5 Onboarding Mistakes That Kill Retention (And How to Avoid Them)

Published on:
June 23, 2025
Updated on:
June 24, 2025
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5 Onboarding Mistakes That Kill Retention (And How to Avoid Them)
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According to Jorgen Sundberg, CEO and Founder of Link Humans, poor onboarding can cost companies up to $240,000 per bad hire. Yet, a Gallup study on onboarding has found that 88% of organizations admit their onboarding process needs improvement. Employee onboarding is a nuanced process that is quite open to common and costly mistakes. In this article we will be going over just what those mistakes are and how you can avoid them. These common onboarding mistakes destroy new hire confidence and drive talented employees away before they even start contributing.

TL;DR — Quick Summary
  • Costly Impact: Poor onboarding costs up to $240,000 per bad hire, with 20% of new hires quitting within 45 days without proper preboarding.
  • Mistake #1 - No Preboarding: Send welcome packages 3 weeks before start date, technology setup 2 weeks prior, and confirmation calls the day before.
  • Mistake #2 - Information Overload: Use micro-learning modules (10-15 min max) and progressive disclosure—people forget 90% of information within a week.
  • Mistake #3 - Vague Expectations: Provide specific 30-60-90 day goals, clear success metrics, and structured first-week activities with daily check-ins.
  • Mistake #4 - No Social Connection: Implement buddy systems with daily check-ins week 1, 3x weekly conversations weeks 2-4, and ongoing support.
  • Mistake #5 - No Follow-Up: Extend onboarding 90+ days with weekly 1-on-1s, pulse surveys at 30/60/90 days, and continuous feedback loops.
  • Employees with strong workplace friendships are 7x more engaged and show 50% higher retention—social onboarding drives performance.
  • Extended onboarding programs (90+ days) result in 50% higher retention and 62% higher productivity compared to short-term programs.

📚 Recommended Reading: Looking for a step-by-step onboarding checklist that covers everything?

Download Free Onboarding Checklist

Mistake #1 – No Structured Preboarding Process

Onboarding Mistake: no structured preboarding process

The biggest onboarding mistake happens before your new hire even walks through the door. Without a structured preboarding process, new employees feel forgotten, anxious, and disconnected from your organization during the critical period between accepting the offer and starting work.

Why Preboarding Matters More Than Ever

The research we referred to above also shows that 69% of employees are more likely to stay with a company for three years if they experienced great onboarding. Preboarding sets the tone for this entire employee experience and addresses the natural anxiety that comes with starting a new job.

Modern employees expect seamless digital experiences in their personal lives, and they bring these same expectations to work. A disorganized preboarding process signals that your company lacks attention to detail and doesn't prioritize employee experience.

Impact of Poor Preboarding:

  • 20% of new hires quit within first 45 days without proper preboarding (Source: Forbes)
  • Increased first-day stress and overwhelm
  • Delayed productivity and time-to-value
  • Negative first impressions that persist

What to Send Before New Hire's First Day?

Effective preboarding creates excitement and reduces first-day anxiety. Your preboarding communication should provide essential information while building anticipation for the new role.

Essential Preboarding Elements:

  • Welcome email within 24 hours of offer acceptance
  • Company handbook and culture guide
  • Technology setup instructions and IT contacts
  • First-day logistics (location, parking, dress code)
  • Team introductions and organizational chart
  • Role-specific resources and initial reading materials

Preboarding Timeline:

  • Week 3 before start: Welcome package and paperwork
  • Week 2 before start: Technology setup and access credentials
  • Week 1 before start: First-day agenda and team introductions
  • Day before start: Confirmation call and final details

📚 Recommended Reading: What should be included in your employee welcome kit?

18 Employee Welcome Kit Ideas

Mistake #2 – Overloading New Hires With Information

Mistake 2: overloading new hires

Information overload is one of the most common onboarding problems that derails new employee success. When you dump everything on new hires at once, they retain almost nothing and feel overwhelmed instead of empowered.

The Psychology of Information Fatigue

The human brain can only process a limited amount of new information at once. When you exceed this capacity, new employees experience cognitive overload, leading to poor retention and increased stress levels.

Studies show that people forget 50% of new information within an hour and 90% within a week without proper reinforcement. This is why the traditional "drinking from a fire hose" approach to onboarding fails so consistently.

