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Families Fly Free
Podcast

Ep. 353 Families Fly Free

Lynn's strategy: Southwest Companion Pass, credit card bonuses, efficient point redemption for family of 4. Six free trips annually.

Brad Barrett, Jonathan Mendonsa · · 136,941 plays
49m 11s
  1. Introduction to Travel Rewards
  2. Understanding the Companion Pass
  3. How to Earn Travel Rewards
  4. Common Misconceptions About Travel Rewards
  5. Key Strategies for Maximizing Points

Choose FI has partnered with CardRatings for our coverage of credit card products. Choose FI and CardRatings may earn compensation from card issuers when a customer clicks on a link, when an application is approved, or when an account is opened. Opinions, reviews, analyses & recommendations are the author's alone, and have not been reviewed, endorsed or approved by any of these entities. American Express is a ChooseFI advertiser.

Most families waste thousands of dollars on flights every year while a small group consistently flies for free. Lynn from Families Fly Free used to think travel rewards were too complicated—until she figured out a simple system that gets her family of four on six flights annually at zero cost.

Lynn shares how families can offset travel expenses through credit card bonuses and everyday spending, with a focus on the Southwest Companion Pass that allows one family member to fly free on all bookings. After earning 125,000 points in a calendar year, the pass unlocks substantial savings for families willing to be strategic about their spending.

Introduction to Travel Rewards

  • Lynn's background as a travel writer and her transition to travel rewards
  • How her family overcame skepticism and began using rewards strategically
  • The value of travel rewards for families looking to reduce expenses

How to Earn Travel Rewards

  • Credit card bonuses as the primary method for earning points
  • Prerequisites: being debt-free and having a credit score above 700
  • Using everyday spending on credit cards while paying them off frequently to avoid debt

"If you're going to use a credit card to earn miles and points with your everyday spending, I recommend that you just pay the card off every day or every other day."

Understanding the Companion Pass

  • How the Southwest Companion Pass works: one companion flies free on paid tickets
  • Earning requirement: 125,000 points in a calendar year
  • Strategic planning around obtaining and maximizing the pass

Methods to Maximize Points

  • The 80/20 rule applied to simplifying travel rewards
  • Focused strategies that don't require managing multiple credit cards
  • Southwest's dynamic pricing and how to leverage it for savings

"You can really, because Southwest varies their points price by the cash price, there's a lot you can do there."

Common Misconceptions and Financial Responsibility

  • Addressing fears related to credit card use
  • How responsible credit card use can improve credit scores over time
  • Clarifying that travel rewards aren't just for the affluent

"We fly when it's not a pandemic, six times a year, four people free. I mean, that's crazy."

Key Strategies

  • Pay off balances daily: Maintain financial discipline by paying credit card balances every day or every other day
  • Plan around the Companion Pass: Make obtaining the Southwest Companion Pass a priority for family travel
  • Keep it simple: Focus on one or two strategies rather than managing multiple complex systems
  • Families Fly Free Podcast: familiesflyfree.com

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ChooseFI has partnered with CardRatings for our coverage of credit card products. ChooseFI and CardRatings may receive a commission from card issuers.

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