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How to coach employees through one-on-one support to address specific skill gaps and challenges during a change

Effective change adoption requires more than training; it needs targeted one-on-one coaching to address specific skill gaps and build confidence. Use coaching when adoption risks are high or when employees struggle to apply changes. Prepare by assessing…

Introduction: why this action matters for adoption

Change adoption happens when people can perform new behaviors in real work, not simply when they attend training or receive a launch email. Prosci’s ADKAR model describes individual change through Awareness, Desire, Knowledge, Ability, and Reinforcement, while McKinsey’s influence model emphasizes understanding, reinforcement, skills, and role modeling [Prosci; McKinsey, 2016]. (prosci.com)

One-on-one coaching is a capability-building and coaching intervention. It helps employees connect the change to their role, close specific skill gaps, and build confidence through guided practice, feedback, and follow-up. Coaching and mentoring are one-to-one development approaches that can enhance skills, knowledge, and work performance, and CIPD specifically identifies preparing and supporting people through change as an objective of workplace coaching and mentoring [CIPD, 2025]. (cipd.org)

What this action is and when to use it

This action is targeted support for people who need more than broad communication or classroom training. It may take the form of a manager conversation, role preparation, scenario practice, feedback on a real task, troubleshooting, or pairing with a mentor. It works best when the coach focuses on the employee’s actual work, the behavior required for adoption, and the barrier preventing progress.

Use it when adoption risk is high, when skill gaps differ by role, when employees are willing but not confident, when managers or sponsors must model new behaviors, or when training has occurred but people are not applying the change. Do not use it as a substitute for fixing poor process design, unclear priorities, lack of tools, or misaligned incentives.

Preparation: inputs, stakeholders, materials, timing, and decisions needed

Before launching coaching, clarify the impacted roles, expected behavior changes, known resistance points, training completion data, readiness feedback, and adoption measures. Prosci recommends assessing individual and group progress through ADKAR and measuring adoption through speed, utilization, and proficiency [Prosci]. (prosci.com)

Stakeholders usually include the change manager, people managers, impacted employees, sponsors, HR/L&D, subject matter experts, and peer mentors. Materials should include role-based talking points, job aids, practice scenarios, success criteria, escalation routes, and a simple coaching worksheet. Decide who coaches whom, what is confidential, what is documented, and when themes are escalated to the project team.

Time the intervention across phases. During design, use coaching to test role impacts. Before go-live, rehearse new tasks. During hypercare, solve live issues. During sustainment, reinforce the behavior until it becomes normal practice.

Step-by-step facilitation guide

  1. Diagnose the barrier. Identify whether the issue is awareness, motivation, knowledge, ability, reinforcement, workload, or tool/process design [Prosci].

  2. Match the coach to the need. A manager may coach on priorities and expectations; an SME may coach on technical steps; a peer mentor may help with confidence and practical shortcuts.

  3. Contract the conversation. Explain that the session is to help the employee succeed in the change, not to surprise them with a performance judgment.

  4. Use the employee’s real work. Ask what task, decision, customer interaction, system step, or behavior is most difficult.

  5. Coach, do not only tell. MIT describes coaching as a partnership that creates shared understanding of what must be achieved and how [MIT HR]. (hr.mit.edu)

  6. Practice and give specific feedback. Use a real example, demonstration, role play, or side-by-side task completion. SHRM emphasizes ongoing feedback and enough support for improvement rather than delayed appraisal-style criticism [SHRM, 2008]. (shrm.org)

  7. Agree a short action experiment. Define what the employee will try, what support they need, and what evidence will show progress.

  8. Follow up and feed learning back. Capture themes, not private details, so the change team can improve training, job aids, process design, or sponsor messaging.

Example: how this could be applied in a real change initiative

A sales organization introduces a new CRM process. Training attendance is high, but opportunity data quality is poor and sales managers say reps are still using spreadsheets. The change manager reviews adoption data and learns that reps understand the system but lack confidence applying new qualification stages during live customer calls.

Managers run 30-minute coaching sessions using each rep’s active pipeline. They ask the rep to explain one opportunity, identify the correct stage, practice the customer question that would confirm the stage, and enter the update in the CRM. High-performing reps mentor those who need more practice. The adoption lead aggregates common issues and updates the job aid. Progress is measured through CRM utilization, data accuracy, reduced rework, and manager observation of call behaviors.

Roles and responsibilities

Role

Responsibility

Change manager

Designs the coaching approach, provides tools, tracks adoption themes, and ensures coaching aligns to change outcomes.

People manager

Holds role-specific coaching conversations, reinforces priorities, removes blockers, and models the new behavior.

Employee

Brings real work examples, names barriers honestly, practices the new behavior, and follows through on agreed actions.

Sponsor

Reinforces why the change matters and ensures managers have time and permission to coach.

HR/L&D or adoption lead

Builds coach capability, supports sensitive cases, and connects coaching to learning strategy.

SME or mentor

Provides practical expertise, demonstrations, and peer support.

Common mistakes to avoid

Avoid treating coaching as a communication cascade or status check. Avoid assuming resistance is attitude when it may be a skill, confidence, workload, or process issue. Do not give generic advice disconnected from the employee’s role. Do not ask managers to coach without preparing them. CIPD notes that line managers are often expected to coach, but power dynamics and impartiality can affect the coaching relationship [CIPD, 2025]. (cipd.org)

Also avoid measuring only coaching completion. A full calendar of one-on-ones is not adoption. The test is whether people use the change correctly, confidently, and consistently.

Measures of success or adoption indicators

Track leading indicators such as coaching completion, confidence scores, readiness pulse results, unresolved blockers, and quality of action plans. Track adoption indicators such as speed of adoption, utilization, proficiency, error rates, rework, help desk tickets, process compliance, and observed behavior change [Prosci]. (prosci.com)

Where possible, connect these indicators to business outcomes: cycle time, customer experience, risk reduction, revenue quality, productivity, or employee experience.

Checklist for the change manager

  • Define the specific behavior or skill gap the coaching will address.

  • Segment audiences by role, impact, readiness, and resistance level.

  • Prepare managers, mentors, or SMEs with a simple coaching guide.

  • Provide job aids, examples, practice scenarios, and escalation paths.

  • Clarify confidentiality and documentation expectations.

  • Schedule coaching before, during, and after go-live.

  • Capture themes and feed them back to the project team.

  • Measure adoption, not just coaching activity.

Optional reusable coaching agenda

30-minute one-on-one coaching agenda

  1. Purpose: “This conversation is to help you apply the change successfully in your role.”

  2. Context: “What part of the change feels clear, and what still feels difficult?”

  3. Barrier diagnosis: “Is the challenge the reason for the change, willingness, knowledge, confidence, tools, time, or reinforcement?”

  4. Real-work practice: Review one task, case, customer interaction, system step, or decision.

  5. Feedback and guidance: Coach the specific behavior needed for adoption.

  6. Action: Agree one thing to try before the next check-in.

  7. Follow-up: Confirm support needed, success evidence, and next contact.

References

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