Turn your travel blog into a profitable business that continues to grow every single month
The all-in-one membership where travel bloggers access step-by-step courses, live support, expert workshops, and proven templates to monetize their content.
Join 200+ travel bloggers turning their passion into profit
How would it feel to create a flourishing online business that lets you work from anywhere in the world…
...Without having to choose between a comfortable income and a life of travel?
(Take a mini-break, hit play, and come on a journey with me…)
Turning your blog into a profitable business feels impossible when nothing seems to move the needle.
If you’re feeling stuck, you’re not alone.
Does any of this sound familiar?
- You’re spending hours creating content, but it barely gets seen
- Your traffic numbers feel stuck no matter how much effort you put in
- You’ve tried every tip and trick the internet suggests, yet growth still feels slow
- You want to overhaul your strategy, but you don’t even know where to start
- You’re starting to wonder if blogging can ever be more than just a hobby
Imagine waking up every day excited to work on a blog that inspires others—and pays the bills.
Picture this:
Your blog traffic is growing steadily, reaching the audience you’ve been dreaming of
Brands are coming to YOU with collaboration offers that actually pay
You have a clear, step-by-step plan to build income without feeling overwhelmed
You’re part of a supportive, like-minded community cheering you on
You’re earning income through multiple streams—like ads, affiliates, products, and more
Most importantly, you finally feel confident in calling yourself a professional blogger
Introducing my secret weapon for eliminating blogging overwhelm:
Travel Blog Prosperity
Inside this nurturing membership community, you'll learn step-by-step strategies for dramatically growing your traffic, email subscribers, and income, with a supportive community helping you to make it happen.
These are the exact strategies I've used to transform my travel blog from an online trip journal to a career and get paid to be creative while earning a limitless income.
(Because unlike corporate jobs, there is no cap on how much you can make blogging!)
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
Travel Blog Prosperity is totally the reason behind any success that I've had—including being able to quit my job to pursue travel blogging full-time!
The membership is made up of so many different things–the courses, the member discounts, the monthly coaching calls; but, in my opinion, the community is the best part. Plus, if you go to the monthly calls, you can get actionable tips on what you're working on right then!
- Anna Cook, Stuck on the Go
From the personalized help to the in-depth material, the methods I’ve applied helped my page grow from 15k views to 25k views a month!
I cannot say enough good things about Jessie and her Travel Blog Prosperity course! Highly recommend.
- Meghan Ramsey, Meghan The Traveling Teacher
Take a peek inside
→ Immediately access 100+ courses & workshops—with at least one new live workshop (+ replays) taught every month.
→ A 15-minute onboarding call where we'll go over where you're at now and create a game plan for your blogging journey—including which modules inside the “Setup To Salary” Core Course you should do.
*Core Courses* are recommended for all bloggers, but it’s helpful to find your starting point.
Setup To Salary Core Course Overview:
Set yourself up for blogging success:
1) Big Picture Planning. This creative course will help you set goals and create a roadmap for turning your blog into a profitable business.
2) Branding Your Blog For Success. Choose your niche and create a brand that goes beyond colors and fonts and truly attracts an audience.
3) Setting Up A Speedy & Secure Website. Get an over-the-shoulder demo of how to set up your website and optimize it for speed and security for a better user experience.
4) Optimizing Your Website & Content For Search Engine Optimization (SEO). Learn the exact steps necessary to rank in organic search results for sustainable traffic to your important pages and the blog posts you work so hard on.
5) Creating A Content Plan That Grows Your Traffic & Income. Discover the necessary steps for not only increasing your pageviews but also your income—because remember, your blog is a business!
6) Blogging Legally. Attorney Lisa Fraley shares the important steps bloggers should take to legally protect themselves and their businesses.
7) Crafting A Highly Profitable Affiliate Strategy. Affiliate marketing is typically the first way bloggers monetize, and it's one of the best revenue streams for creating passive income—which you'll learn how to do in this module.
8) Bookkeeping & Taxes For Bloggers. Accountant Sarah Korhnak shares tips to help you structure and register your business, keep organized bookkeeping, determine business expenses, and more.
9) Driving Free Pinterest SEO Traffic To Your Blog. Pinterest is a visual search engine and can be an incredible tool for increasing your traffic—especially if you follow the steps in this course.
10) Crafting A Successful Social Media Strategy. Learn how to utilize the powers of social media to grow your audience and income—without posting daily and while being your authentic self.
11) Getting Your Blog Into The Mediavine Ad Network. Mediavine co-founder Amber Bracegirdle shares powerful tips for increasing your traffic as well as your chances of getting accepted by their ad network.
12) Updating Old Content For New Traffic. Along with fixing broken links and updating outdated information, you can use Google Search Console data to optimize previously published posts for increased traffic—which you'll learn how to do in this course.
13) Your Blogging Breakthrough. Bring together everything you've learned in the previous modules to create a business plan—workbook included. This course is a replay of our annual Breakthrough Month event where we meet weekly to set goals and strategize for growth and profits.
Plus, you'll get access to 100+ other courses & workshops that can help you implement additional strategies for growing your traffic, community, and income!