Signs of Information Overload:

  • Glazed looks during training sessions
  • Repeated questions about basic information
  • Inability to complete simple tasks
  • Visible stress and frustration
  • Decreased engagement in meetings

How to Onboard New Hires without Overwhelming Them?

Smart onboarding spreads information across time using spaced repetition and progressive disclosure. This approach improves retention while reducing overwhelm.

Week 1 Focus Areas:

  • Company culture and values
  • Team introductions and relationships
  • Basic role responsibilities
  • Essential tools and systems

Week 2-4 Focus Areas:

  • Detailed role expectations
  • Department processes and workflows
  • Advanced tool training
  • Project-specific knowledge

Content Delivery Methods:

  • Micro-learning modules (10-15 minutes max)
  • Interactive tutorials instead of dense documents
  • Video introductions from team members
  • Hands-on practice sessions with immediate feedback
  • Regular check-ins to assess understanding

📚 Recommended Reading: Looking for a Roles & Responsibilites Template?

Download Free Roles & Resposibilites Template

Mistake #3 – Vague Role Expectations and Poor First-Day Planning

Onboarding Mistake: Vague roles & responsibilities

Nothing kills new hire confidence faster than unclear expectations and a chaotic first day. When employees don't understand what success looks like or what they're supposed to be doing, they feel lost and unproductive.

Clarifying Deliverables and Success Metrics

Role clarity is fundamental to employee engagement and performance. New hires need to understand not just what they'll be doing, but how their success will be measured and what impact they're expected to make.

Vague job descriptions and unclear expectations contribute to 23% of employee turnover within the first year. Clear role definition, on the other hand, increases job satisfaction by 2.5x and improves performance by 25%.

Essential Clarity Components:

  • Specific job responsibilities and daily tasks
  • Performance metrics and success indicators
  • 30-60-90 day goals and milestones
  • Decision-making authority and boundaries
  • Key relationships and collaboration requirements

What a "Great First Week" Should Look Like for New Hires:

A well-planned first week creates momentum and builds confidence. Every activity should have a purpose and contribute to the new hire's understanding of their role and the organization.

Day 1 Structure:

  • Welcome meeting with direct manager (30 minutes)
  • Office/workspace tour and introductions
  • Technology setup and system access
  • Lunch with team or buddy
  • End-of-day check-in

Week 1 Milestones:

  • Complete all administrative requirements
  • Meet key team members and stakeholders
  • Understand company culture and values
  • Set up workspace and access essential tools
  • Establish communication preferences and meeting schedules

Week 1 Deliverables:

  • Review and sign role description
  • Complete initial training modules
  • Shadow team members in key activities
  • Contribute to one small project or task
  • Schedule 30-60-90 day planning meeting

Mistake #4 – No Social Onboarding or Buddy System

Onboarding Mistake: No Onboarding Buddy System

Technical onboarding gets most of the attention, but social onboarding often determines whether new employees thrive or leave. Without meaningful connections, even the most qualified new hires struggle to integrate and perform effectively.

Do Workplace Relationships Affect Onboarding?

Workplace relationships are fundamental to employee engagement and performance. Employees with strong workplace friendships are 7x more likely to be engaged and show 50% higher retention rates.

Social isolation, especially in remote and hybrid environments, leads to decreased motivation, reduced collaboration, and higher turnover. New employees who don't form connections within their first 90 days are 3x more likely to leave within the first year.

Benefits of Strong Social Onboarding:

  • Faster integration into team dynamics
  • Improved knowledge sharing and collaboration
  • Reduced anxiety and increased confidence
  • Better understanding of company culture
  • Higher job satisfaction and engagement

Best Practices for Buddy Programs (Remote & In-Person)

A well-designed onboarding buddy program provides new hires with a go-to person for questions, cultural guidance, and social connection. The key is selecting the right buddies and providing them with proper training and support.

