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Caitlin Pyle Podcasts

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26 of The Best Podcast Episodes for Caitlin Pyle. A collection of podcasts episodes with or about Caitlin Pyle, often where they are interviewed.

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26 of The Best Podcast Episodes for Caitlin Pyle. A collection of podcasts episodes with or about Caitlin Pyle, often where they are interviewed.

Updated daily with the latest episodes

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How I tripled my revenue and challenges I had to overcome - Interview with Caitlin Pyle

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In this episode, I have been interviewed by Caitlin Pyle for her Work-At-Home Heroes podcast. We talked about how we tripled our revenue over the past year and the challenges we had to overcome.

The more you allow and implement changes in your life, the less scary they can be, but that doesn’t mean transitions for me have been easy. In the last two years, I have moved to a new country, grown my coaching business, and made some drastic personnel changes to my online company Coachy, a platform that allows business owners to create their own online courses within a matter of minutes.

Even though my business revenue has tripled, I still find myself needing to take chances and conquer fear. I would like to teach you how I keep pushing myself forward in this episode!

Free Resources from Caitlin:

Get the first 5 chapters of Caitlin’s book Work At Home for free by going to https://workathomeschool.com/book.

Don’t forget to join the Work-At-Home Heroes Facebook group!


More Freebies

If you are ready to rock your life and business get your complimentary coaching call with Lisa! Schedule your free coaching call now.


Grab the free "Rising Business Rockstar Guide"


Get your s** done! Easy steps to get the results you want in your life and business right now, how to be more productive and create your healthy, vibrant dream-life.

Updates for all German speakers:

Bleibe immer auf dem Laufenden und erfahre als Erste(r), wann mein neuer deutscher Podcast startet! Außerdem gibt es regelmäßige Updates und ein Dankeschön.


Aug 18 2020 · 32mins
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516 Breaking Free: Entrepreneur Caitlin Pyle on How to Release the Fears Holding Us Back

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Caitlin Pyle is a 33-year-old mediapreneur and founder of Proofread Anywhere and Work-At-Home School. Caitlin hosts the Work-At-Home Heroes podcast along with a popular community Facebook and the social podcast network Podopolo. She’s also the author of Work At Home, a beginner's guide designed to help people overcome common obstacles so they can generate more freedom and income on their OWN terms.

Jul 09 2020 · 42mins

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022 - Caitlin Pyle: A Candid Talk With A Self-Made Millionaire

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Following your own path vs. following the crowd, trusting yourself when you already have the information you need, and creating your wealth through an innovative mindset. These are just a few of many topics we discuss in today’s candid conversation with Caitlin Pyle.


May 10 2019 · 41mins

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The Holy Shit Show with Caitlin Pyle

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Jason and Joey are back with another episode of The Grind. This week’s guest is Caitlin Pyle, CEO, Author, Entrepreneur, Podcast host and self-made millionaire. The guys set the stage for the interview and spend some time introducing Caitlin and her achievements.

To Start the interview Joey asks about Caitlin’s ‘3 analogies to inspire lasting success’, a synergy of stories and lessons about life and work. Caitlin talks a bit about how they came about and why they can be helpful, before the group begins discussing how important spontaneity can be in business. Caitlin talks about what you can gain from learning how to look at the big picture and adapt accordingly.

“Every decision in between faith and fear”.

Joey almost has a heart attack when Caitlin says that she hasn’t seen Indiana Jones and Caitlin explains her point of view by talking about her familiarity with archetypes and the universality of the human story. Jason asks about Caitlin’s proof-reading business and how it came about, which Caitlin explains by taking us back to her early career as a receptionist, all the way through to the evolution of her personal brand.

“So many people in there just need to be told they’re not crazy”.

Joey in the next segment asks about being yourself and how Caitlin manages her personal and business relationships. After explaining some of her interpersonal philosophy, Caitlin talks about mental health and the systemic problems within the revolving door mental health industry. Caitlin also mentions people’s perceptions and how pervasive unfounded negative stereotypes are. Joey and Jason continue to pick Caitlin’s brain about people’s tendency to stagnate and Caitlin describes how she has combated that in her own life. Afterwards Caitlin delves into how The Legend of Zelda games are analogous to her life journey and the gang have a nice reminisce about their early video game experiences.

