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Freelance Writing Coach

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Rating
★★★★★
4.8
from
40 reviews
This podcast has
88 episodes
Language
English
Date created
2021/02/08
Latest episode
2025/05/26
Average duration
26 min.
Release period
33 days

Description

Kaleigh Moore and Emma Siemasko have long shared a dream: to build the world’s most fulfilling freelance writing businesses. Over the past 8 years, the two friends have become successful freelance writers, finding new clients (hello Salesforce + Vogue Business); refining their service offerings; building six-figure businesses; and ultimately, creating their dream careers. Now, they’re sharing everything they know and discussing what they’ve yet to find out. Why? Because they know you can build a great freelance writing business, too. But first, you gotta get real. On Freelance Writing Coach, Kaleigh and Emma discuss all things related to building a successful freelance writing business. Topics include things like client boundaries, digital products, rates, proposals, loneliness, and much more. Their promise? To tell it like it is.

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Podcast episodes

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Our final episode and a look back at 10 years of freelancing
2025/05/26
For our final episode of this podcast, we look back at our past 10 years of freelance writing and look forward to what we hope is next for us. This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
A Deep Dive into Freelance Writing Templates
2025/05/19
In this episode, we're diving into the details around the templates we use, tweak, and sell as freelance writers. If you've ever wondered how we boost efficiency in our workdays and cut out the repetitive pieces of day-to-day work, this is a must-listen.  This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Hosting your own in-person events as a freelance writer
2025/05/12
In this episode, we'll share a look under the hood at what it takes to plan, market, and host your own in-person gatherings (meetups, retreats, etc.) as a freelance writer, sharing our own experiences doing just that!This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Upselling: How to add revenue to your client work
2025/05/05
If you're looking for ways to increase your income as a freelance writer, you should consider opportunities for upselling. In this episode, we look at a few options for additional services and add-ons you can offer clients to earn more money and become even more valuable to your clients. This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Journalism & Reporting: Can You Make a Career of It in 2025?
2025/04/28
In this episode, we get into the career path of journalism, the education/types of training available for those wanting to get a secondary degree for it (with costs!), and some hard truths from firsthand experience doing this work. This is a great episode for anyone wanting to pursue this path! This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Gaining a following: Does being an influencer help your business?
2025/04/21
Today we're talking about freelance writers who are launching courses, templates, digital products, and more + the promotion it entails to be successful. To do this well, does a freelance writer need to think of themselves as a full-time Creator or Influencer? We discuss our different stances and experiences doing this work.This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Social Media for Freelance Writers In an Era of Complicated Social Media
2025/04/14
Today, we want to talk about social media in an age of complicated social media. This is more about how we focus our efforts on social media when there is a lot of tumult in the space, whether it's due to political concerns or their own mental health concerns. This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Pivoting careers in a changing market
2025/04/07
Maybe you're at a stage in your career where you're looking to pivot away from freelancing and into something new. Emma and I are considering this ourselves! In this episode, we get into how to think about what's next for you post-freelancing, get out of your own way when it comes to limited beliefs, and take real, incremental steps toward something new.This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
Our Final Season: Catch Up with Hosts Kaleigh and Emma!
2025/04/01
Catch up with your hosts Kaleigh and Emma and hear about what's changed for them since the last season (spoiler alert: a LOT) as well as how we're feeling about the freelance writing landscape in 2025.This season is brought to you by Collective, and they’re giving you your first month free! Just use code FWCP at checkout. Tax season is stressful—no doubt about it. Are you overpaying? Are you even doing it right? It’s a headache, but here’s the good news: you don’t have to figure it all out alone. Collective is built exclusively for solopreneurs and is here to help. If you’re a freelance writer, you could be leaving major savings on the table by not having an S Corp. Collective helped me make the switch last year, and they handled everything—S Corp election, bookkeeping, payroll, taxes—you name it. Now, I get to focus on what I love, without stressing over receipt tracking and tax forms.
How to expand, broaden, and pivot your offerings
2024/03/25
Most of us believe that we can build better businesses if we niche down to become a go-to writer for a particular type of asset in a specific space. Once we do this, however, it can feel hard to expand and grow. What if we want to work in another industry? What if we want to write web copy instead of longform content? In this episode, we offer advice on how to expand, broaden, and pivot your offerings.
How to find a freelance writing mentor (and what IS a mentor?)
2024/03/18
Finding a freelance writing mentor is no easy task: They need to fit in with how you work and take instruction best. In this episode, we share our most impactful mentor experiences and the editors/mentors we learned from the most, plus tips on how to find one for yourself.
Building email lists and sending newsletters
2024/03/11
An email newsletter is a great way to stay in touch with your audience and build your personal brand. But wait…is an email newsletter necessary? Will it actually help you market and sell your freelance services? In this episode, we share how we think about email newsletters and what we’ve seen from our freelance friends: the successes, downfalls, and our personal experiences
Explaining your freelance writing job when you’re off the clock
2024/03/04
What do you say to people when they ask what you do? Does your professional identity as a freelance writer affect how you show up in the world? In this episode, we talk about how to explain what you do when you’re off the clock, surrounded by people who don’t “get it.” We’re also covering what we’re doing outside of work in 2024, what we’re thinking about as freelancers and as people.
What to do when the market is flooded with freelance writers
2024/02/26
You see a post on LinkedIn calling for freelance writers with 750 comments. Is it just you… or does the market seem super saturated? What can you do when it feels harder than ever to differentiate? In this episode, we explore what we’ve been seeing lately and how it’s affected us mentally. We offer advice on how to work around this saturation to continue to build a solid business.
Is the way we write today efficient? A conversation with Rob Carpenter of ButterDocs
2024/02/21
The writing process consists of three steps: (1) researching and outline, (2) productive writing, and (3) editing. But are the tools we use designed for this process? Are we as efficient as we think we are? Is there room to save time and increase our creative output? We sat down with Rob Carpenter, content strategist and Head of Marketing at Butter, to talk about ways to work smarter, not harder.

