Overcoming Overthinking—Take the Leap

Overcoming Overthinking—Take the Leap

Overcoming Overthinking—Take the Leap

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“How do you feel about France?”

The question came in via email from author, editor, and teacher Allison K Williams (no period on that K—a story my editor’s soul of course had to ask about*).

It was not rhetorical. Allison leads a lot of retreats all around the world, and her usual co-teacher for this one found himself unable to go this year, so she invited me to fill in.

Allison is someone I’ve known peripherally through our similar fields of work and through mutual friends and colleagues for some time, and when one of them introduced us directly, thinking we’d have much in common, we realized in fact we did. We have since become friends and are both part of a small mastermind group of fellow professionals in our field where we get together regularly, virtually speaking.

I’ve learned that her approach to story craft and editing is very similar to mine and I have come to greatly admire her skill and knowledge, so I knew that in many ways would be a good match as co-teachers.

It wasn’t a last-minute invitation; she was asking months ahead of the event itself, which happened to fall at a time where a hole had just surprisingly opened up in my schedule. I love travel, love working with authors, and I have been retreat-curious for a long time, but hesitant to plan one on my own.

In many ways the offer couldn’t have been more perfect or more welcome.

And yet I hesitated.

Meticulous and thorough by nature, I asked Allison a lot of questions about the retreat itself, the location, the schedule, the logistics, what we’d be teaching, who the attendees would be, etc. She patiently fielded all of them, and every answer was pretty much just what I would want to hear, indicating the retreat was well planned, would offer useful and actionable information and resources to attendees, and sounded like a ton of fun: a week at a gorgeous boutique resort in a stunning location in the southwestern Pyrenees region of France working closely with authors alongside a friend and colleague I deeply enjoy.

And yet… “Can I have a couple of days to think about it?” I asked Allison. Again she graciously accommodated me.

I talked it over with my husband. I weighed all the information and considered all the eventualities and concerns I might have, ranging from being away from home and work for a week (on the heels of two other trips I’m taking this summer), to the higher demands of a retreat than a typical writer’s conference, to the sheer logistics of travel.

Despite my keen interest I was still waffling on whether I should commit, and finally I called my best friend to talk out my thoughts with her.

I didn’t get very far. As soon as I told her about the opportunity and how I felt about Allison, she said, “Of course you have to do it.”

And suddenly it was all so crystal-clear: The retreat ticked nearly every box I would have wanted to check in being part of an event like that, and yet I was hesitating because I couldn’t predict or control for every factor.

Break Out of the Loop

I don’t think I’m alone in this kind of overthinking and overanalysis paralysis. I heard from an author just this week who’d been working on a manuscript for quite some time and was now waffling on whether he should change the point of view from third person to first. And that’s far from unusual; I often talk to others who get lost in minutiae and details in the search for the perfect, exact right way to write their story.

Regular readers already know what I’m going to say about that: There’s no such thing. You cannot control for every variable. There is no right path you must miraculously discover, and you will never know whether the decisions you make are the “right” ones, even after they are made. Choose a path and walk down it, because the option is to just stand at the trailhead staring down the possibilities ahead of you but never take a step forward.

Read more: “You Have to Make Choices and They All Have a Cost

This applies to so many aspects of your writing: The idea that you’re still noodling on because you don’t think you’re quite ready to start writing it. The author who gets lost in research or outlining or studying craft in preparation to be able to write a story instead of actually writing it, which is the best way to find the answers they’re looking for. The authors who hem and haw over submitting their work, wanting to do just one more tweak or revision, or who bring in editor after editor to help them keep polishing it into perfection.

Again, regular readers can predict what I’m going to say here: There is no such thing. Perfect is a moving and entirely subjective target—a concept that does not exist.

All these authors are doing is getting so lost in rumination over something that they’re not actually doing the thing, the same way I was in obsessively parsing out every potential detail. I was trying to predict and pin down every unknown before accepting Allison’s delightful opportunity.

Read more: “The Great and Terrible Power of ‘No’ in Your Writing

Allison herself helped me cut through my mental noise in the most tactful and gracious of ways. On my third or fourth round of follow-up questions she wrote, “I really appreciate your attention to detail and how prepared you want to be. Do know that I am totally confident about everything you deliver. It’s a pretty relaxed retreat.”

Her confidence and calm brought out my own, and I realized that I don’t need to know every little thing about what to expect. Not only can I not know exactly what the retreat will be like ahead of time, but if I did it would rob much of the spontaneity, authenticity, and magic from it. Much of the joy and experience of it will be what Allison and the other authors and I create organically together, in each moment.

And of course she was utterly right that that was all that really mattered. I don’t know what this experience is going to be like or whether it’s going to be something I want to repeat, but I know I want to have the experience.

Get Out of Your Way and Do the Thing

All the planning and imagining and research in the world aren’t going to give you the experience of writing the story. Until you do you won’t know whether it will come together, whether it can be as good on the page as it is in your head. Until you hit “send” and submit or publish it, you’ll never know how agents or editors or readers will respond to it.

