4 Ways to Get Positive Results From Uncomfortable Conversations Business, and adult life generally, requires talking about a lot more than what you did last weekend.

By Tor Constantino

Opinions expressed by Entrepreneur contributors are their own.


Let's be honest, not every conversation is a good one.

The category of "uncomfortable conversations" runs the gamut from boring to confrontational. It's safe to say there are some conversations that no one seeks.

Within a business environment, the vast majority of conversations that we try to avoid tend to be uncomfortable at best.

These can be anything from a performance review, discussion around a shift in resources, seeking a pay raise or promotion, organizational realignment, notice of increased workload or longer hours, reduction in force or benefits, retirement of a beloved colleague, among any number of other possibilities.

We've all had one of these uncomfortable workplace conversations. Here are some tips to keep in mind that can help make such discussions a bit more manageable.

1. Recognize that uncomfortable doesn't have to be negative.

Most of us assume that an uncomfortable conversation has to be negative---but it doesn't. It's the responsibility of the conversation initiator to set the tone, content and climate of the discussion.

Even if the content of the conversation is not the best news, a collaborative climate and upbeat tone can transform a potentially negative moment into something better.

Related: 9 Phrases Smart People Never Use In Conversation

2. Have it sooner rather than later.

If the conversation content and circumstances are unavoidably negative, don't delay the conversation but rather deal with it quickly.

A great reminder of this fact is the oft-quoted phrase, "Bad news doesn't get better with time."

Related: Attention Millennials: How to Excel at the Dying Art of Phone Conversations (Infographic)

3. Establish clear expectations and next steps.

Once the situation is out in the open, participants need to have clear expectations of each other and what's next.

In my first corporate job, I inherited an employee that had a pattern of poor performance and a lousy attitude.

With support from HR, I had a talk with the woman and placed her on a performance improvement plan with the stipulation that if she successfully completed it within 60 days and maintained a strong performance for six months, I'd assign her to a key account that I knew she was interested in.

Setting those expectations and next steps worked incredibly well in this instance and every other time I've had to use them since.

Related: Here's How to Strike Up a Conversation With Almost Anyone

4. Convey that the future will be better than the current reality.

Sometimes the other individual is hesitant to admit the gritty reality of the current situation.

It's critically important in those types of instances to clearly communicate that the current path is unsustainable and there needs to be a course correction by one or more of the individuals involved.

Without that course correction in the form of attitude, behavior or mindset---everyone involved in the discussion needs to understand the consequences that will follow, affecting them all. Consequences are different than expectations; however, clarity around both is critical in any relationship.

While there's no magic bullet to solve all communication issues, these tips can help manage successful execution and resolution of tricky conversations.

Tor Constantino

Former Journalist, Current PR Guy (wielding an MBA)

Tor Constantino is a former journalist, consultant and current corporate comms executive with an MBA degree and 25+ years of experience. His writing has appeared across the web on Entrepreneur, Forbes, Fortune and Yahoo!. Tor's views are his own and do not reflect those of his current employer.

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