Dealing with the “Shoulds.” Boundaries for Family and Friends {Ep 229}

Dealing with the “Shoulds.” Boundaries for Family and Friends {Ep 229}

From Tuesday Talks with Darleen by Darleen Redman

June 1, 2026 · 13 min · Season 5 · Episode 229

About this episode

Darleen Redman discusses setting boundaries with family and friends to manage the pressure of external opinions while building a business.

Send us Fan Mail Everyone has an opinion when you start a business and somehow they get louder the moment you begin to succeed. I'm talking about the endless “shoulds” that come from family, friends, and people who mean well but aren’t building what you’re building and how that noise can drag you into second guessing, overexplaining, and changing your work just to keep the peace. I share simple, real world boundary setting for small business owners. Why the people closest to you are of...

People in this episode

Host: Darleen Redman

Topics covered

  • boundaries
  • family
  • friends
  • business
  • entrepreneurship
  • self-doubt

Keywords

  • shoulds
  • boundaries
  • small business
  • opinions
  • success
  • self-exploration

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