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
Wait, there's more...
Get all of that while also accessing:
Core course curriculum taking you from setup to salary
Blogging strategy roadmap providing a clear path forward
At least 1 new live strategy workshop each month (replay included)
Implementation assets like a workbook & 5-day challenge to help you put learning into practice
5 paying blogger opportunities sent to your inbox every Monday to help you make money faster
Live monthly Goal Setting Workshop so we can set your action plan and measure results
2 live group coaching sessions for you to ask anything you'd like
Premium support via comment forums, a private community Facebook group & email
The chance to work one-on-one with Jessie on Zoom via a monthly giveaway
Bonus quarterly events like a developer Q&A, live Site Audit, and bonus trainings
Along with over $5000 worth of course material, you'll get over $2300 in bonuses, including:
Templates
- Webinar Promotion Funnel Template ($19 value)
- 2 Fillable Opt-In Freebie Printable Templates ($59 value)
- Digital Product Canva Templates ($27 value)
- 5 Engaging Instagram Story Templates With Examples ($24 value)
- High-Converting Opt-In Freebie Landing Page Template ($19 value)
Scripts
- Brand Pitch Scripts ($24 value)
- Podcast Guest & Sponsor Outreach Templates ($38 value)
- Gift Guide Partner Outreach Templates ($19 value)
- Virtual Summit Outreach Templates ($29 value)
- LinkedIn Outreach Scripts ($29 value)
Spreadsheets
- Annual Income & Expense Tracking Spreadsheet ($9)
- Pitch Tracking Spreadsheet ($9)
- Publicity Outreach Tracking Spreadsheet ($9)
- Social Media Posting Schedule Spreadsheet & Analytics Tracker ($39 value)
- Content Collaboration Organization Spreadsheet ($12 value)
Blueprints
- Complete Blogging Workflow Trello Board ($59 value)
- Social Listening Cheat Sheet ($29 value)
- Email writing prompts from ConvertKit ($97 value)
- Content Planning Worksheet ($19 value)
- 50+ Social Media Prompts + Tips ($19 value)
- Annual Social Media Strategy Planner ($29 value)
Expert Insights
- Product Presell Workshop from Liz Wilcox ($49 value)
- Case studies + interviews with blogging strategy experts ($1500+ value)
-
Placement in a small and nurturing mastermind group ($99 value)*
(calls for mastermind groups are sent out every few months, so this bonus may not activate right away)
Discounts
- Discounts on travel/lifestyle products + services
- Discounts on tools like Honeybook, Dubsado, FloDesk, and more!
- 1 month of Kit ($29 value)
- 1 month of Teachable's Pro Plan ($119 value)
To get all of the above bonuses, simply join Travel Blog Prosperity and then head to the "Member Bonuses + Discounts" section of your Members' Area.
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
Member Success Stories
Travel Blog Prosperity is getting me to plan ahead; but it's also getting me to stop and analyze...Normally I just jump full forward, and I don't do the research. So it's really nice to be like 'all right, this is what you need to do!'
- Cydny Voicechovski, GOAL Traveler
My biggest struggle was getting started again, and feeling like I had something to write about... After I learned some of the material that Travel Blog Prosperity offered, I developed four major themes for my blog and laid out the next six months!
- Willow Paule, Willow Paule Photography
Hi, I'm Jessie!
Founder of Jessie on a Journey and Travel Blog Prosperity, and mentor to over 1,000 students in my online blogging school.
before I was implementing the strategies I now teach in Travel Blog Prosperity...
I wanted nothing more than to be able to turn my passion for travel into a career, but my early approach was a disaster!
Picture this: five blog posts weekly, endless photo editing sessions, and countless hours juggling social media platforms—all for what? A happy dance when my mom left a comment! Sure, I was "living the dream," but I spent more time hunting for WiFi than actually enjoying my travels.
I was working longer hours than ever and earning almost nothing and miserable doing it.
So, I changed my strategy.
(Which, let's be real, I never had in the first place).
I analyzed my daily schedule, cut out time-wasting tasks, and focused on what would grow my traffic, community, and income.
Today, I work about half as many hours, but make a full-time salary through my blog.
Using the strategies I teach inside this program, I've been able to create a six-figure online blogging business
But you're not limited to my expertise.
I'm constantly bringing in guest experts to lead live workshops on topics like how to:
- Boost your pageviews with zero-volume keywords
- Grow your Instagram & TikTok without posting daily
- Use email marketing to increase your affiliate income
- Confidently pitch brands as a micro-blogger
- Launch travel planning services that sell
- Drive blog traffic from a Facebook page
Plus 100+ more in your member workshop library!
I bet you’re wondering: There’s so much in here—where do I even begin?
Because every member has their own unique needs, we'll work together 1:1 to create your custom membership roadmap so you know exactly which resources and tactics you should start with.
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
Here's something I can promise you:
You don't need luck to rapidly grow your email list.
Or to get thousands of visitors who read (and share!) your blog posts, or have loads of people who purchase your products and click your affiliate links.
You need a clear strategy and a proven action plan that works. And through Travel Blog Prosperity, you’ll get just that.
And one more thing.
