Freelance Writer Breakthrough

Freelance Writer Breakthrough

This new mini course covers idea generation, thinking like your editor, writing a pitch that sells, and strategically pitching for sustainable freelance success.

The Breakthrough mini course is free for a limited time. Click here to watch the first lesson now.


Freelance Writer Coach

Custom strategy session for freelance writers with Rebecca L. WeberAre you ready to up your freelance writing skills, strategy, and mindset?

Maybe you’re pitching stories like mad, but not landing as many assignments as you’d like. Or you’re drowning in half-developed ideas that you can’t choose between. Or you’re spending an hour stressing about how to word an email to a difficult client who you can’t seem to cut ties with.

Or maybe you tell yourself that you’re working, but you’re actually rhythmically hitting “refresh” on your inbox, trawling job sites where the rates won’t pay your bills, and working on a witty social media update, rather than completing the assignment that’s due tomorrow.

I’m an experienced freelance writer coach. Together, we’ll figure out what your top priorities are so that you can cut through the overwhelm and spend your time and energy strategically to get what you want.

Here are the kinds of things I do best when working with writers:
+Developing a fledgling story pitch into one that sells to the editor at your dream publication
+Editing drafts of articles (live on Google Docs, so that you’ll be able to DIY in the future)
+Strategizing when, how, and why to negotiate or to say no to clients
+Targeting clients with long-term potential (in a non-monogamous kind of a way)
+Taking aim at mindset issues like imposter syndrome that get in the way of making decisions and letting you do your best, most creative, and meaningful writing.

Don’t take my word for it

Real writers, getting real results.

I’ve helped freelance writers break into the Guardian, Al Jazeera,, Sawubona (South African Airways’ inflight magazine), Fodor’s, Runner’s World, … and the list goes on.

Here’s what writers who have worked with me (either in private one-on-one coaching sessions or in my signature group program, Freelance Writer Bootcamp) say:

“Rebecca has spent years fine-tuning her freelancing strategy—learning from her let me leverage that hard-won experience to leap ahead in my own career. Her short course on crafting and tracking pitches helped me publish in the Guardian and two new-to-me national magazines. Plus, her feedback on drafts is extremely helpful.”
— Morgan Trimble, South Africa

“After months of pitching national magazines with no success, I decided to call on Rebecca to advise me on a pitch for my dream publication: Runner’s World. Thanks to her help, I landed that assignment, and continue to write for Runner’s World now!”
— Lauren Bedosky, USA

“Lots of benefits, including how to work more efficiently. I feel more motivated and confident as a result.”
— Jennifer Hudson, UK

“I have had very good results with this program. I stuck with it for the full six weeks and worked at the pace you suggested. I am a busy mom, work part-time and am trying to launch my freelance writing. But I was able to view the videos, complete the assignments and attend the calls. I landed a well-paying assignment with my first query. It almost paid off the cost of your course. I immediately felt good about my investment.”
— Meg Root, USA

My first freelance piece was published today! Thank you Rebecca L. Weber for encouraging me to focus on the ‘why now’ because it really helped. Throughout my travels this year, I plan to be pitching many more of these kinds of pieces so I’m hoping it’s just the beginning of a good relationship with the publication.”
— Brianne Nemiroff, USA


Sign up for coaching

All sessions need to be paid in advance. Once you complete the payment process, you’ll get access to my online calendar, where you can choose a time. You’ll also be asked to complete a questionnaire beforehand so we can get right to it on the call.

+45-minute call via phone or Skype
+Clarify any questions with one week of email support

I will be taking new coaching clients in March 2018. Please email me if you’d like to join the waitlist.

If you’re a continuing coaching client, or a Bootcamp alum, please email me about payment and scheduling options.


Coaching FAQ

Q: Who benefits from writing coaching?

A: Writers with short- and long-term goals, including:

  • students who want to stand out to potential employers after graduation;
  • aspiring writers, including generalists and those with advanced subject area expertise;
  • mid-career journalists, such as former staffers who need help with pitching/marketing/business of freelancing;
  • freelancers who want guided assistance to break through a challenging story/market/genre

Q: What qualifies you as a writing coach?

A: Two things set me apart: First, I have a solid track record of professional writing success as a freelancer. For more than a decade, I’ve worked full-time as a freelance journalist, content producer, and editor.

I’ve pitched and sold unsolicited story ideas to editors at publications including CNN, the New York Times, the Wall Street Journal, Dwell, Marie Claire, and many others.

Writers I’ve worked with have broken into: the Guardian, Al Jazeera, Fodor’s, the Mail & Guardian, Sawubona,,, GroundUp, and many more.

In addition, I’m a qualified and experienced writing instructor, with an MA in Education from Columbia University and years of experience teaching writing to adults. Not everyone has the same learning style, and it’s a key part of my role to figure out how to best communicate with you, not at you.

Q: How would you describe your coaching style?

A: My pedagogical philosophy is learner-centered. While I do sometimes give specific instruction about how to approach a particular task, much of our time will be geared toward helping you discover the best ways to approach challenges in a manner that allows you to subsequently apply new knowledge and understanding in the future.

My approach focuses on positive, constructive collaboration to help you realize your goals.

Q: What kind of challenges do you help with?

A: During our session, you may ask me anything about freelancing and writing, including feedback on a draft or pitches in progress.

I can help you identify your goals, research markets and editors, write queries that sell, report stories, and edit your own work. We’ll also address any blocks, fears, and other limiting beliefs holding you back.

Whether you are relatively new to writing, an experienced staffer transitioning to freelancing full time, or looking to bring your career to the next level, I can help with most issues, including:

+Selling yourself and your stories
Need help developing, polishing, and pitching a salable story to the right editor?

  • Brainstorming and shaping ideas
  • Identifying markets for your work
  • Structuring elements of a query
  • Pitching story ideas to editors (locally, nationally, and internationally)

+Delivering high-quality work
Do you hit stumbling blocks with reporting, research, writing, and/or editing? I’ll help you deliver your best work.

  • Research and reporting skills, including interviews
  • Drafting
  • Editing your own work
  • Developing your style and voice

+Developing as a freelancer
Strategies for success in the business of freelancing.

  • Setting goals
  • Establishing work habits
  • Pricing your work
  • Marketing yourself
  • Negotiating terms
  • Becoming your client’s go-to freelancer
  • Establishing a new specialty
  • Assessing and improving your strengths and weaknesses
  • Sending letters of introduction
  • Other related writing and freelancing skills

Q: Where and when does this happen? How long is a session?

A: Sessions are conducted via Skype, phone, or in person over coffee, at a mutually convenient time. We speak for about 45 minutes per session; any clarifying questions can be asked by email.

Q: How much does it cost?

A: Single sessions are $149; a six-pack is $750.

+Special South African rate
I work with up to three South African writers at a time at a reduced local rate of four sessions for R1800, via EFT. Let me know if you would like me to put you on the waiting list.

Q: What else do you offer?

A: To find about special offers and classes in the future, subscribe to my e-newsletter.

+Freelance Writer Bootcamp
My signature online program: Learn to write pitches that sell, break into your dream publications, and get paid well to cover stories you’re passionate about. Lifetime access to videos and worksheets, plus live (online) group workshops. Find out more and register at

Q: My question wasn’t answered, but I want to know more.

A: Send me an email.