Buddy Selection Criteria:

  • Strong performers with positive attitudes
  • Good communication and interpersonal skills
  • Available and willing to invest time
  • Representative of company culture and values
  • Different from direct manager to provide alternative perspective

Buddy Program Structure:

  • Week 1: Daily check-ins and immediate support
  • Week 2-4: 3x weekly scheduled conversations
  • Month 2-3: Weekly coffee chats or informal meetings
  • Ongoing: Available for questions and guidance

Remote Buddy Best Practices:

  • Video coffee chats and virtual lunch meetings
  • Screen sharing sessions for tool training
  • Slack or Teams channels for quick questions
  • Virtual team activities and social events
  • Regular feedback collection from both parties

Mistake #5 – Lack of Ongoing Check-ins and Feedback Loops

Onboarding Mistake: Lack of check-ins

The most dangerous onboarding mistake is assuming the process ends after the first week or month. Without ongoing check-ins and feedback loops, small issues become big problems, and new hires drift away before anyone notices they're struggling.

How Long Should Employee Onboarding Be?

An effective onboarding is continuous a process that shouldn't end within the first week. Research shows that it takes an average of 8 months for new employees to reach full productivity, yet most onboarding programs last only a few days or weeks.

Extended onboarding programs that last 90 days or more result in 50% higher retention rates and 62% higher productivity scores. The key is maintaining engagement and support throughout the critical first quarter.

Extended Onboarding Timeline:

  • Days 1-7: Intensive support and basic integration
  • Weeks 2-4: Skill building and relationship development
  • Month 2: Project ownership and independence building
  • Month 3: Performance feedback and goal adjustment
  • Months 4-6: Career development and long-term planning

Using Surveys, 1-on-1s, and Pulse Check-ins

Regular feedback collection allows you to identify and address onboarding issues before they become retention problems. Multiple feedback mechanisms ensure you capture different types of insights and concerns. From employee onboarding surveys to 30-60-90 day reviews, there are plenty of ways to receive input from your new hires.

Feedback Collection Methods:

  • Daily check-ins (Week 1): Quick temperature checks
  • Weekly 1-on-1s (Months 1-3): Detailed discussions
  • Pulse surveys (30/60/90 days): Anonymous feedback collection
  • Peer feedback sessions: Team integration insights
  • Exit feedback (if applicable): Learning from departures

Key Questions to Ask:

  • "What's going well in your onboarding experience?"
  • "What obstacles are preventing your success?"
  • "How supported do you feel by your team and manager?"
  • "What additional resources or training would be helpful?"
  • "How likely are you to recommend this company to others?"

Response and Action Planning:

  • Review feedback within 48 hours
  • Address urgent issues immediately
  • Share themes with HR and leadership teams
  • Adjust onboarding process based on insights
  • Follow up with new hires on improvements made

How Onboarding Software Can Fix These Issues: Teamflect

Employee onboarding survey with open-ended and rating questions.

Modern onboarding requires modern tools that automate routine tasks while enhancing human connections. While there are plenty of amazing tools out there, the best employee onboarding software for organizations in the Microsoft ecosystem is Teamflect. Teamflect helps organizations avoid the common onboarding mistakes mentioned above and creates a seamless employee onboarding experience inside Microsoft 365 through its Microsoft Teams integration.

Automating Onboarding Checklists in Microsoft Teams

Manual onboarding processes lead to missed steps and inconsistent experiences. Teamflect automates your employee onboarding process while maintaining the personal touch that new hires need.

Automated Features:

  • Pre-built onboarding templates and checklists
  • Automated onboarding task assignment and progress tracking
  • Integration with Microsoft Teams for seamless communication
  • Customizable workflows for different roles and departments
  • Real-time visibility into onboarding progress

Building Role Clarity Into Meetings and Goals

Vague expectations destroy confidence and performance. Teamflect embeds role clarity directly into your regular meetings and goal-setting processes.

Role Clarity Tools:

  • Template-driven goal setting for 30-60-90 day plans
  • Meeting agendas focused on role understanding
  • Performance tracking linked to specific expectations
  • Regular check-in scheduling with built-in accountability
  • Manager training resources for better conversations
  • Competency libraries built for each role

Running Onboarding Feedback Loops With Templates and 1-on-1s

Consistent feedback collection requires structure and automation. Teamflect provides templates and workflows that ensure no new hire falls through the cracks.

Feedback Loop Features:

  • Automated pulse surveys at key onboarding milestones
  • 1-on-1 meeting templates designed for new hires
  • Anonymous feedback collection and reporting
  • Integration with performance management processes
  • Action planning tools for addressing feedback themes

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