepancies between official rules and actual behavior, opaque decision-making processes, and subtle behavioral codes.
The isolation is especially pronounced for entry-level remote workers who haven’t experienced other workplace cultures for comparison. Notably, newly hired employees often feel uncertain about “how things work” within the team, lacking awareness of unspoken expectations.
This challenge requires proactive solutions. Experts suggest that remote teams need explicit team norms, as “precious few virtual teams have explicit team norms, even for aspects of teamwork where the absence of shared norms can really trip a team up” .
Communication gaps and lack of feedback
Effective communication forms the backbone of professional success, yet remote environments create significant barriers for entry-level workers. These communication hurdles—primarily revolving around feedback deficits and miscommunication—can stall career development before it even begins.
Why entry-level workers need more feedback
Entry-level remote employees require consistent feedback to develop professionally, much more than their experienced counterparts. Young professionals need time and guidance to mature into their roles and build what experts call “career capital”. Unfortunately, many newcomers in virtual positions report rarely receiving feedback during interactions with supervisors, unlike their on-site counterparts who can seek and receive input multiple times daily.
This feedback gap directly impacts engagement and retention. Research shows that 80% of workers who received regular feedback reported higher engagement levels than ever before. Moreover, effective feedback helps clarify expectations and builds the trust necessary for remote team cohesion.
The quality of feedback also matters tremendously. A simple “nice job” message on Slack lacks the impact of its in-person equivalent delivered with an energetic tone and accompanying smile. For early career development, these richer interactions create moments of camaraderie that motivate the entire team and help newcomers feel connected to the organization.
The problem with asynchronous communication
Asynchronous communication—the primary mode of interaction in remote work—presents unique challenges for beginners. Though convenient for flexible schedules, this communication style creates several significant obstacles.
First, it often leads to delays when quick decisions are needed, primarily if team members work across different time zones. Without immediate responses, progress can slow considerably, leaving entry-level workers uncertain about how to proceed.
Second, asynchronous messages lack crucial context. Without tone of voice, facial expressions, or body language to provide meaning, written communications are frequently misinterpreted. This ambiguity becomes even more problematic for newcomers still learning company terminology and cultural norms.
Third, asynchronous environments make building personal connections exceptionally difficult. The absence of face-to-face interactions can make establishing strong team relationships challenging, potentially affecting collaboration and creating feelings of isolation. This isolation is particularly devastating for entry-level workers who haven’t yet established professional networks.
How silence can be misinterpreted
In remote settings, silence becomes a dangerous communication void that entry-level workers often misinterpret. The absence of immediate feedback or responses—especially common in different time zones—can lead to unnecessary anxiety, with team members potentially misreading silence as disapproval or lack of interest.
Silence takes on heightened significance because remote communication lacks the visual cues that would normally provide context. A simple delay in response might be interpreted as irritation or dismissal when it’s merely the result of conflicting schedules or focused work time.
Unfortunately, different types of silence exist in remote work, and distinguishing between them requires experience that newcomers lack. As one expert notes, “There’s a difference between thoughtful silence and checked-out silence”. Whereas experienced remote workers understand this distinction, entry-level employees may panic at any communication gap.
Leaders sometimes compound this problem by making incorrect assumptions about what silence means, especially without body language and contextual clues. This can create unnecessary tension and potentially damage trust, particularly with new team members still seeking to establish their place in the organization.
Time management without structure
Managing time effectively presents one of the biggest hurdles for entry-level remote employees. Without the structured environment of a traditional workplace, many newcomers struggle to balance their newfound freedom with productivity requirements.
The myth of flexibility
The much-celebrated flexibility of remote work often becomes a double-edged sword for beginners. Initially, the freedom to work from anywhere seems ideal, yet without structure, this flexibility quickly transforms into chaos.
Remote employees typically discover that true productivity requires discipline rather than complete freedom. A study revealed that entry-level employees who began their roles remotely were 7% less productive than those who started on-site. This productivity gap emerges largely because flexibility without boundaries creates uncertainty about when to start, stop, or take breaks.
Many remote workers find themselves extending their workday to compensate for earlier distractions, with 65% admitting they work later to catch up on tasks they couldn’t complete earlier. Subsequently, this pattern leads to blurred boundaries between professional and personal life, increasing the risk of burnout for those just starting their careers.
Common distractions at home


Home environments present a minefield of distractions that office settings naturally filter out. For entry-level workers still developing professional discipline, these diversions can severely impact productivity.
Research identifies the most common distractions remote workers face:
- Digital temptations: 75% spend work time scrolling social media, 70% shop online, and 53% watch shows or movies.
- Household responsibilities: 72% handle household chores during work hours and 37% run errands.
- Personal activities: 22% take naps and 23% schedule doctor appointments.
Ironically, despite these non-work activities, many remote employees still report feeling productive. In fact, 63% of women and 55% of men claim they work effectively from home, highlighting the disconnect between perceived and actual productivity.
How to build a routine from scratch
Given these challenges, establishing a solid routine becomes essential for entry-level remote workers. Creating structure where none naturally exists requires intentional effort.
Designate a dedicated workspace that separates work from household distractions. This physical boundary helps signal to your brain when it’s time to focus on professional tasks. Furthermore, this space communicates to family members or roommates that you’re “at work” even while physically at home.
Establish consistent work hours similar to an in-office schedule. Wake up at the same time daily and prepare as though commuting to an office—getting dressed in work clothes rather than staying in pajamas can significantly shift your mindset.
