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How to Handle Tough HR Conversations

To manage your employees effectively, it is critical that you know how to tackle difficult subjects and hold tough conversations when needed. For example, you may need to refuse a raise request, bring up personal hygiene concerns with an employee, or let someone go.

Knowing HR best practices on addressing difficult or sensitive matters, phrasing your message correctly, and maintaining the right documentation will help you conduct HR conversations effectively.

Join our experts, Olivia Cicchini and Kiljon Shukullari, for our next webinar, where they’ll share guidance on confidently holding difficult conversations with employees.

After attending the webinar, you’ll know:
  • How to prepare for tough conversations
  • Best practices for discussing sensitive topics with staff
  • How to decline a raise request
  • How to implement a Performance Improvement Plan
  • How to conduct a termination meeting correctly

Event details

Date: Wednesday, March 26, 2025
Time: 2 pm ET | 11 am PT
Duration: 60 minutes



Sign up here to reserve your spot

Meet Our Speakers



Olivia Cicchini, Employment Relations Expert & Presenter, Peninsula Canada

A licensed paralegal, Olivia has significant insight into legal, HR, and employee management challenges faced by Canadian SMEs. 

She utilizes her employment law knowledge to create relevant and comprehensive content to help small business owners stay compliant with employment standards and health & safety legislation.  

Olivia’s incisive commentary regularly appears on radio, websites and in newspapers. Her views have been featured on CBC Radio, CTV News, CP24, and Toronto Sun.





Kiljon Shukullari, HR Advisory Manager, Peninsula Canada

An experienced HR professional and a Certified Human Resources Leader (CHRL), Kiljon has considerable knowledge of the most relevant topics, trends, and policies in the field — expertise he brings to Peninsula clients.  

Kiljon has extensive experience providing consultation to clients on all aspects of HR management — offering timely answers and effective solutions to their challenges.  

Kiljon often speaks to the media on HR management issues. He's been featured in CP24, Global News, Globe and Mail, and CTV News.