New Ulm Area Chamber of Commerce

When It’s Time to Let Go: Guidance for Employers Navigating a Difficult Decision

Small businesses across New Ulm face a familiar tension: supporting employees while protecting the long-term health of the organization. Recognizing when an employment relationship is no longer working is difficult, but having a clear, fair process makes the decision more grounded and less reactive.

Learn below:

Keeping Employment Records in Order

Businesses benefit from maintaining an organized, consistently updated system for employee documents—performance notes, agreements, evaluations, and coaching records. These materials often become essential if separation becomes necessary. Digitizing files into PDFs creates durable, easily shareable records, and using a PDF size reducer helps merge and store them efficiently for long-term accessibility.

Recognizing the Breaking Point

For many employers, the red flags appear gradually: repeated missed deadlines, broken commitments, or persistent team disruption. Sometimes the issue is skill; sometimes it’s behavior; sometimes it’s a mismatch between company needs and an employee’s strengths. The common thread is consistency—problems that continue despite clarity, coaching, and opportunity to improve.

Comparing Common Scenarios

The following overview highlights differences between a correctable performance dip and a pattern that may justify parting ways.

Situation

What You Typically See

What It Suggests

Temporary performance dip

Employee acknowledges issues and makes visible effort to adjust

Coaching may be sufficient

Skills mismatch

Employee tries but can’t meet expectations even with support

Consider role change or structured improvement plan

Behavior or trust violations

Disruption, resistance, or repeated policy breaches

Separation may be the responsible path

Strategic misalignment

Company direction outgrows role structure

May require restructuring or contract end

What Strong Internal Processes Look Like

Established performance management processes protect your business and make an eventual termination decision easier.

  • Clarify expectations early, ideally in writing and reinforced verbally.

  • Conduct consistent check-ins to give employees meaningful opportunities to self-correct.

  • Document all coaching conversations with dates, outcomes, and next steps.

  • Seek second opinions from leadership or HR advisors to avoid bias.

  • Use structured improvement plans when performance gaps are persistent.

How-To Checklist for a Fair, Orderly Offboarding

        uncheckedDefine the specific issues and confirm they’ve been clearly communicated.
        uncheckedGather documentation, including timelines and results of prior coaching.
        uncheckedReview legal and compliance considerations applicable to your situation.
        uncheckedPlan the separation conversation: who attends, what is said, and what support is offered.
        uncheckedPrepare final pay, benefits explanations, and transition details.
        ?uncheckedFollow up with the team to maintain stability and morale.

FAQ

How do I know when it’s truly time to make the call?
If you’ve clarified expectations, offered support, and still see the same issues, the role may no longer be a fit.

Should I worry about team reaction?
Teams usually appreciate decisive, fair leadership. Clear communication afterward helps maintain trust.

What if the person is great culturally but underperforms?
Warmth alone cannot replace reliable execution. Explore role changes, but avoid prolonging a misalignment.

Do contractors follow the same process?
The spirit is similar—clear expectations, documentation, and respectful communication—but the legal frameworks and notice expectations can differ.

Bringing It All Together

Letting an employee or contractor go will never feel simple, but structure reduces stress—and protects everyone involved. A measured process ensures fairness, safeguards your organization, and preserves dignity. When handled with clarity and compassion, these decisions strengthen the long-term stability of your business and your team.