Learn the secrets to creating a profitable blog

Yes, it's possible. Really.

You're sick of your day job. You can't help but wonder if there's something more "than this" out there for you. Hint: there is! 

You're spending hours each day on your blog, but your audience isn't growing. Your blog posts are interesting, you signed up for every social media channel on the planet and have been guest posting like crazy, but the needle just isn't moving. 

You know the value of social media, but aren't sure what to post. Sigh. Just this morning you saw a photo of someone's eye makeup get 5,001 likes, while your thoughtful shares go unnoticed. What gives?

You're drowning in a sea of information, and aren't sure where to start. It's great that Google has an answer for everything, but sometimes it's just too much. You just want a clear action plan of what needs to be done to get results. 

You have great stories to tell, but feel lost about how to package them into a cohesive brand. You thought brands were for corporations. You want to build a brand that allows you to grow your blog just by being yourself. 

You want to learn the secret to earning a REAL salary through your blog. Free trips and hotel stays are nice, but your local grocery store doesn't accept swag as payment. You want to earn an income you can actually live on. Is it even possible? (Spoiler alert: Yes, it is!). 

Have you ever dreamed of being your own boss, working from anywhere in the world and sharing your passions with a loyal community? 

Today, let's make your dream a reality.

Does any of this sound familiar?

Did you raise your hand for any of the above? Awesome! You've come to the right place. 

how to be a blogger

The truth? If you want change you've got to make change. And if you want to build a profitable blog, grow a loyal following and live the life you've always dreamed, you've got to do something different from what you're already doing to make change happen. 

But first, let's dispel some 

myths about blogging

*I need to be famous. When I started my blog I had absolutely no following on the internet, or anywhere else for that matter..

*I need a lot of money to start a business. Blogging has very little overhead costs. Especially in the beginning it's more about investing time than money. In fact, you can start blogging today for $0! 

*But I don't have a business or journalism degree. You don't need a degree to start a blog. What matters here is passion and a voice.

*I'm afraid to quit my stable job to blog. So don't. I waitressed while building my blog until it made enough money that I felt comfortable leaving my serving gig. 

*I won't succeed because I'm not good at [writing/photography/technology]. When I started my blog I was possibly the least tech savvy person on Earth (for real!) Take it slow and learn as you go. While writing and photography skills help, if you have an interesting story to tell and a unique voice, these talents aren't essential.

Working from home, from Italy or anywhere else you can travel with a laptop, while also paying off your debt and enjoying time freedom (instead of the daily grind).

Being an expert in your niche and having tens of thousands (or hundreds of thousands) of dedicated readers each month eating up your content.


Finding your ideal workflow and cutting down your screen time. No nights and weekends for you! You focus on the tasks that bring results and reap the rewards of a comfortable salary and free time.

Being your own boss, not having to set an alarm and taking trips without needing to request off for vacation. In fact, you can even get paid for your travels (it's NOT too good to be true, I promise). 

So who is Jessie anyway?

Hey there! I'm Jessie, aka Jessie on a Journey. I started blogging in 2011, and since then have grown a profitable (and fun!) business that allows me to travel the world -- and get paid doing it. 

I'm not talking just free trips here. I'm talking actual money that allows me to earn a viable income doing what I love. 

A little bit about me: 

  • I've worked with renowned brands like Qantas Airways, Mastercard, South African Tourism, Marriott and many more. 
  • I've been featured in top publications like USA TODAY, CNN, Business Insider and AOL Travel. 
  • I've spoken at notable conferences like the New York Travel Festival, iSugar and FindSpark. 
  • Ive been coaching bloggers -- both those just starting out and those who've been at it for awhile -- for over three years. My students aren't just travel bloggers either; I've had students blogging about vegan eating, basketball, sewing, psychology, self help and beyond.

Look, you could spend months weeding through all the contrasting information on the internet and still have no idea where to begin. Instead, my approach is simple. I take principles that have worked for myself and my close blogger peers, and apply these to your brand. 

No brand yet? No problem! I'll work with you to build your blog from the ground up, making sure you're set up for success from the start. Once you have your foundation, it'll be much easier to implement the action steps you'll walk away with from our time together. 

No more guessing. No more feeling helpless. No more confusion. 

Just clarity, with your blogging road map paving the way to your success. 


Ready to begin? Awesome!

Scroll down to check out the blog coaching services offered. The goal: to provide something that fits every budget and learning style, whether you prefer a self-guided video course, online class environment or one-on-one attention.

