by Alyson Thompson
Planning a wedding is emotional work. Nobody really tells you that — but I will. I'm Alyson Thompson, Chicago wedding planner and host of Let Me Ask You This. The logistics are real, the decisions are endless, and the emotions that show up alongside all of it? Nobody prepares you for those either. This isn't a tips podcast. It's a thinking space. So let me ask you this — what would it feel like to plan your wedding and actually enjoy it?
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Publishing Since
7/24/2025
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June 23, 2026
<p>At some point during planning, someone is going to say it. "You have to invite so and so." "The wedding is really for your family." "Your guests traveled, you need to think about them."</p><p>And they're not entirely wrong — your guests matter. But somewhere along the way that idea gets distorted into something that quietly pushes you out of the center of your own wedding. And that's where it becomes a problem.</p><p></p><p>In this episode we're talking about one of the most pervasive ideas in wedding planning, where it comes from, what it costs you when you let it drive every decision, and how to stay at the center of your own day without being a bad host.</p><p>Because you can be an incredible host and still have a wedding that is deeply, unapologetically yours. Those two things are not in conflict.</p><p><i>Connect with Alyson:</i><br />🌐 <a rel="noopener noreferrer nofollow" href="http://birdcageandblushers.com" target="_blank">birdcageandblushers.com</a><br />📲 @birdcageandblushersweddings</p>
June 2, 2026
<p>You got engaged and you expected to feel excited. And you do — but somewhere in the middle of the planning process, something else showed up too. Something heavier. Something nobody really prepared you for.</p><p>The decisions are endless. The opinions are loud. The emotions that surface are ones you didn't see coming. And on top of all of it, you're wondering if something is wrong with you for feeling this way.</p><p>Nothing is wrong with you. This is just the part nobody warns you about.</p><p>In this episode we're talking about what actually makes wedding planning so emotionally heavy, why the weight of it catches even the most organized couples completely off guard, and how to move through it in a way that doesn't cost you the joy of the experience.</p><p>This one is for the couple who is already in it — already planning, already feeling the weight of it, and wondering if it's supposed to feel like this.</p><p></p><p><i>Connect with Alyson:</i> </p><p>🌐 <a rel="noopener noreferrer nofollow" href="http://birdcageandblushers.com" target="_blank">birdcageandblushers.com</a> </p><p>📲 @birdcageandblushers</p>
May 27, 2026
<p>The investment in full service wedding planning is significant. And most couples, when they see the number, immediately ask: is it worth it? In this episode I want to reframe that question entirely — because the real question isn't whether you can afford a planner. It's what you're actually getting when you hire one. We're talking about the mental load it removes, the expertise it brings, and the elevated result it makes possible. This one is for anyone who has ever wondered what a planner actually does — and whether the investment makes sense for them.</p>
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Planning a wedding is emotional work. Nobody really tells you that — but I will.
I'm Alyson Thompson, Chicago wedding planner and host of Let Me Ask You This. The logistics are real, the decisions are endless, and the emotions that show up alongside all of it? Nobody prepares you for those either.
This isn't a tips podcast. It's a thinking space.
So let me ask you this — what would it feel like to plan your wedding and actually enjoy it?
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