100k Instagram followers won't fund your travels.
But a smart strategy can.
There are so many courses out there that tell you how to get more social media followers, or how to grow your traffic.
But if you don't know why you're trying to reach these goals, or what to do with these new fans and followers once you do, then you still won't have a profitable business.
Let that sink in.
I've met bloggers with hundreds of thousands of followers who aren't making any money.
But I also know plenty of bloggers with small but dedicated audiences who are.
Inside Travel Blog Prosperity, you'll get the tools you need to truly implement what you learn to see tangible results (because this community is all about ACTION). And once you put these tactics into action, you can completely transform your travel blogging business.
What would your life look like if your blog became a steady source of income?
You’ve got two choices…
❌ Continue the way you are, working way too many hours for way too little results.
✅ Join a community that will help take the overwhelm out of blogging to show you just how possible turning your blog into your dream business truly is.
BTW, You have nothing to lose because you can cancel at any time!
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
More Success Stories...
Wanting to start a travel blog or take your blog to the next level? Travel Blog Prosperity is the best money you can spend.
Take it from someone who has spent thousands of dollars on travel blogging conferences, other blog help sites, and software tools. The course is amazing.
More amazing are the coaching calls included in the course cost. One call alone is worth the cost of the entire year.
Having Jessie on our team helps us stay focused, helps us grow in the right ways, and gives us support when we’re stumped.
- Martin Rose, Wandering Rose Travels
Can I just say, Travel Blog Prosperity is blowing my mind.
I’ve been looking for a blogging program that holds my hand through everything I need to do to hit my blogging goals and this one does. It’s like a dream come true. Seriously!
-Janine DeVault, Janine in the World
Travel Blog Prosperity is the best investment I have EVER made in my blog.
Within days of signing up, I had received more than I could have ever expected for the monthly fee. Jessie delves deep into each topic and offers actionable steps to implement each topic on your own blog. Travel Blog Prosperity is a definite game-changer!
- Skyanne Fisher, Sky vs World and Experience Coco
I just wanted to let you know a couple of things that I've accomplished in the last three weeks:
- Signed up with Ezoic and am getting a steady income!
- Posted an article about Amalfi Coast hotels, and had my affiliate income blow up. I’ve got about €200 worth of bookings!
- Pitched an article idea to a large blog and am getting paid for it!
- Accepted an offer from another blogger to ghostwrite for them at €200 a time!
- Was offered a London travel experience in exchange for a review and social media shout-outs!
- Pitched to and am going to work with an airline in reviewing one of their services!
I've reeeeally enjoyed the past couple of weeks! 😀 Thought I'd let you know so that you can see a student getting some success!
- Nicky Cade, That Anxious Traveller
I did it! I landed my first paying gig as a blogger!
My photographer/boyfriend and I will be heading to Lake Placid in Upstate New York in two weeks for three days of exploring. Thanks for the tips and confidence, Jessie!
- Retha Charette, Roaming Nanny
Wow, I wish I'd had Travel Blog Prosperity when I started blogging! It would have saved me so much time trying to figure everything out on my own.
I've always been wary of blogging courses, but Jessie always came across as a true professional.
Originally, I purchased her course on "How To Start A Tour Company In Your Own Backyard" when I was planning a tour for my blog community. Then when I joined TBP, I was completely blown away by the value that Jessie provides.
Even though I'd been in business for about five years at that point, I learned so much from the handpicked experts on various topics from list building to digital products. I love the way that Jessie breaks down each topic into actionable steps.
I even had my virtual assistants sign up and use her modules as training on blog creation.
So, whether you are starting out at the beginning or running a successful blog with a team - I highly recommend Travel Blog Prosperity as a way to keep up with the ever-changing world of blogging and monetization.
- Chantell Collins, Budget Travel Babes
Travel Blog Prosperity is a big reason I reached my goal of being approved by Mediavine!
The thing that makes Travel Blog Prosperity amazing is Jessie. The monthly calls where we can ask her questions and discuss goals have helped keep me on track and grow.
Jessie knows what she is talking about and her advice is always practical, constructive, and encouraging.
Additionally, I have learned so much from the course material and I am confident I will continue to learn as new content is added each month.
- Anisa Alhilali, Two Traveling Texans
Still on the fence?
Frequently Asked Questions
Travel Blog Prosperity is *not* another e-course.
It’s a membership community that not only gives you access to insanely effective strategies for growing and monetizing your blog, but you'll have a loving travel blogging family to support you.
Plus, you get a direct email line to me to ask anything and everything!
Ready to turn your travel blog into the profitable business of your dreams?
After that, it's just $49/month to stay a member. No minimum commitment required - cancel any time! Discount is for new members only. Returning members can sign up using the pricing plans on this page.
Earnings Disclaimer: Testimonials, income reports, and case studies shared on this site are from actual customers and clients and are intended for informational purposes only and to illustrate what is possible. Success factors such as hard work and time vary by individual; therefore, I cannot guarantee that you will achieve similar results. Your use of our information, products, and services should be based on your own research, and by accessing this site, you agree that Jessie on a Journey Inc. is not responsible for any success or failure of your business.
