Diana Kelly Levey

FREELANCE WRITING COACHING


Diana Kelly Levey is a freelance coach who now offers one-on-one coaching freelance writing coaching sessions for freelancers who want more personalized freelance coaching help with their careers, freelance writing help, as well as ongoing support and accountability.

As a freelance coach, Diana even offers freelance editing help for freelance article pitches to help you write the best pitch possible for your ideal magazines, newspapers, and online publications.

Schedule a 40-minute freelancing coaching call by booking a call that walks you through proven coaching for freelancers learn more about what you’ll get in the freelance one one-on-one video chat or call.

Why choose this freelance coaching service?

  • Have you ever wanted the ear of someone in the industry to bounce ideas off of? 
  • Felt curious about how your freelance rates stacked up?
  • Wanted to know how to find freelance jobs on LinkedIn? 
  • Wondered where the heck all of the high-paying freelance jobs are?

Diana is a six-figure freelancer who help with all of these goals (and more) on a one-on-one coaching call.

Freelance writing coaching clients have gone on to get published at national magazines, Food Network magazine, Insider, Reader’s Digest, Peloton, and many more dream publications and brands.

Diana was a 2023 Award Nominee for the “Best in Freelance” Category for the national Women in Content Marketing Awards. Diana worked as a staff editor at bestselling U.S. magazines, getting pitches from freelancers and assigning out stories. Her freelance clients include magazines like PEOPLE, Real Simple, Wall Street Journal, Men’s Health, Headspace, Reebok, Nike, Yahoo!, MSN, and many more.

What Can I Expect in a Freelance Coaching Call with Freelance Writing Career Coach Diana Kelly Levey?

I’m here to help you go from “I’m trying my best” to “Oh, I get this now and I’m landing steady work from great freelance clients.”

Here’s how our freelance coaching session flows.

Before the Freelance Coaching Session

You’ll book a time for the call and get a short form to fill out. This tells me where you’re stuck, what you’ve tried, how long you’ve been freelancing, and what you want help with on our coaching call.


This lets us maximize your 40-minute coaching session and jump straight into the important career talk.

During the Career Call Session

We’ll spend 40 minutes focused on your biggest roadblocks. For many clients, they tend to be around pitching, raising rates, finding better clients, how to position oneself, finding a niche, and in general, whatever is keeping you up at night when it comes to your freelance career.


If you send the file you want me to edit as part of the package within two business days before the call, I’ll look at your actual materials (pitch, website, sample, LinkedIn, etc.) and tell you what an editor or content manager really thinks when they see it.


You’ll ask questions, I’ll give honest feedback based on my experiences, thoughts on the industry, what I’m reading/hearing/noticing, and we’ll map out what to do next so you’re not guessing. We’ll stay focused on the freelance topics you outlined in the intake form but if we have time, we can address additional questions or concerns.

After the Session with Your Freelance Writing Coach

Coaching clients almost always tell me they leave these calls feeling energized and motivated.

I’ll send a brief recap with your specific next steps, any resources I can refer you to, and suggestions for what you should do within the next week or month.

You have one month from the call to send over a 600-word document (or less) file, pitch, website, LinkedIn page, or writing sample you’d like me to edit and send back.

What You’ll Walk Away With

  • A simple action plan you can start today
  • More confidence in what you offer and your career next steps
  • Clarity around what’s been holding you back, encouragement and honest analysis on how you can improve, as well as suggestions on how to move forward

Diana absolutely met me where I was in my process, and without judgment. She’s obviously very experienced but never made me feel uncomfortable being honest about where I needed help. “I purchased the 20+ Pitches that Worked PDF and I read it before our coaching call. It was helpful because when we got on our call, we didn’t have to start from the beginning. I already had a sense of what I needed to do so I could ask more targeted questions about my specific situation.”

– Freelancer coaching client, Jessica Moon

Diana exceeded my expectations during our call and I felt inspired. She shared that she looked at my written articles before our call. shared helpful advice, sent links for resources and even followed up with recap notes after our call.

-Freelance writer coaching client, Asha Bey

Diana listens to your freelance writing challenges, questions about how to find freelance jobs, concerns when it comes to raising freelance rates or earning more money and answers your specific freelance career questions via video conference call or phone chat after getting your background information via this intake form.

It’s all part of the proven process for achieving goals that this freelance coach tailors for each one-on-one session with a freelancer.

Diana Kelly Levey, freelance coaching instructor, freelancer mentos

Writers, this initial freelance coaching session comes with a line edit (max 600 words) of a document of your choice, whether it’s one article pitch example, article, blog post, LinkedIn page, or a page on your website.

Valued at over $250, you’ll get this 40-minute freelance writing coaching session and edit (along with a follow-up email) for $130 USD.

