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- Side Hustle Spotlight #58
Side Hustle Spotlight #58
Read more to find out how you can start this profitable side hustle today plus tips and tricks to make starting a business easier
Welcome Back To Side Hustle Weekly!
I’m excited to share with you another great side hustle you can start today! Today we will be discussing how you can start a travel planning business.
Before We Get Started Here’s Your News Recap:

Trump’s immigration crackdown is skewing labor data
Stricter border measures and deportations have tightened the labor force, leading to an artificial drop in unemployment (4.2%) despite losing 696,000 jobs in May—complicating the Fed’s economic signals and tightening labor breakeven estimates to around 50K new jobs per month.
U.S.–China trade talks enter second day in London
Staunchly optimistic, U.S. Commerce Secretary Lutnick reports the London talks are “going well,” with discussions around semiconductor export controls and rare-earth shipments potentially easing tariffs.
Wall Street remains flat ahead of trade clarity
Dow was down 0.05%, while S&P and Nasdaq edged up 0.17% and 0.28%, respectively. Though cautious, investors are focusing on trade talk progress, awaiting CPI data, and eyeing a modest 0.3% S&P gain earlier in the day.
Treasury auctions test investor confidence
This week sees $119B in 3-,10-,30-year note auctions. Short-term notes are attracting healthy demand, but appetite for long-dated bonds remains shaky amid fiscal concerns and looming tariff implications.
World Bank trims global 2025 growth to 2.3%
The World Bank downgraded its global GDP outlook, flagging elevated tariffs and unprecedented uncertainty. U.S. growth estimates also take a hit, likely hovering near mid‑1%.
Dollar steadies during trade negotiations
The U.S. dollar remained flat-to-slightly lower as traders paused preemptively, balancing ongoing currency volatility and anticipation from the U.S.–China dialogue
Small-business optimism edges up
The NFIB index rose to 98.8 in May, driven by easing tensions in U.S.–China trade and tariff cuts—from 145% to 30%. Yet, the uncertainty index also climbed, reflecting unease over the “Big Beautiful Bill” and future policy clarity.
Ukrainian refugees boost Poland’s GDP by 2.7% after more than 1 million Ukrainians integrated through employment and business formation.
BOJ may slow bond taper amid jittery markets, signaling caution before further policy normalization
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Travel Hacking
Travel Smarter, Earn Smarter
What if you could turn your obsession with cheap flights, travel points, and planning the perfect trip into a business—without becoming a travel agent or running a tour company?
That’s what a travel hacking business is all about.
You help others travel like pros—getting the best value from flights, hotels, credit card rewards, and hidden travel gems. You package this expertise into custom itineraries, downloadable PDFs, or personalized planning services. And the best part? You can sell the same destination plan hundreds of times or outsource the planning entirely once the system is in place.
Whether you're helping a couple find the cheapest way to Paris or creating a 7-day guide to exploring Thailand on points, you're selling knowledge, not bookings—and making serious income doing it.
Step-by-Step: How to Start Your Travel Hacking Business
Step 1: Master the Craft of Travel Hacking
You don’t need to be a lifelong nomad, but you do need to know how to:
Find flight and hotel deals
Use points/miles effectively
Optimize travel routes and timing
Pick experiences that give travelers max value
Start by practicing for yourself. Plan trips using tools like:
Google Flights + Skyscanner
AwardHacker (for points)
SeatGuru
The Points Guy (for credit card rewards)
Step 2: Define Your Services and Offers
Decide what you’ll offer and how you’ll deliver it. Some ideas:
Custom trip planning (for a flat fee or premium package)
Pre-made destination guides in PDF/Notion formats
Travel hack consults (Zoom or email-based)
Digital products like "7 Days in Rome Using Only Points" or “Ultimate Thailand on a Budget Playbook”
Start with one core offer, like a $97 custom travel plan, and build from there.
