All Episodes
Families Fly Free — 216 episodes · page 1 of 3
Southwest Hugely Changes Companion Pass (And Not in a Good Way): My Honest Take
209 | When You Can Fly Free JUST to Try on a Wedding Dress: Success Story with Rachel Elston
208 | Travel During Your "Go-Go" Years: Success Story with Bret Crawford
207 | ✈️ Which Points Qualify for the Southwest Companion Pass?
206 | 🛑 6 Things Travel Rewards Enthusiasts Need to Give Up in 2026
205 | 🐒 Costa Rica Case Study: How I Used Points to Save $10,000+ on Flights, Hotels & an Airbnb
204 | ✈️ Did You Make This Common Year-End Southwest Companion Pass Mistake?
203 | 🛍️ How to Earn Maximum Points on Your Holiday Shopping to Fund Next Year's Travels
202 | 🛑 Stop Wasting Points & Perks: How to Do a Credit Card Audit
201 | ❤️ "You Can't Recall the Memories You Never Make": Success Story With Member Dave Banks
200 | 🕵️♀️ The Southwest Scoop: Boarding Shake-up, Assigned Seat Drama & Gate Quotas
199 |❓Your Families Fly Free & Travel Rewards Questions Answered by Members: Open House Replay
198 | 🤷♀️ What I’d Do Differently If I Were Starting Travel Rewards Today
197 | 🏨 The Truth About Booking Hotels Through Travel Portals
196 | 💳 Capital One Venture X Is Ending THIS Popular Perk Soon; What You Need to Know
195 | 😱 Is This the End of Travel Rewards as We Know It? 5 Things You Need to Know
194 | 🎃 Haunted USA: Fall Trips with a Spooky Twist
193 | 🎯 Southwest Changes Simplified: New Fares, Assigned Seats, Bag Fees - Oh My!
192 | 🎨 Wander in Wonder: How to Better Appreciate Art on Your Travels
191 | 🎮 Epic Universe Insider Guide (Part 2): Dark Universe, Super Mario, Berk and Food Finds
190 | 🎢 Epic Universe Insider Guide (Part 1): Hotels, Harry Potter, Celestial Park + Line Tips
189 | Secrets of London: A Travel Journalist’s Best Tips
188 | How to Visit Colleges on Points — Without Blowing Your Travel Budget
187 | Chase Sapphire Preferred: Hidden Perks That Make This the No. 1 Travel Card
186 | New Rules, Same Free Perks? How to Outsmart Southwest’s Changes
185 | Why Travel Feels So Hard — And How to Make It Much Easier
184 | The Problem With Opening Too Many Travel Cards
183 | London Trip Top 5 Travel Tips
182 | Does Costco Fit Into a Travel Rewards Strategy? Let's Break It Down
181 | Turn Your Tax Bill Into Travel Rewards
180 | How to STILL Fly Your Southwest Bags Free + Other Questions About Southwest's Changes
179 | Southwest Airlines Ends Free Checked Bags + Other MAJOR Changes: What You Need to Know...
BONUS | Is Southwest's Surprise Reduction in Points Earned on Flights a Big Deal?
178 | The Benefits of Banking With Chase for Travel Rewards
177 | What Travel Rewards ACTUALLY Is Versus What You Think It Is
176 | The Latest on Southwest Airlines' Changes Coming Soon
175 | The Best Credit Cards for Airport Lounge Access
174 | Success Story: Flying Free for Travel Sports with Amy Heffern
173 | Shhh... 5 Things They Don't Want You to Know About Travel Rewards
172 | Dave Ramsey and Travel Rewards
171 | My 2024 Travel Rewards Savings Round-Up: $11,000 on 6 Trips
170 | Success Story: Prioritizing Travel Despite Reduced Finances With Michele Holmes
169 | Top 5 Things to Know About Travel in 2025
168 | Aren't 2 Southwest Companion Passes Better Than 1?
