Overpaying is not a bad thing if you are comfortable with what you paid. Sometimes cards come up very rarely or maybe it’s so niche that grading it yourself would be even more difficult. Maybe FOMO pushed you in an auction, or maybe you had to finally complete a collecting goal that has taken months or years.
Share a card that you overpaid for.
It’s not over paying until you sell!!
I bought Charizard Base Set PSA 9 in 2020 for 2k and after 6 years it’s finally worth more than I paid for it
Ill show you mine if you show me yours first 
I’ve overpaid so much for this Rocket Lady Full Art card in Latin American Spanish …
I remember I paid like 40 PEN (Around $12 USD) for this card (when it was valued like $5 USD) …
I only paid because finding Latin American Spanish cards is painful … even in my country … 
and I didn’t want to search again … (so … it’s kinda justified)
I still have this card in my collection if you’re wondering …
I overpaid for this, but I am really glad I did.
2013-11-01 – Nissui Pokemon Double Seal XY Sticker Card
I remember this card distinctively back when I purchased it because it was a very weak PSA 10. Couldn’t really see all the whitening on the back until I got it in person. I was pretty disappointed. It’s been in my Vault now since 2021 and just sold it a few weeks ago. I wonder if the person that bought it will post it too.
Ninetales theme deck, thought it was gold strip turned out to be regular.
Decent chunk of change instantly lost.
Nothing crazy, but one of the first double-swirl Jumpluffs I had found, so I was pretty excited and happy to overpay.
I paid a whole $3 for this card because I never pulled one after opening roughly 50 Journey Together packs over the past year. It was the last card I needed for a casual Journey Together deck I’ve been building forever.
It turns out there’s 94 commons in Journey Together and you only get 4 per pack now, so getting an individual one you’re after is more challenging than you’d think.
today’s overpaying is tomorrow’s deal.
When have I not overpaid 
But as mentioned by @bash2112:
Almost everything I overpaid for years ago are worth a lot more nowadays anyway.
But, to give one example I’ve given loads of times before:
The Pikachu with YOU Wagon promo.
To give the short summary this time: released in 2014. None available for sale until Dec. 2016 when one popped up for auction, which ended at 135,000 Japanese Yen (~1.2k USD at the time) and I lost. Few more popped up, and I placed a bid of 777,777 Japanese Yen on one auction, which I ended up winning for 777,000 (950 USD incl. all middleman/shipping/import fees). 
While that auction was active, there were BINs available for ~600,000. In halve a year, it dropped to ~100-125 USD in price, and it remained <250 for a couple years. But nowadays it’s above 1.5k, so 
Looking back on when I first posted about that bad deal, I also see I wrote this:
Funny to look back at the days pre-orders could drop in price after their release, instead of going 10x MSRP and being bought out by bots/scalpers. 
Greetz,
Quuador
Everything I’ve purchased in the last year I have either overpaid for, or paid for just in time before it randomly decided to double or triple in market value.
Yeppppp… a card I just bought for 1800 bucks was 300-400 a couple years ago. Oh well. I try to not let it frustrate me.
When the IG post for this card being up for sale got linked in the species collector discord, pretty much everyone who replied made some sort of comment about the price being high. Including me.
But for a pop 1 mid era reverse it was very much a ‘now or never’ moment, so I just sucked it up and went for it. To be fair, seeing some of these recent PSA 10 sales of low pop english cards, maybe I didn’t overpay 
But as its pop 1 (did i mention its pop 1 btw) we wont be finding out what other people value it at any time soon
Overpaying always sucks, but for a pop-1 card of your favorite Pokémon that you’ve been collecting as full PSA-10 set, and on top of it being a hard-to-grade RH, I feel it’s fine to overpay, ngl (and I say this while not even knowing what price you’ve paid). Once again big congrats on the addition to your collection!
Greetz,
Quuador
I’ll admit I overpaid on this by around £100. The other one up for grabs was an older label and the label would trigger me.
PSA 6 Kamex Computer Error for $2,200 in March 2019. I’m not confident I could break even on this card if sold today.
$2,200 could get ALOT In 2019.
I spent hours going through a shops bulk for N’s Sigilyph that I needed to complete the set. The following weekend I went to a card show and this nice couple had bulk for sale and gave me the card. I was annoyed that I spent so much time for nothing.
I’ve overpaid for every card I own and yet I always got value.
I feel like this question could be a little subjective
Does paying $133 for a bulk Chilling Reign reverse holo count?
I’ve spent more than that alone on raw cards that look like they’ve been through hell and back so I don’t consider it myself, but I know a majority of others would absolutely call it overpaying.