Step 3: Build Your Website and Storefront
Use platforms like:
Carrd or Webflow (for landing pages)
Gumroad, Podia, or Payhip (to sell digital products)
Canva (to design your itinerary PDFs)
Calendly or TidyCal (for consult bookings)
You don’t need a fancy site—just a clear message:
✅ Who it’s for
✅ What they’ll get
✅ How it saves them money and time
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Step 4: Get Your First Clients
Start by offering a trip plan for free or at a discount in exchange for testimonials.
Post in:
Reddit subs like r/travelhacks or r/digitalnomad
Facebook groups for travelers and budget explorers
TikTok or Instagram with reels explaining travel tips
Share before vs. after itineraries:
“Here’s a $2,300 trip I hacked down to $1,050 with points and deals.”
People love this. And once one custom trip is created, you can resell that itinerary as a product again and again.
Step 5: Productize and Automate
Now comes the fun part—scaling without doing more work.
Turn custom plans into evergreen digital guides for destinations
Use Notion or PDF templates to streamline guide creation
Automate delivery using Gumroad + Stripe
Hire a VA or travel planner (on Fiverr or Upwork) to handle new requests
Set up email funnels using ConvertKit or MailerLite to resell future plans
Now you’re not a service provider—you’re running a digital travel guide business.
How You Make Money
Revenue Stream | Income Potential |
---|---|
5 custom plans/month | $97 each = $485 |
100 guide sales/month | $25 each = $2,500 |
Affiliate travel tools | $300–$1,000+ |
Consulting add-ons | $150–$500 |
💰 Total Potential Monthly Income: $3,000–$6,000+
Scale it up? Build more guides, run ads, and automate delivery = $10K/month possible.
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Pros and Cons of a Travel Hacking Business
✅ Pros:
No need to be a travel agent or book anything
Can sell the same guide many times (high leverage)
Fun, fulfilling niche for travel lovers
Easy to outsource with templates and SOPs
Multiple revenue streams (custom, products, affiliate)
❌ Cons:
Requires solid understanding of rewards systems
Some upfront work to create first products
Hard to compete unless your guides offer real value
SEO or social content may take time to gain traction
Requirements to Get Started
Travel knowledge (or willingness to learn)
Website (Carrd, Gumroad, or Shopify Lite)
Stripe or PayPal for payments
Canva (for design)
Gmail + Google Drive (for delivery & client info)
ChatGPT (to help generate outlines and descriptions)
Basic ad budget (optional for paid traffic)
Products to Maximize Results
Canva Pro – for branded, gorgeous travel guides
ChatGPT Plus – for writing and formatting guides quickly
Gumroad or Payhip – to host and sell downloads
SurferSEO or NeuronWriter – if you're blogging for traffic
Upwork VA – to handle client intake, formatting, and logistics
Summary: Sell Smarter, Not Just Trips
Master your niche: Learn to hack travel like a pro
Offer value: Custom plans + guides that save people time and money
Build your storefront: Simple site, clear packages
Sell once, resell forever: Productize plans into evergreen digital downloads
Automate and delegate: Let AI or VAs do the heavy lifting
Grow your income with affiliate tools, consulting, and volume sales
✈️ Final Thought: Travel Hacking Is the Ultimate Scalable Side Hustle
You’re not just planning trips—you’re building systems that sell smart travel knowledge over and over again. As the world reopens and people crave experiences, your guides and services become even more valuable.
That’s A Wrap
I hope you enjoyed today’s post and if you have any questions about the post, upcoming posts, how to advertise, or anything else, feel free to reply. See you next time with another money-making post, helping you boost your income!
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Disclaimer: This newsletter is for informational and educational purposes only and reflects the opinions of its editors and contributors. The content provided, including but not limited to real estate tips, stock market insights, business marketing strategies, and startup advice, is shared for general guidance and does not constitute financial, investment, real estate, legal, or business advice. We do not guarantee the accuracy, completeness, or reliability of any information provided. Past performance is not indicative of future results. All investment, real estate, and business decisions involve inherent risks, and readers are encouraged to perform their own due diligence and consult with qualified professionals before taking any action. This newsletter does not establish a fiduciary, advisory, or professional relationship between the publishers and readers.
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