Podcast reviews

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4.8 out of 5
40 reviews
★☆☆☆☆
coachsmags 2025/05/18
Do you even like doing this podcast?
I listened to a few episodes thinking they were just having a bad day. All of the episodes I listened to were very discouraging, depressing, and like ...
★★★★★
Fgofdihsvi 2023/04/09
Returning to writing and so excited!
I just found this podcast a couple of weeks ago, and though I haven't even listened to half the episodes, it has already educated and inspired me so m...
★★★★★
ScribblingMadly in Maine 2022/11/17
Fresh takes on questions we’re all asking ourselves
Kaleigh and Emma do a great job of serving up concise, valuable and heartfelt commentary on the questions so many freelance writers are asking ourselv...
★★★★★
Ellen Edits 2022/06/04
Binged 5 episodes and you should too.
As a freelance editor who works both with authors pursuing self publishing and freelance writers who need a managing editor for their subcontractors, ...
★★★★★
Shenalyn 2022/03/24
Has taught me to think like a business owner
I’ve been a freelance writer for many years, but have always done it part time around my children’s schedules. Listening to Kaleigh and Emma has helpe...
★★★★★
everala 2022/03/23
Love this podcast
Kaleigh and Emma keep it so real talking about the business of freelance writing. I’m lucky to know both of them in real life, but I love how deep the...
★★★★★
KMoore86 2021/10/11
Must-listen for freelance writers
These two are a breath of fresh air when it comes to potentially boring subject matter (no offense.) So great to hear from two smart women who approac...
★★★★★
Holly_5377335 2021/09/27
Informative and entertaining
After listening to a handful of episodes I can tell this is a great resource! The podcast has really solid content—it covers issues that are relevant ...
★★★★★
JohnSandoval 2021/04/26
The Only Freelance Writing Podcast You’ll Need
Whether you’re a freelance write with years of experience under your belt or a total beginner, you’ll know more than you did before tuning in. Not on...
★★★★★
ohh em gee 04x 2021/04/23
An essential guidebook for freelance writers
Between the two of them, Emma and Kaleigh bring a crazy amount of experience to bear. That experience, along with their genuine love of sharing what t...
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