This freelance coach individual service is for beginner freelance writers, experienced freelancers, anyone who wants to learn how to earn more money per hour freelance writing, how to find new freelance clients, how to define their niche, and for those writers who want support with their professional and financial goals.

Everyone could use guidance and hand-holding at times!


Freelance Coaching Client Testimonials from Freelance Writing Coach Clients

Freelance writing coaching reviews from freelancers who’ve used Diana Kelly Levey’s freelance coaching services.

They’ve been published in a variety of national outlets, including Food Network, Reader’s Digest, Muscle & Fitness, Insider, Healthline, and many more.


“I signed up for Diana’s freelance coaching session to learn how to find content marketing clients and quickly got $2,000 worth of assignments from a new client within weeks! I used one of the pitching tactics Diana shared and it worked. Diana had great suggestions for me that were personalized based on my background and experience. I’d recommend her coaching to others!” -Natalie Rizzo, MS, RD

“Since I am a blogger/copywriter just beginning to look into my freelancing options, I thought this freelance coaching session was extremely helpful in helping me pinpoint possible niches and the first steps I need to take. I already signed up for a follow-up coaching session.” – Trisha Traughber

“Diana’s freelance coach session was personalized and we went over pitches I was struggling with along with tips to solve the issues. I would definitely sign up for a future coaching session because Diana’s knowledge and her experience was beneficial in helping me focus on companies as potential higher-paying freelance clients. Diana is very responsive and helpful–even after the call!” – Jennifer D.

“Diana spent time listening to my concerns and coming up with ideas specific to me. She listened carefully and gave me concrete steps to work on. She gave me advice on how to position myself as a writer in my area of interest. Shortly after the call, I was motivated to draft a new website and came up with some ideas to write about.” -Margo S., freelance writing coaching client


The first freelance coaching session with Diana was incredibly helpful. I’ve been a copywriter and web developer for about 10 years. I’ve been looking for mentorship because even though I know the ropes of the actual work, running my own freelance business in a sustainable, profitable way hasn’t been as clear. Diana helped me to achieve clarity on the first call alone. She helped me to see the challenges that I was facing from a new perspective. I took her advice, made changes, and booked a second session, which was also rich with gems. I’ll be booking again soon! If you’re a writer seeking some clarity, no matter where you’re at, you’ll likely find the help and clarity you need with her.” -Nicole D., freelance coaching client of Diana Kelly Levey’s

“I felt that the freelance coaching sessions were personalized for my experience. The call made me feel motivated to work on the next steps and let me know I was on the right track and just needed to tweak some things. Getting help with my pitch gave me a great baseline e-mail to work off of in the future. “- Neal F.

The calls with Diana helped me feel much more motivated and excited about my next steps as a freelancer. Even though I’ve been freelancing for a few years, it’s helpful to have guidance from a seasoned writer and editor who not only has worked in the media/editorial industry full-time but has built a successful freelance career. When you work solo, there are just some things (like navigating rates, clients, etc.) that can be difficult to do on your own, and having someone who’s been there to give advice is so valuable. I would encourage any freelancer who needs help getting started or leveling up their freelance career to hire Diana. I only wish I would have found Diana at the beginning of my freelance career and didn’t wait almost two years in to start working with her!” – Mercey L.

“I feel like our freelance coaching call was really the catalyst for setting this into motion; so I thank you again for all your advice. It seemed a little daunting to get back into the swing of things at first, but speaking with you really gave me the push to be proactive and pitch myself to various platforms.”- Alexandra M. (She landed her first assignment weeks after our call!)

“I can’t thank you enough for your help. It was invaluable and has boosted my confidence and focus on what steps to take next. I was able to move on from a low-paying client and spend more time pursuing work I’m interested in. “ Kristen O’Neal

Contact the Freelance Writing Coach

Choose a date and time to sign up for a 40-minute freelance coaching phone call with Diana for $130 USD.

Contact Diana (FreelanceCoachNY (AT) gmail.com) to learn more about these services, availability, or to find out more about coaching for freelancers and freelance writers.

If you don’t see a time that works for you, email Diana to set something up.


woman typing in laptop

New Service! Freelance Editing for Freelancers

Diana Kelly Levey is also offering to edit freelance writing pitches before you send them to an editor.

For $50, you’ll get help with a freelance pitch you’ve written to make sure it’s a strong freelance pitch that gets opened (hello, captivating email subject lines), includes the components of a good article pitch, relays your idea clearly and succinctly and introduces you to the editor in a way that convinces them you’re the best writer for the job! Email Diana (FreelanceCoachNY AT Gmail.com) subject line “pitching help” to get more info.