Reframing People-Pleasing as Conditioning

In this episode of Workday Playdate, Erin sits down with Amy Green Smith—life coach, hypnotherapist, and boundary-setting powerhouse—to explore the fine line between being kind and being a doormat. If you’ve ever found yourself saying “yes” when every cell in your body was screaming “no,” this conversation is your wake-up call to stop people-pleasing and start leading with self-worth.

Through raw insights and actionable strategies, Amy reveals how to reclaim your personal power, communicate with confidence, and finally set the boundaries you’ve been avoiding without burning bridges.

Inside This Episode:

• The Worthy Method: A proven framework to help leaders embrace their intrinsic value and prevent burnout.
• Decide, Deliver, Enforce: Amy’s 3-step formula for setting boundaries that stick (and don’t crumble under pressure).
• Emotions as Messengers: How recurring negative feelings point to the boundaries you’ve been neglecting.
• The Fawn Response: Why people-pleasing is both a survival tactic and a self-sabotage trap—and how to break the cycle.
• Courage & Fear: Why fear isn’t the enemy, but the first step toward authentic leadership.

Who This Episode Is For:

• Professionals who say “yes” too often and feel stretched too thin.
• Leaders ready to foster healthier, more empowered workplace dynamics.
• Anyone craving the confidence to set boundaries without guilt.

Tune in to learn how to swap people-pleasing for powerful communication—and if you know someone who needs this nudge, share this episode with them.

Feeling awkward, overthinking your small talk, or wondering if you should’ve just stayed home? Grab our free Networking Without Feeling Weird toolkit. It’s your two-part confidence boost for before and during the event, packed with simple, human strategies that help you walk in clear, grounded, and ready to connect. Download it now and turn “Ugh, networking…” into “That was actually… fun?”

No, You Hang Up First (Let’s Keep Connecting)

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Connect with Amy Green Smith

• Amy’s LinkedIn
• Amy’s website
• Amy’s Instagram

Connect with Erin Diehl x improve it!

• Erin’s website
• Erin’s Instagram
• Erin’s TikTok
• Erin’s LinkedIn
• improve it!’s website
• improve it!’s Instagram