To finish up, Caitlin talks a bit about astrology and her future endeavours before they gang say goodbye, until next week… Grind Out.

If you have enjoyed (or not enjoyed) this episode, Jason and Joey would be grateful if you would consider leaving a review on itunes.

Remember the Name by Fort Minor (Warner Bros. Records and Machine Shop Recordings) acapella and musical tracks are licensed for use under the Creative Commons Attribution-Non-Commercial 2.5 license and have been remixed for use in this show. All rights that are not expressly granted under this license are reserved by Fort Minor and/or Warner Bros. Records and/or Machine Shop Recordings.                              

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Check out all the previous episodes of The Grind on iTunes or at                                                               


Nov 01 2018 · 43mins
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Caitlin Pyle — This Successful Stoner Built A 6-Figure Per Month Blog

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From stealing time due to her efficiency at a J-O-B to a multi-million dollar online teaching business six years later, Caitlin Pyle proves hands down that other people’s problems can become a business opportunity.

It all starts with honing the right skills. After Caitlin unexpectedly lost her job as a court reporter proofreader, she jumped into expanding the freelance work she dabbled in while working her regular job. Within a year or so she was making about $40,000/year and feeling pretty good.

Taking a 6-month leap into starting a blog she created an eBook with a live training component to teach others how to work from home as a proofreader. The feedback from this very small group of beta students helped her “go big” and launch a full-fledged eCourse a few short months later which grossed over $100,000 within the first 90 days. From then on, she was hooked on being an entrepreneur.

Listen in as Caitlin shares her top secrets about how she made the quantum leaps forward in her business, money as a limitless resource, the role of generosity in your core business values, and using cannabis as a life-changing tool.

If getting ahead in business is a strategy that speaks to you, look up this Christy Whitman episode on abundance and this Matt & Joe episode about giving away all your best stuff.

“I’m playing the long game. I’m not just trying to save my money and keep as much of it as I can, I’m giving away as much as I can because it’s  always going to come back to me.”- Caitlin Pyle

Some Topics We Discussed Include:
  • What do buses, ducks and staircases all have in common?
  • How to shift out of scarcity mindset and define money as a limitless resource
  • The truth behind the statement that “problem” is a synonym for “opportunity”
  • Effectively use generosity to become a top affiliate for any offer you promote
  • A trick to talk yourself into taking a risk to propel your business forward
  • Why time is a far more limited resource than money
  • Reminiscing on early growth hacking techniques to launch an online business
  • An ingenious way to “fire” your clients but keep them and your new students happy in the process
  • A creative way to launch a new revenue stream without ever creating a new product yourself
  • Even if things aren’t broke, sometimes fixing it will uplevel your online efforts
  • How Joe equates the “crutch” of cannabis use to drinking water
  • The best place to order therapeutic cannabis products
Contact Caitlin Pyle: References and Links Mentioned:
Oct 04 2018 · 1hr 15mins
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Build A Business From Anywhere Doing What You Love with Caitlin Pyle

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Today’s guest is Caitlin Pyle, an amazing entrepreneur and veteran of the true work from home movement. (not the scammy ads you see peppering the internet promising easy riches working in your underwear).

After getting fired in 2011, Caitlin built her skills into a $40k+/year income with a thriving freelance proofreading business. In 2015, she launched her first online course, Transcript Proofreading: Theory and Practice™, which generated $100k+ in just three months. Caitlin launched another course in 2017, this time making over a million dollars in the first eight months alone!

Now Caitlin gives no-nonsense, “swift kick in the butt” advice on how YOU can get out of your own way, build skills, and create income--so you can live the life of your dreams too

Oct 04 2018 · 43mins
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048: Caitlin Pyle on How to Make 7 Figures from Courses and Outsource Almost Everything Along the Way

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Today’s guest is probably the most successful course creator I’ve interviewed to-date! It was so cool to chat with Caitlin Pyle, on this episode of The Online Course Guy. Caitlin’s proofreading courses have generated 7-figure income and trained a huge number of students how to become successful proofreaders from home. You’d better believe I’m double-checking this post before I hit the “Publish” button!

