(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 143 of Points, Cards and Travel, Ross Alcorn sits down with Michael Boly to break down how business owners can use a smarter business credit strategy to unlock 0% interest funding, access higher credit limits, and avoid expensive debt. If you have ever wondered how entrepreneurs use credit cards to create flexibility, improve cash flow, and still position themselves for premium rewards, this episode gives you the foundation first.

Michael explains the biggest mistakes business owners make before applying, including high utilization, weak personal credit foundations, and low-limit personal cards that quietly cap future approvals. The conversation also covers how 0% interest funding really works, why banks approve these offers, and how business owners can use them responsibly for marketing, growth, renovations, and major expenses without relying on traditional loans. They also discuss balance transfers, personal guarantees, long-term banking relationships, and why better credit structure creates better opportunities.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Michael’s Social Media:

LinkedIn

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 142 of World Travel Made Easy With Itinerary Boss, Ross Alcorn sits down with business expert David Barnett to break down how business credit card strategy can unlock travel rewards, improve cash flow, and create hidden financial advantages many entrepreneurs overlook.

David spent years inside the American Express corporate card division and now helps people buy and sell businesses. In this conversation, he explains why most entrepreneurs think too small when it comes to business spending and credit cards. Instead of simply collecting points randomly, David shares how intentional planning can turn everyday expenses into meaningful travel rewards while also improving operating capital.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

David’s Social Media:

YouTube

Website

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 141 of World Travel Made Easy With Itinerary Boss, Ross Alcorn sits down with stand-up comedian and business owner Scott Bedgood to discuss how entrepreneurs can use credit cards strategically to grow their business without taking on traditional loans.

Scott shares how discovering 0% interest credit cards changed the way he invests in his speaking and coaching business. Instead of feeling pressured to generate immediate revenue after every expense, he now has the flexibility to make smart investments that support long-term growth. Ross also explains how points and miles strategy allows business owners to earn valuable travel rewards from expenses they already have. 

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Scott’s Social Media:

⁠Instagram⁠

LinkedIn

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 140 of World Travel Made Easy With Itinerary Boss, Ross Alcorn welcomes back Lauren Perussault to break down how a simple Points, Cards and Travel strategy turned everyday spending into a luxury honeymoon experience. After years of researching credit cards and feeling overwhelmed by options, Lauren finally implemented a clear strategy that helped her unlock thousands in travel value.

By strategically opening the right credit cards before major wedding expenses, Lauren and her husband earned welcome bonuses that covered flights and significantly reduced the cost of their St. Lucia honeymoon. Using a combination of Chase points, Capital One points, and travel portal boosts, they saved over $4,000 on flights and a five star resort stay. The episode dives into how beginners can start building a Points, Cards and Travel system without spreadsheets or analysis paralysis. Ross and Lauren also discuss stacking benefits like airport lounge access, travel credits, and strategic card usage to maximize value from everyday spending.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Lauren’s Social Media:

⁠Instagram⁠

LinkedIn

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 140 of Points, Cards, and Travel, Ross Alcorn welcomes back Henah Velez to share solo female travel tips that help you feel safer, calmer, and more present on every trip. Join us as we break down travel trends 2026 listeners are already noticing, like digital detox travel, analog getaways, and choosing slower destinations over crowded viral hotspots.

Henah shares solo female travel tips you can use immediately, including picking a safer location first, sharing your live location with someone you trust, reading reviews through a solo traveler lens, and arriving during daylight when possible. She also explains how to ease into your first solo trip with solo dates, short weekend test runs, and low pressure ways to meet people like walking tours and silent book clubs. Plus, we talk points and miles strategies that support safety and comfort, including flexible points, hotel credits, and why the Chase Sapphire Preferred is a strong beginner card. We close with a must do reminder on travel insurance and why Squaremouth can be worth it.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Henah’s Social Media:

⁠Instagram⁠

⁠Newsletter

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 138 of Points, Cards, and Travel, Ross sits down with Lauren Ross to show how a simple credit card strategy can turn everyday spending into real travel. Discover how Lauren went from booking only through portals to confidently using points for flights, hotels, and high value perks, without making it a second job.

Lauren breaks down her exact credit card strategy using Chase Ultimate Rewards, Amex Platinum benefits, and Hyatt points to cover a luxury stay in Dublin and book United premium economy home through Air Canada Aeroplan. You’ll hear how to evaluate “good deals,” why airline alliances matter, and when it is smarter to book directly instead of relying on a travel portal. She also shares how Amex Fine Hotels and Resorts credits can stack free breakfast and on property perks to cut cash costs fast. If you want a credit card strategy that feels attainable and repeatable, this episode is your roadmap. 

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Lauren’s Social Media:

Instagram

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 137 of Points, Cards, and Travel, join us as Ross Alcorn sits down with Henah Velez to make the BILT Card feel simple again. If you have rent or a mortgage and you want travel rewards without adding more complexity, this episode breaks down what matters, what changed, and how to think through it without getting stuck in the math.