Schedule regular breaks throughout your day to maintain energy and focus. Breaking down your workday into segments with planned pauses prevents the fatigue that leads to distraction-seeking behaviors. As a result, you’ll return to tasks with renewed concentration.
Use technological boundaries by activating “Do Not Disturb” on personal devices during focused work periods. Additionally, consider website blockers for social media sites that frequently pull your attention away from important tasks.
Missing mentorship and career guidance
Mentorship becomes a critical lifeline for entry-level remote workers navigating the challenges of professional development from afar. As remote work becomes permanently embedded in our professional landscape—with 45% of U.S. employees working partly or fully remotely as of 2021—the need for guidance grows ever more urgent.
Why mentorship matters more remotely
The isolation inherent in remote work makes mentorship substantially more valuable for newcomers. Indeed, remote employees often struggle with reduced visibility and fewer opportunities to connect with leadership. For this reason, mentorship provides consistent check-ins that ensure remote workers feel connected to company culture.
Research demonstrates that employees in mentorship programs are 23% more likely to stay with their company. This retention benefit becomes particularly vital for entry-level remote workers who might otherwise feel disconnected from workplace culture—a sentiment reported by 67% of remote employees.
Above all, mentors provide critical psychosocial support during times of isolation. This includes role-modeling, affirming a mentee’s value, and providing emotional support through problem-solving discussions. For entry-level workers missing these connections, mentorship fills crucial developmental gaps.
How to find informal mentors online
First thing to remember when seeking remote mentorship is that quality connections can form virtually. Consider these approaches:
- Explore professional organizations and alumni associations that connect members through online communities.
- Join industry-specific online communities like Freelancers Union that facilitate mentor connections.
- Investigate dedicated mentorship platforms like MentorCruise that match professionals with industry experts.
- Reach out directly to professionals whose work you admire, explaining why you’d value their mentorship.
Virtual mentoring platforms have evolved to facilitate these connections effectively. Many now offer structured curriculum, email/chat functionality, and safety protocols to ensure productive relationships.
Creating visibility when you’re not in the room
Under those circumstances where physical presence isn’t possible, creating visibility requires deliberate effort. Straightaway establish regular one-on-one meetings with leaders and key team members to build rapport and provide updates on progress.
Responsiveness becomes your greatest asset when working remotely. Be quick to answer emails and calls—delays may cause others to work around you, leading to professional irrelevance. Besides, actively participating in virtual meetings by asking questions and volunteering for tasks demonstrates engagement.
Sharing your accomplishments becomes essential albeit potentially uncomfortable. Consider sending periodic reports highlighting your contributions to ensure your work doesn’t remain hidden. Without this intentional visibility, proximity bias may favor on-site colleagues for advancement opportunities.
The long-term impact on career growth
Beyond daily challenges, the career trajectory for remote employees faces substantial headwinds that can affect advancement opportunities for years. Data reveals concerning patterns that every entry-level remote worker should understand.
Promotion gaps between remote and on-site workers
Research conclusively demonstrates that fully remote employees receive promotions at lower rates than their office-based counterparts. This disparity exists despite studies showing remote workers are on average 15% more productive than office workers. Interestingly, hybrid employees don’t experience the same disadvantage—data indicates no difference in promotion rates between hybrid workers and those in the office five days weekly.
Understanding proximity bias
The root cause of these promotion gaps often stems from proximity bias—where leaders unconsciously favor employees physically closer to the. This bias manifests in multiple ways:
Nearly 42% of managers admit they sometimes simply forget about remote workers when assigning important projects. Furthermore, approximately 90% of worldwide CEOs link in-office attendance directly with rewards and advancement.
This bias disproportionately impacts certain groups, as women and underrepresented minorities are more likely to choose remote work arrangements.
How to advocate for your own growth
Nevertheless, remote workers can overcome these obstacles through strategic self-advocacy:
Document your impact with clear metrics and concrete outcomes rather than relying on visibility. Additionally, volunteer specifically for high-impact, cross-functional projects that increase your organizational value.
Finally, rebuild relationships intentionally through scheduled one-on-one meetings with key stakeholders. Companies that provide clear remote career growth opportunities show substantially better outcomes for their distributed workforce.
Conclusion
Remote work certainly offers appealing benefits for entry-level employees, though beneath the surface lies a complex reality few discuss openly. Throughout this article, we’ve examined how beginning your career remotely creates unique obstacles absent from traditional office environments. Missed informal learning opportunities, inadequate feedback, communication misunderstandings, and time management struggles all present significant hurdles for newcomers.
Additionally, proximity bias poses a genuine threat to long-term career advancement, as data shows fully remote employees receive promotions at lower rates despite often demonstrating higher productivity. This paradox requires proactive attention from anyone starting their career from home.
Nevertheless, these challenges remain entirely surmountable with proper awareness and strategy. Building structured routines, actively seeking mentorship, creating deliberate visibility, and advocating for your contributions represent crucial steps toward remote work success. Documenting concrete achievements becomes particularly essential when physical presence cannot speak for you.
Remote work will undoubtedly continue evolving as organizations refine their approaches. Future entry-level employees may benefit from improved virtual onboarding processes and mentorship programs specifically designed for distributed teams. Companies recognizing these needs often demonstrate better outcomes for their remote workforce.
Whether you’re considering your first remote position or currently navigating one, understanding these hidden challenges provides valuable preparation. Remote work success demands intentional effort—establishing clear boundaries, building meaningful connections despite distance, and consistently demonstrating your value through measurable results rather than mere presence. Armed with these insights, you can build a thriving career regardless of your physical workplace.