You’ve got to be invested in quality and value if you want to stand out.

-Caitlyn Pyle

It was great to get Caitlyn’s perspective on what worked (and didn’t) for her when she was first getting started. She had some great tips for aspiring course creators, and I’m still mulling over a lot of what she shared. Enjoy!

In This Episode, We Talked About:

  • (4:17) The road that led Caitlyn from writing an ebook about her freelance experience to creating an online course
  • (7:11) How her husband inspired her along the way, and the cycle of generosity she feels plays a part in her success
  • (10:11) Caitlyn’s take on a common question she and I have both heard from people about our online courses
  • (12:10) The mindset she overcame while learning to create her course, and the tool she’s relied on since the beginning
  • (14:26) What Caitlyn’s workflow looks like now that her course has experienced such success
  • (15:59) How she has built her team and identified who she wants to work with along the way
  • (16:43) How she’s delegated to team members – and the cool way she makes sure everyone is motivated to keep the business successful
  • (19:14) The way that her business structure compliments her personality and leadership style
  • (22:02) Her perspective on investing time and money wisely
  • (22:39) The biggest thing she would do differently if she was starting over today
  • (23:49) Caitlyn’s thoughts on the challenge of selling courses on non-profitable skills, and a great piece of advice she gave a friend on this topic recently
  • (27:25) What some sample sales funnels look like for her courses
  • (31:45) How her automated webinars work and her process for creating videos
  • (35:52) The ways she communicates about pricing/tuition to potential enrollees
  • (36:30) Her recommendations for new course creators working with a limited budget

That wraps it up for today, but don’t forget to subscribe so you can keep up with all the latest episodes of The Online Course Guy. More great interviews are in the works, so I hope you stick around!


Jul 20 2018 · 41mins
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How Mindset Changes Everything with Caitlin Pyle

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Like many of us, Caitlin Pyle started a very important journey in her life in an unexpected way.  She lost her job.  As with every great story, it always begin with an inciting incident.  This was Caitlin’s.   What happened next is what matters the most: she took what she knew, leaned into it, and scaled up, and up, and up.   Today Caitlin is a tremendously successful online entrepreneur, blogger, podcaster.  She’s the founder of Proofread Anywhere, the Work at Home School, which I was lucky to be a part of, Work at home Heros, and so much more.   My conversation with Caitlin was exactly what I needed.  If I were to summarize our conversation in one word it’s mindset. Mindset.  Mindset.     Caitlin shares some of the major shifts in mindset that allowed her to go from where she was to where she is today, and invites us all to redefine ourselves, our work, and what we think is possible for us.   This is a show that I will be going back to and listening in again.  It’s that important.  You’re in for a treat!  

In this episode you'll learn:

  • How Caitlin found herself doing online proofreading.
  • How Caitlin overcame many challenges she faced in her journey.
  • How Caitlin turned her job into a proofreading business.
  • What doubts she struggled with and how she dealt with them.
  • A glimpse of what she's achieved in her business today.
  • Her advice to herself.
  • Some of her money mindset.
  • What are the necessary mindset shifts about making money?
  • What should you do to start making money with your skills?
  • What makes her satisfied with her work?
  • What is her morning routine to start the day?
  • How to make a game out of bad habits to change them.
  • How to prevent burnout on your job.
  • How Caitlin grows her business and team.
  • How to find the things that you want to do?

Shownotes: TheMeaningMovement.com/Caitlin

May 16 2018 · 46mins
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JAH 31: Caitlin Pyle On Freelance Proofreading And 7-Figure Blogging

Mar 19 2018 · 48mins
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The world's best affiliate marketer - Caitlin Pyle

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Caitlin is the founder of Proofread Anywhere and the Work at Home School, both of which are absolutely huge online businesses.

In this episode, we chat about...

  • how most people overcomplicate making money and starting business
  • why Caitlin got fired a few years back (and then proceeded to make millions from a blog/online biz)
  • the single best "strategy" for growing blog traffic when you're new
  • behind the scenes of a massive affiliate product launch
  • and more

For full show notes AND text takeaways, head to https://doyouevenblog.com/podcast/caitlin

Enjoy the chat! 

<3 you

Jan 19 2018 · 1hr 15mins