Quick, Send the Heads-Up Email

Here's what we know: People don't like surprises,…

An episode of the The Speak Easy Podcast podcast, hosted by Jen Estill and Karen Stefl — creative studio entrepreneurs, brand and video experts, boss ladies, moms, titled "Quick, Send the Heads-Up Email" was published on July 1, 2025 and runs 15 minutes.

July 1, 2025 ·15m · The Speak Easy Podcast

Summary

Here's what we know: People don't like surprises, especially unpleasant ones, and when information is missing, they'll fill in the gaps — rarely with generous assumptions. We break down why proactive communication with clients, your team, and even in your personal life feels harder than it should be, then share strategies for getting ahead of the narrative. From understanding why we avoid these conversations (spoiler: we assume people know more than they do) to crafting that perfectly timed heads-up email, we explore how transparent communication builds trust and prevents those awkward moments when everyone's caught off guard. It's not about having everything perfect; it's about communicating with intention before situations spiral out of control.

Episode Description