You’re Closer Than You Think
Practical Ways for Writers to Build Confidence and Actually Go After What You Want
Guest Post by Tamara Gilmore
There’s a part no one really spells out. You scroll past writers who seem to be doing everything right and think, ” Must be nice as if confidence is something you’re handed at birth. As if clarity is reserved for the lucky few who woke up one day with a five-year plan and a color-coded editorial calendar.
Truth is, nobody’s walking around with a master blueprint. Not even the ones who look like they are.
What they do have are small patterns they repeat. Ways of thinking that stack up. Tiny decisions that, over time, start to look like momentum. And you don’t need a personality transplant to build that. You can begin before you close this tab. Let’s get into it.
Start Smaller Than You Think Makes Sense
You want to write a book, but you haven’t written anything longer than a caption in months. You want to pitch essays, but the blank document keeps winning. You want to feel confident sharing your work, but putting it out there still feels like a high-stakes sport.
Your instinct might be to wait until you feel ready. To announce a bold plan and overhaul your life in one dramatic sweep.
Try the opposite.
Write a single sentence. Send one pitch. Make one clear point in a meeting instead of rehearsing the perfect speech in your head. The action itself isn’t the point. The point is showing yourself that when you decide to do something, you follow through. Confidence grows from that track record. Not from one big win, but from dozens of quiet promises you kept.
Stop Acting Like You Need Approval
Somewhere along the way, you may have learned that your goals should make sense to everyone else first. That they should be practical. Explainable. Easy to justify at dinner parties.
Meanwhile, you edit yourself down to something more acceptable.
Here’s the thing: most people are too busy replaying their own awkward moments to dissect your ambition. The spotlight you feel isn’t nearly as bright as you think.
Write down what you actually want to make. Not the watered-down version. The one that makes you hesitate a little. That discomfort isn’t a warning sign. It’s the stretch between where you are and where you’d like to be.
Make the Career Move You Keep Mentally Rehearsing
There’s probably a professional shift you keep circling back to. The idea that pops up during your commute or halfway through a meeting that could’ve been an email.
Maybe you want to go fully freelance. Maybe you’ve been quietly building toward landing anchor clients or launching a newsletter. Maybe you’ve imagined running your own content business, but you talk yourself out of it because you don’t feel established enough yet.
Here’s what that actually requires: treating your writing like a business. That means setting rates and holding them, pitching consistently, and handling the structural stuff most writers avoid — like using a formation service to form an LLC and getting an EIN so you’re protected and set up to get paid properly. It’s not glamorous, but it’s what separates a writing career from a writing hobby.
If your biggest objection is, “I’m not ready yet,” you’re probably more ready than you think.
Take Inventory of Where Your Energy Goes
You’ve heard the line about being the average of the five people you spend the most time with. It sticks around because there’s truth in it.
But it’s not just people. It’s the writing communities in your orbit. The group chats. The running commentary in your own head.
Start noticing what leaves you feeling steady and what leaves you drained. That contrast tells you something. You don’t need to make a grand exit from your social life or delete every app. Just tilt the balance. A bit more time in spaces that stretch you. A bit less in ones that shrink you.
Small shifts add up.
Be Willing to Be Green
If you want to grow as a writer, you’ll have to tolerate being inexperienced.
That means asking the basic question and taking the workshop where you’re not the most advanced person in the room—speaking up before your voice feels completely steady.
You get better by being bad first. There’s no shortcut around that. And most people aren’t keeping score of your missteps anyway—they’re too busy navigating their own.
Give Credit for the Boring Wins
Big milestones are easy to celebrate. Publications. Launches. Finish lines.
But what about the random Tuesday when you showed up to the page even though you didn’t feel like it? The pitch you sent, even though your stomach was in knots? The choice you made that matched the writer you’re trying to become?
That’s where your writing life is actually built.
Notice those moments. Say it plainly: that was uncomfortable, and you handled it. That’s not hype. It’s an accurate assessment.
The Bottom Line
Living well isn’t an aesthetic. It’s not a curated feed or a perfectly mapped plan. It’s a series of ordinary choices made on purpose.
You don’t need to have everything solved. You don’t need a flawless strategy.
You need one honest step you’re willing to take today.
So what’s it going to be?
Tamara Gilmore is a dog walker and business consultant. She is the founder of Pup Jobs and the author of the forthcoming book, Bow Wow Business: All the Stuff You Need to Know to Become a Successful Dog Walker
Image Courtesy of Tamara Gilmore and FreePik