# Tough Conversations?

**URL:** <https://community.hubspot.com/t/tough-conversations/131897>\
**Category:** Founder Focused\
**Created:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897 "2025-05-09T16:38:01Z")\
**Posts on this page:** 8\
**Page:** 1

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**Author:** ![alliekerr](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/alliekerr/32/28324_2.png) [@alliekerr](https://community.hubspot.com/u/alliekerr)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/1 "2025-05-09T16:38:01Z")

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Leadership means navigating tough conversations—with co-founders, teams, clients, investors. What’s one thing that’s helped you handle them better? --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![MHerron](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/mherron/32/99690_2.png) [@MHerron](https://community.hubspot.com/u/MHerron)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/2 "2025-05-09T16:38:02Z")

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Get your facts in order, dot your legal “i’s” and “t’s” and have the discussion. DON’T PROCRASTINATE! Pro-tip, if you’re unsure what the message or need an outline, feed the facts into an AI tool of choice, I like Claude or Perplexity, and ask for advice including things NOT to so. To the point with no embellishment is always best. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![Unknown\_Connect](https://avatars.discourse-cdn.com/v4/letter/u/aca169/32.png) [@Unknown\_Connect](https://community.hubspot.com/u/Unknown_Connect)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/3 "2025-05-09T16:38:03Z")

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Being honest, humble, thick-skinned and direct. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![Raffy](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/raffy/32/31408_2.png) [@Raffy](https://community.hubspot.com/u/Raffy)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/4 "2025-05-09T16:38:04Z")

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Being honest has served us well. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![KathyEastwood](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/kathyeastwood/32/84245_2.png) [@KathyEastwood](https://community.hubspot.com/u/KathyEastwood)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/5 "2025-05-09T16:38:05Z")

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Ensure that the end vision and expectations have been clearly EXPRESSED, then ENGAGE with the other person the way they will respond best - fact based, with care and intention, etc., EXECUTE with clarity and purpose, all powered with EMOTIONAL INTELLIGENCE. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![TKrypas](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/tkrypas/32/18522_2.png) [@TKrypas](https://community.hubspot.com/u/TKrypas)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/6 "2025-05-09T16:38:06Z")

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Clear goals, clear timeline and guidance to understand better the terms and the situation. and of course a feedback. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![SMacNeil2](https://avatars.discourse-cdn.com/v4/letter/s/e480ec/32.png) [@SMacNeil2](https://community.hubspot.com/u/SMacNeil2)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/7 "2025-05-09T16:38:07Z")

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The one thing that has helped? Listening intently to the other party rather than being hellbent on getting my point(s) across. Often, they know there is an issue, they know why it is an issue, and their role in it. Rarely do we leave without proper resolution, whether that is how to move forward or move on. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.

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**Author:** ![Raffy](https://d10pqhm3lwygmk.cloudfront.net/user_avatar/community.hubspot.com/raffy/32/31408_2.png) [@Raffy](https://community.hubspot.com/u/Raffy)\
**Post date:** [May 9, 2025, 4:38pm UTC](https://community.hubspot.com/t/tough-conversations/131897/8 "2025-05-09T16:38:08Z")

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Will keep this in mind as we wrap up a project that shouldn’t have even started. --- This post was migrated from [connect.com](http://connect.com) and was originally published at an earlier date.