If you have any questions, don't hesitate to email me at

Private Consulting Options

All private consulting options include a 7-day 100% money back guarantee if you're not satisfied with the session

Where: Online via Skype                      

Price: $250 per hour

These consultation sessions are done over Skype and give you free rein to ask any questions you have about blogging. I'll share my screen with you, bringing coaching to life with case studies and step-by-step instruction. Some possible topics to discuss:

  • Branding your blog for success
  • Defining your niche
  • Crafting a blogging road map (we'll write one together!) 
  • Producing content for maximum reach
  • Creating a community with your readers
  • Increasing visibility in Google Search
  • Tools that maximize productivity 
  • Devising a social media strategy that works (vs wastes time) 
  • And more! 

If you don’t have specific questions I will tailor the session based on your goals, using examples and visuals to highlight specific points.

Next Start Date: Always Open 

One-On-One Blogging Consultation

Where: In person (NYC only) 

Price: $1000 (for up to 4 hours in person + 30 minute Skype followup) 

Similar to the one-on-one Skype consultation; however, with this option we’ll sit side-by-side working on your blog, going over your questions and troubleshooting any issues you may be experiencing. I’ll make sure your website is set up for optimal reach and success, not only telling you how to take your blog to the next level, but showing you. We'll even craft a blogging road map together, so you know exactly what next steps to take!

Next Start Date: Always Open 

One-on-One Blog Consultation

Subscription Options

Try it for 1 month for just $1! Cancel at any time.

Travel Blog Prosperity Membership

The truth is, it's hard to learn a skill -- or in the case of travel blogging, many skills -- in just a few hours or weeks. With Travel Blog Prosperity, you'll pay less than $50 per month for ongoing coaching, 24/7 support, access to paying blogger opportunities, exclusive discounts on blogging products and more!  

How It Works: Each month we'll cover a new topic in-depth, like branding for success, coming up with a social media strategy (that's actually sustainable), creating your first product, growing and leveraging your email list, procuring paying brand partnerships, getting your blog covered by media, monetizing your blog (without selling out), landing press trips (and getting paid from them) and more! 

The monthly format will be as follows: 

Part 1:  An instructional video that takes you behind the scenes of the strategy

Part 2: A step-by-step text lesson with visuals

Part 3: A workbook so you can put learning into practice

Part 4: A checklist so you don't miss a step

Part 5: Live Q&A group coaching sessions to make sure you leave the month with complete clarity 

Part 6: A weekly Opportunities Newsletter featuring timely opportunities to take part in brand campaigns, apply for press trips and pitch paying publications 

Plus, you'll snag immediate bonuses once inside the program, like a list of 50+ influencer networks to join (so you can start working with brands right now), a brand pitch template, a cheat sheet showing you what exactly you should say to your subscribers, a guide to landing (and rocking) press trips and more!

Oh, and did I mention you can join for just $1? For the first month, I'm letting you try out the program for just $1 to see if it's for you. After that, it's just $49 per month for unlimited coaching support. Cancel at any time, too! 

Group Consulting Options

Money back guarantees for online classes vary by class and are dependent on the host platform's policies. Please see and for more information.

Where: Online; Taught with

Price: $215

In this 5-week beginner course you’ll get familiar with the basics of blogging successfully. The class focuses on:

  • Blogging vs traditional media
  • How to set up your blog
  • Successful branding
  • Creating engaging content
  • Story forms
  • Successfully promoting posts
  • Engaging your readers and forming relationships
  • And more!

Case studies, examples, online readings and homework assignments help drive lessons home. No books are required.

Next Start Date: January 10, 2017

How To Start A Blog [Class]


Where: Online; Taught with

Price: $315

This 8-week class is designed for those looking to take their blog to the next level. Course focuses include:

  • How to take your blog from hobby to professional
  • Utilizing the power of Pinterest
  • Drawing up a business plan
  • Using tools to better understand your readers
  • Different ways to grow a following
  • Monetizing your website
  • Search Engine Optimization (SEO)
  • Secrets to social media success
  • Driving traffic to your blog
  • Working with brands/forming partnerships
  • And more!

We’ll look at case studies and examples offering concrete directions for guidance. Class homework will not only teach you how to create a website that generates income, but will also provide unique content and tools for growth. No books are required.

