Conflict Resolution – Case Study

Transformed a failing personal assistant engagement—on the verge of termination—into a flourishing, high-functioning relationship

A successful business owner was on the verge of firing their long-time personal assistant. The working relationship had deteriorated, filled with frustration, unmet expectations, and emotional stress.

a woman sitting at a table with a laptop

PROBLEM

  • Communication between the owner and assistant had broken down entirely.
  • Tasks were frequently missed, delayed, or misunderstood.
    The assistant felt unappreciated and unclear on expectations.
  • The owner felt unsupported and increasingly resentful.
    Emotional friction created a toxic undercurrent, affecting daily performance.
  • The assistant was vital to operations, but the relationship had become unsustainable.

PROBLEM

  • Communication between the owner and assistant had broken down entirely.
  • Tasks were frequently missed, delayed, or misunderstood.
    The assistant felt unappreciated and unclear on expectations.
  • The owner felt unsupported and increasingly resentful.
    Emotional friction created a toxic undercurrent, affecting daily performance.
  • The assistant was vital to operations, but the relationship had become unsustainable.
  • The root issue wasn’t competence — it was a lack of clarity, boundaries, and communication structure.
  • No formal expectations had been set; everything was handled reactively and emotionally.
  • The assistant felt constantly corrected or blamed, without knowing what success looked like.
  • The owner expected executive-level initiative but hadn’t clearly communicated that standard.
  • There was no shared language or framework for requests, follow-ups, or accountability.

DISCOVERY

  • The root issue wasn’t competence — it was a lack of clarity, boundaries, and communication structure.
  • No formal expectations had been set; everything was handled reactively and emotionally.
  • The assistant felt constantly corrected or blamed, without knowing what success looked like.
  • The owner expected executive-level initiative but hadn’t clearly communicated that standard.
  • There was no shared language or framework for requests, follow-ups, or accountability.

DISCOVERY

SOLUTION

  • Defined clear roles, responsibilities, and communication norms.
  • Established a neutral framework for tasks, updates, and check-ins to reduce emotional tension.
  • Introduced a shared task tracker for visibility and reduced micromanagement.
  • Coached both parties on emotional triggers, communication styles, and how to give and receive feedback.
  • Created a weekly check-in rhythm to align expectations and resolve small issues early.

SOLUTION

  • Defined clear roles, responsibilities, and communication norms.
  • Established a neutral framework for tasks, updates, and check-ins to reduce emotional tension.
  • Introduced a shared task tracker for visibility and reduced micromanagement.
  • Coached both parties on emotional triggers, communication styles, and how to give and receive feedback.
  • Created a weekly check-in rhythm to align expectations and resolve small issues early.
  • Held a joint session to reset expectations and clarify roles.
  • Reintroduced the assistant’s responsibilities with structure and transparency.
  • The owner adopted a more composed and structured communication style.
  • Rolled out a shared tracking tool for weekly and daily task updates.
  • Scheduled regular check-ins to reinforce structure and address concerns proactively.

IMPLEMENTATION

IMPLEMENTATION

  • Held a joint session to reset expectations and clarify roles.
  • Reintroduced the assistant’s responsibilities with structure and transparency.
  • The owner adopted a more composed and structured communication style.
  • Rolled out a shared tracking tool for weekly and daily task updates.
  • Scheduled regular check-ins to reinforce structure and address concerns proactively.

RESULTS

  • The relationship was fully repaired within weeks.
  • Daily operations ran smoothly, and the owner felt consistently supported.
  • The assistant became more proactive, organized, and empowered.
  • The owner regained trust and mental bandwidth, no longer needing to micromanage.
  • What was nearly a termination became a high-functioning partnership built on clarity and mutual respect.

RESULTS

  • The relationship was fully repaired within weeks.
  • Daily operations ran smoothly, and the owner felt consistently supported.
  • The assistant became more proactive, organized, and empowered.
  • The owner regained trust and mental bandwidth, no longer needing to micromanage.
  • What was nearly a termination became a high-functioning partnership built on clarity and mutual respect.
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