06/25/2025
“Next time I ask you for $10k out of our travel fund, I might as well burn it in the backyard and let the family take turns kicking me in the—well, you get the picture.”
A very real client, pained that her $500k income still can’t charter her to Dubai in lie-flat splendor like all the other Boston area Jonses...
Cue the tiny violins. But the frustration is real: Boston-area families grossing $350k–$600k are technically rich yet feel stuck slumming it with us commoners at the Hampton Inn waffle bar. Full disclosure. My kids and I love a free hot breakfast! Please do not attrack me for a joke!
The culprit? Costs (even since my 2023 update that was past peak inflation) sprint faster than paychecks, especially vacation costs.
🔹 Stat: The average New England getaway for a family of four now rings in at $9,700. One “average” trip and—boom—your entire annual line-item from the $500k budget (see cover photo) is toast. Cue ski-weekend cancelations, cousin’s-wedding excuses, and “sorry kids, the lacrosse jamboree hotel is the vacation.”
🔹 Anecdote: Same family tried pricing Disney. After the sticker shock, the kids asked if roasting marshmallows over mom’s smoldering credit card counted as “experiential learning.”
🔹 Tip: Vacations belong inside the plan, not on the “we’ll figure it out” tab. Cap the spend first, then unleash your inner travel-hacker... points, off-peak flights, house swaps, whatever keeps the ride rolling.
Speaking of hacks, I’ll tag I've followed him for a few months, and he is a points whisperer!
Let’s play Price Is Right
🔹Drop a vacation in the comments.
🔹I’ll guess the out-of-pocket price - —no Google, no AI cheats.
🔹Colin can chime in with “how many points to shave it down.”
No showcase showdown prize, just bragging rights and maybe a usable budget number for your next planning meeting.
Ring the bell on my profile if you want to be reminded about
🔔 Thursday - Bonus post. I had planned on a day off, but Kiplinger’s Best and Worst Road-Trip States—because I was going to take the day off, but their list begged for a response
🔔Friday - DJ I BaRF—the playlist that saved ten hours of highway sanity.”
👇In the comments, links to my 2019 - $350k Blog, 2022 Update to $500k.
'tSkipTheMemories