Until you do the thing, you will never know what you can do. You may live your life in a safe little box, protected from failure or disappointment or difficulty…but withering into stagnation. That’s no life at all. And it’s no way to build a creative career: Writers write.

Teachers teach. I’m off in August to Pau, France for a week of a writers’ retreat that looks to be wonderful, informative, constructive, supportive, and fun. I have faith that it will be because of what Allison, the other writers, and I will bring to it.

That’s all I really need to know. The journey happens while we’re there, taking it together.

If you want to find out more along with me on what to expect at the retreat—my very first one!—join me and Allison for a virtual open house Saturday, May 16, at 3pm EST (12pm PST) as we talk and answer your questions about the craft lessons we’ll be teaching and all the other hands-on writing activities (live edits, one-on-ones, free writing time, and more), daily discussions, and the outings, chef-prepared food, wine and cheese tastings, accommodations, and the idyllic setting in southwestern France surrounded by the Pyrenees (the mountains, not the dogs, although HOW COOL would that be?). Learn more about the retreat here, and you can register for the free open house May 16 here.

Clos Mirabel Writing retreat
Join me and Allison K Williams in the French Pyrenees for the weeklong “Sentence, Scene, and Structure” writing retreat

Authors, since this will be my first time, I’d love to hear your thoughts on writing retreats. Have you attended them before? What were they like, and how did they impact your writing and your career?

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*And about that “K” in Allison’s name. Here’s the lovely story of why she doesn’t use a period after it: “I needed a distinguishing initial, as the actor Allison Williams was getting famous right when I was publishing,” Allison explained. “I had a dear friend, Kate, who was a writing muse and influenced my work and my process a lot, so I took that initial to honor her, and I’m glad I did it before she died as she was very pleased by that!”

6 Comments. Leave new

  • Tiffany, your post is timely as I am in France right now on an anniversary trip, doing a river cruise to Normandy then 5 days in Paris. As for writer’s retreats, I have not been on one, but envision it as representing a great commitment and incentive for a writer to forge ahead on their current writing journey. I look forward to attending a retreat you may offer in the future as I know it will be well planned and executed.

    Reply
  • It sounds wonderful, and I can’t wait to hear how it goes! Never been on a retreat or even considered it. I can’t write if someone is breathing in the next room!

    Reply
  • Tiffany,

    I’ve never been on a writing retreat, but I have been to France, and the countryside is beautiful! I’ve never seen greener grass.

    During my two decades of teaching, one of the things that my students appreciated was when I could say that I didn’t have the answer to a question. But I would think about it, and if I couldn’t find it, I would ask someone who would know. In doing so, I earned the respect of my students, and I learned something. Often these questions came from a place of thinking about things differently. I also think that those moments where an answer isn’t readily available can be an opportunity for some brainstorming and problem-solving. So, as someone who has attended many of your webinars, I know you will bring your best to the retreat!!

    As for the analysis paralysis, that is something I finally worked through this week as I revise, edit, and rework my MS. I was working on a new scene, and my usual routine is to rework, rework, and rework it until it is as good as I can get it. But this time I let it go as is, knowing that the scene will marinate in the back of my mind and solutions will come. I then moved on to revising the next scene, and felt forward progress even if I’m not to the final round of revisions. Getting out of the stagnation was freeing!

    Reply
  • Phyllis Unterschuetz
    April 30, 2026 12:39 pm

    How funny that I would read this essay as I’m lying in bed on the day I’m coming to your presentation in Atlanta. Last night I was in the frame of mind you describe. Should I buy a ticket to hear you speak, or shouldn’t I? My extended family is struggling with some very serious financial issues at the moment, and $35 is a lot of money for me. But for that price, I would get a signed copy of your book as well as the opportunity to meet you. But I don’t even know you, I’ve never read any of your books, and I only want to hear you speak because I started following you on Substack. And I detest driving in Atlanta traffic at that time of day. Detest! I’m 77 years old, and I really love settling down in my little house in the suburbs and having a calm quiet dinner. And yet, I might get so much out of the evening. I might meet other Atlanta writers. I might hear you talk about your memoir, which is what I’m writing. I might get to tell you about the Southwest of France, which is where my memoir is set in 1971. But what if none of that happens? What if you’re swamped by fans and I don’t get to talk to you at all? What if everyone else who comes is a fiction writer and I can’t relate to anybody? What if I regret spending the money and braving the traffic? Yeah, but what if it turns out to be one of the best events of my writer life? Well anyway, you see how it went. And in the end, my innate optimism one out and I hit “buy your ticket.” See you in a few hours. Glad you’re going to France!

    Reply
  • Having just taken an online Query Bootcamp from Allison, I can agree whole heartedly that she is very patient, kind, and incredibly knowledgeable. You two will make an awesome team! A dream team, actually, for those of us who have taken classes from both of you.

    Reply

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