167 | Maximizing Travel Rewards Efficiency With Jon Gombola
166 | How My Motto "Just Keep Checking" Can Help You Save & Travel Better
165 | Southwest Just Announced These BIG Changes: My Thoughts and Analysis
164 | No More Assigned Seats? My Thoughts on Southwest's Big Change
163 | Highest Ever Offer for Chase Ink Business Preferred
162 | All About Chase Sapphire Preferred
161 | Teachers Can Fly Free Too With Monica Marino
160 | Success Story: Free Flights for Life with Andrew and Kiana Joyner
159 | Tips for Choosing the Right Tour Company for Your Family With Christine Sarkis
158 | Success Story: The 80/20 Rule Applied to Travel With Jesse Brown
157 | Tips for Traveling to Hawaii With Young Kids With Marcie Cheung
156 | 10 Romantic Getaways for Couples
155 | Why You Should NOT Buy Discounted Southwest Gift Cards
154 | Feeling Alone in Your Miles & Points Hobby? I've Got Some Tips
153 | Listener Questions Part 2: Companion Pass Southwest Card Offer & Timing, Costco, Devaluing Points & More
152 | Listener Questions Answered: Flying Southwest From a Non-Hub Airport, Having Enough Points, Chase Freedom Unlimited
151 | Success Story: Traveling to All 50 States With Amanda Sanfilippo
150 | Why You Should Not Be Intimidated to Visit US National Parks with Bryanna Royal
149 | Why I Don't Recommend Getting Chase Sapphire Reserve
148 | Travel Trends for 2024
147 | Top Family US Destinations for 2024 with Lesli Peterson of 365 Atlanta Traveler
146 | Top International Destinations for 2024
145 | My 2023 Travel Rewards Savings Round-Up: 10 Free Trips to 8 Destinations
144 | How to Make Traveling the World Your Way of Life With Caroline Makepeace
143 | Using Your Points However You Want With Pam Howard
142 | The 1 Mistake 99 Percent of Travel Hackers Make
141 | Are You "Under" Traveling?
140 | Talking Travel Rewards With Brad Barrett of Choose FI
139 | My No 1 Airline Hack Revealed
138 | How to Keep Traveling When the Budget Is Tight
137 | The Latest on Maui Travel With Leanne Pletcher of Maui Visitors & Convention Bureau
136 | Why I Love the Chase Ink Business Cards
135 | Why No Assigned Seats Is Not as Bad as You Think
134 | Earning a Southwest Companion Pass for 2024-2025: What You Need to Know
133 | Success Story: How to Save $20,000 Flying Free for Travel Sports with Travis Boland
132 | Last-Minute Getaways Using Points
131 | Why You Need to Have Emergency Points
130 | Using Travel Rewards vs Discounts to Save as Much as Possible on Your Disney Vacation
129 | There's No Right Way to Use Your Points
128 | Southwest Elite Status: Is It Worth It?
127 | From Overwhelmed to Confident Using Travel Rewards With Brittany Gartner
126 | My Fly Free Formula REVEALED
125 | 5 Things I Wish I Did When First Starting in Travel Rewards
124 | Flying Free on Delta and Southwest with Team Member Lisa Whitlaw
123 | Travel Hacking 101
122 | Flying Southwest & Travel Tips with Corinne Crabtree
120 | How a Travel Rewards Newbie Flew Her Family to Florida and Cancun - Case Study with Trish Harpring
The Biggest Reason to Fly for Free I Never Thought of
119 | There's Something About San Diego: My Guide to This SoCal Gem
118 | Say Goodbye to Travel Stress! Mastering Mindset to Enjoy Your Next Vacation With Andra Erickson
117 | Europe Is Bonkers This Summer: What You Need to Know with The Tour Guy's Sean Finelli
116 | $5,000 Saved on a Universal Orlando Vacation: Case Study with Katie Blumhorst
115 | Thoughts on Disney's 2023 Changes: Annual Passes, Dining Plans and More!
114 | Take Better Travel Photos with Photographer Krista Payne
113 | How and Why to Create Flexible Travel Plans
112 | What to Do If You're Declined for a Credit Card