Henah shares how she originally got the Built Card as a renter paying around $4,000 in rent, why earning something beats earning nothing, and how she uses BILT points to book trips like Atlanta to Europe on Flying Blue promos, plus a 4.5K Alaska redemption that replaced a $400 cash ticket. They also unpack housing only vs BILT cash, how transaction fees really work, and why using a calculator can save you from guessing. If you want a cleaner credit card strategy that matches your real spending, this is your roadmap.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Henah’s Social Media:

Instagram

Newsletter

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as⁠ YourBestCreditCards.com⁠. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 136 of Points, Cards, and Travel, join us as Ross sits down with real estate investor Chris Reichenbach to show how points and miles can fund real travel while helping you move faster in business. If you are paying renovation costs by check or ACH, you might be missing a safer, more flexible way to pay, earn rewards, and keep projects moving.

Chris shares how he went from fearing credit cards to using 0% APR business credit cards to cover materials, float expenses between hard money draws, and rack up points and miles without chasing random offers. You will hear how he handled a nightmare renovation that jumped to $140,000, why contractor payment methods matter, and how credit cards can protect you when work is not delivered. He also breaks down how he used points and miles to book a Hawaii trip that saved over $6,000 and created a life moment he will never forget.

Credit Card Resources:

⁠5 Step Roadmap⁠ to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There

Best Credit Cards for Travel

Melio: Pay vendors who don't take card with credit card to earn more points

Chris’s Social Media:

Instagram

YouTube

Spotify

Itinerary Boss Socials:

⁠LinkedIn⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 135 of World Travel Made Easy With Itinerary Boss, Ross sits down with Kerry Krull, founder of The Wedding App, to break down what actually makes destination weddings stressful and how couples can avoid it. Most destination weddings don’t fall apart because of travel costs or venues. They fail because guests don’t know what’s going on.

Join us as Kerry shares insights from her background in corporate events and wedding planning, explaining why destination weddings should be treated like multi-day experiences, not just a single ceremony. From missed welcome parties to flight cancellations and last-minute schedule changes, Kerry explains how lack of communication creates chaos and how real-time updates can completely change the guest experience.

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

itineraryboss.com

Credit Card Resources: ⁠⁠The 5-Step Roadmap to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There⁠

⁠⁠Best Credit Cards for Travel⁠⁠

⁠⁠Bonus Offer Notifications⁠⁠

⁠⁠Transfer Bonus Notifications⁠⁠

⁠⁠Melio⁠⁠: Pay vendors who don't take card with credit card to earn more points

Favorite Travel & Points Tools:

TravelPayouts: Turn your trips into income and earn!

Gondola AI: Find better hotels, earn more points, travel for free!

Rakuten: Earn cash back/rewards on every purchase!

Seats.aero: Discover the best flights for your points

SaveWise: Maximize Cashback, Miles, & Points

AwardWallet: Organize & track your points and miles

RoveMiles: Earn and redeem miles on flights/hotels without a credit card

CardPointers: Earn more from your credit cards daily

Our Favorite Daily Personal & Business Tools:

Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Function Health: Optimize your health, explore the world!

Kerry’s Social Media:

Instagram

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠Facebook ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠ 

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Itinerary Boss LLC has affiliate partners and some of these are affiliate links. This means that if you click on the link and purchase the item, we will receive an affiliate commission at no extra cost to you. We only recommend products or services we believe will add value to our listeners.

Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.

(Disclaimer: Click 'more' to see add disclosure) Itinerary Boss is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as YourBestCreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. The content on this page is accurate as of the posting date; however, some of the offers mentioned may have expired.

In episode 134 of World Travel Made Easy With Itinerary Boss, Ross sits down with Jacob Goldberg, co-founder of SkyKey, to break down one of the biggest hidden problems in airfare pricing and the simplest solution most travelers are missing.

Airlines constantly change prices, and most travelers never check their ticket again after booking. Jacob explains why 40–50% of flights drop in price after purchase and how SkyKey monitors flights 24/7 to automatically secure refunds or flight credits when prices fall. With average savings of $130 per flight, SkyKey removes the stress of timing airfare purchases, deal alerts, and mental gymnastics especially for families, business travelers, and anyone booking peak travel dates.

Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

itineraryboss.com

Credit Card Resources: ⁠The 5-Step Roadmap to Your Next Free 5-Star Luxury Vacation + the 1 Card That Gets You There⁠

⁠Best Credit Cards for Travel⁠

⁠Bonus Offer Notifications⁠

⁠Transfer Bonus Notifications⁠

⁠Melio⁠: Pay vendors who don't take card with credit card to earn more points

Favorite Travel & Points Tools:

TravelPayouts: Turn your trips into income and earn!

Gondola AI: Find better hotels, earn more points, travel for free!

Rakuten: Earn cash back/rewards on every purchase!

Seats.aero: Discover the best flights for your points

SaveWise: Maximize Cashback, Miles, & Points

AwardWallet: Organize & track your points and miles

RoveMiles: Earn and redeem miles on flights/hotels without a credit card

CardPointers: Earn more from your credit cards daily

Our Favorite Daily Personal & Business Tools:

Kit: Grow and monetize your email list

⁠⁠⁠⁠⁠⁠⁠⁠⁠ClickUp⁠⁠⁠⁠⁠⁠⁠⁠⁠: Stay organized and master projects

Function Health: Optimize your health, explore the world!

Jacob’s Social Media:

Instagram

Itinerary Boss Socials:

LinkedIn

⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Pinterest⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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