Ross Alcorn
Points, Cards and Travel
Points, Cards and Travel is your weekly guide for business owners, investors, and high income professionals who want to earn more on everyday spend, learn powerful strategies no one taught you and turn points into luxury travel every year. Hosted by Ross Alcorn, each episode breaks down credit card strategy, smart systems, and real world examples so you can maximize rewards, improve cash flow, and unlock premium flights and hotels. Hear from points experts and lifestyle entrepreneurs who have done it and learn how to build strategic plans to save big and elevate every trip.
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Episodes
Simplify Tracking Your Points with AwardWallet: Reprice Flights & Avoiding Costly Mistakes With JT Genter of AwardWallet 14.01.2026 39:47
(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 au...
Credit Card Roadmapping Made Simple: Starter Cards, Premium Card Annual Fees, and Smarter Point Redemptions with Spencer Johnson 07.01.2026 53:06
(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 au...
Southwest Companion Pass Explained: 135K Points Strategy, Companion Swap Rules, and Post-Change Reality with Max Craig (Points to the Max) 31.12.2025 48:57
(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 au...
Active Duty Credit Cards Rewards: No Annual Fee's, Smart Card Sequencing & Credits to Build Wealth and Book Luxury Vacations with Spencer Reese 23.12.2025 1:08:22
(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 au...
Simplify Finances First Before Credit Card Rewards: Banking Automation & High Yield Savings Foundation that Fuels Travel with Steve Domino 17.12.2025 27:16
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 aut...
Family Slow Travel and World Schooling: How Business Owners Can Use of Credit Card Points for Extended Europe Travel with Suzy May 10.12.2025 43:21
(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 a...
Hotel Upgrades, Elite Status Secrets & Free Night Certificates: How to Turn Every Stay Into a VIP Experience With Ben’s Big Deals 03.12.2025 45:38
(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 a...
How You Can Use Credit Cards To Reward Yourself Even If You Have Financial Trauma with Mariah Hudler 26.11.2025 48:48
(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 a...
Shopping Portals That Earn Free Points: Earn AMEX or Bilt Points and Turn Online Buys into Free Flights + Hotels 20.11.2025 18:18
(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 a...
The Hyatt Globalist Blueprint: 9x Earnings, Guest of Honor Perks, and $1,500 Luxury Nights for 45K Points 19.11.2025 36:52
(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 a...
The United Insider’s Guide — Air Canada Aeroplan Secrets, Hub Sweet Spots & Smarter Family Trips 11.11.2025 29:31
(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 a...
Alaska Atmos Program Deep Dive: Smarter Ways to Earn, Redeem, and Travel on Partner Airlines like American with Betsey Wilson 05.11.2025 42:10
(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 a...
How to Leverage Business Expenses into First-Class Travel using Lifestyle Assets with CEO of Vodyssey, Shawn Moore 29.10.2025 53:01
(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 a...
Tracking Credit Card Offers, Stack Rewards, and Automate Savings Using the CardPointers App with Brooke Merkle 22.10.2025 34:17
(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 au...
International Family Travel Best Practices: Spain, Japan, and Points Mistakes to Avoid with Alex Maiersperger 15.10.2025 44:28
(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 a...
How E-Commerce Founders can use Business Spend to Earn Millions of Points and Travel for Free with MentorPass CEO Kenny Hanson 08.10.2025 1:01:09
(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 au...
Optimizing High Business Credit Card Spend for Personal First Class and Five Star Luxury Vacations with Ryan Melnick 01.10.2025 47:39
(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 au...
Maldives Travel on Points and Miles: Overwater Villas, Hilton Aspire Free Nights, Fifth Night Free Math, and Smarter Positioning Flights with Carissa Rawson of Rove Miles 24.09.2025 27:34
(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 a...
Are Credit Card Points Taxable? Best Practices for Business Owners, Investors, and Side Hustlers with CPA Rachel Earl 17.09.2025 53:22
(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 au...
Bonus: How to Travel to Thailand on Credit Card Points and Save Over $16,000 16.09.2025 30:14
(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 au...
How Points Path Helps You Decide Whether to Use Points or Cash on Flights with Julian Kheel 10.09.2025 41:31
(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 au...
Roves Miles: How to Earn, Redeem, and Travel More Points without a New Credit Card 09.09.2025 30:51
(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 au...
How Entrepreneurs Earn First-Class Flights: DeAndre Coke on Business Credit Cards, Status Shortcuts, and Redemptions 03.09.2025 1:03:09
(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 au...
Tools to Use When Vendor Doesn’t Take Credit Card and Why You Shouldn’t Worry About the 3% Fee 02.09.2025 15:52
(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 au...
Credit Card Rewards for Homeowners: Travel Points & Miles on Your Mortgage, Daycare, Costco, and Home Projects with Mesa CEO Kelley Halpin 27.08.2025 31:46
(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 au...
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