Next Start Date: February 21, 2017

From Setup To Salary: How To Turn Your Blog Into A Career [Class]


Self-Paced Consulting Options

All self-paced consulting options include a 30-day 100% money back guarantee if you're not satisfied

Each module includes a strategy blueprint and video, as well as a workbook (let's call it a funbook) to put learning into practice. 

Additionally, a BONUSES section includes even more resources, some of which include:

  • How To Land (& Rock!) Press Trips Guide
  • What Do I Say To My Email Subscribers? Cheat Sheet
  • My list of recommended affiliate networks to join
  • My list of recommended content & media networks to join
  • Exclusive offers (like 2,000 FREE pins on BoardBooster!)
  • A FREE blog critique where I send you *actionable steps* for immediately improving your blog

Next Start Date: Ongoing


PROSPER ($129)

Get lifetime access and regular updates to all the modules, course content and bonuses listed above. 

Ditch The Daily Grind: How To Turn Your Travel Blog Into A Profitable Business


Get everything included with PROSPER, plus one 60-minute private coaching call via Skype/phone. 

ELITE ($849)

Get everything includes with PROSPER, plus four 60-minute coaching calls via Skype/phone.

Where: Online; Self-Paced Course

Price: $149

This self-paced class is broken up into 6 strategy-packed modules. The course is designed for beginner and intermediate bloggers looking to take their blog businesses to the next level and learn how to monetize them sustainably and ethically. 

Course focuses include:

Module 1: Branding Your Blog For Success. We'll lay out a solid foundation from which to grow. Here is where we'll define your purpose, and how to use it to grow a seriously engaged audience.

Module 2: Let’s Get Technical. Search Engine Optimization. Google Analytics. Blog Security. While I can see the creative in you cringing, I'll break this all down step-by-step to make it quick and painless. And dare I say, fun? 

Module 3: Crafting A Content & List Building Strategy That Converts. And I don't just mean "Monday = Publish a top 10 list.” I mean a real plan of action that makes blog visitors feel like your content was written just for them (so you can turn them into subscribers and, eventually, customers). 

Module 4: Social Media & The Power Of Pinterest. Truth: you DON'T need to be on every platform. In fact, it's *smarter* to choose just a few. Here, I show you how to pick (and rock!) your perfect channels, with an argument for why Pinterest should be one of them. 

Module 5: Crafting A Fantastic Facebook Strategy. Facebook is the largest and most demographically diverse social media platform out there. It also has SO MANY features you can utilize to seriously grow your blog brand (and make your audience love you even more). I'll also show you step-by-step how to create your first Facebook Ad using just $1 per day (easy peasy, I promise!). 

Module 6: Monetization (Without Exasperation). You can make money scrambling to sell spammy sponsored posts, OR you can create a sustainable blog business that makes money ethically and purposefully. I'll be showing you the latter, by the way ;) 

This was really the best class ever for me. Jessica is amazing; the course content is so comprehensive and I loved every minute of it. It truly was amazing and I learned more in the class than I ever expected to. It’s really inspired me to move forward and do some of the things I’ve been planning on doing for ages and ages.

Kim Hanson,

How To Create A Blog That Makes Money

Starting a blog and breaking into a competitive arena like travel blogging can be intimidating, but Jessie’s comprehensive course covered all the basics. She shared tried-and-true tips from her successful websites, while providing alternatives for people who take a different approach to their website. All of this was presented in an engaging video course, suitable for a beginner or someone who already knows the basics of website creation.

Katie Foote,

Ditch The Daily Grind

My plan was to watch one module of Ditch Your Daily Grind every few days but once I watched the first, I couldn't stop. I literally spent an entire day watching each module and following along with the worksheets. I kept a note of everything I needed to change on my blog and it was the best productive day I've had in a long time, as far as making progress on my blog. I've had Sky vs World for a while now but have never been able to keep up with it consistently. Something was always missing and I could never figure out what it was. But finally, thanks to Ditch Your Daily Grind, I figured it out. Jessie walks you through all of the most important parts of turning your blog into a business, starting with building your brand. The advice from that particular section was enough to make Ditch Your Daily Grind worth buying for me and it just got better from there. There were so many things included in this course that I had never seen suggested anywhere else, even though I've read more “how to” guides for blogs than I can count and Jessie offers monetization techniques and suggestions that I never would have considered before. I now have a business plan, a social media strategy, and a game plan for turning my blog into a true business. I can't wait to see what happens after I implement all of the things I've learned!

Sky Fisher,

Ditch The Daily Grind


Copyright © 2017 Jessie on a Journey. All Rights Reserved.