The scenario is you have 5 years to add the 5 cards you want most to your collection. What are those 5 cards? Keep it realistic.
For me:
Mew victory orb in energy shield
Rayquaza 1st ed gold star
Lottery vmax trio of eeveelutions
Hoping this is realistic. Time will tell 
I think these 5 cards can realisticly be in my collection in 5 years
Charizard V (Full Art) 103/S-P PSA 10
Charizard VMAX (Rainbow) 104/S-P PSA 10
Charizard Shadowless PSA 9
Jolteon VMAX (Alt Art) 199/S-P PSA 10
Jolteon Gold Star (JPN) PSA 10
I also wanna expand my Deoxys & Zeraora collection but those aren’t as crazy money wise
I know I gave myself 5 years for Snap Gyarados and I admit it isn’t realistic - for me it’s an arbitrary number just to see how far I can get in those first 5 years. A way to see where the bar can be and re-adjust as needed along the way.
Give me 5 + 5. 
PSA 10s of the following:
Crystal Nidoking
Team Aqua’s Kyogre FA (Likely Japanese as the English prints are never gem mint)
Team Magma’s Groudon FA (Likely Japanese as the English prints are never gem mint)
Skyridge Starmie H28
FA Wicke - Burning Shadows printing so bad though
Impossible question for me. 5 years of projecting adjusted income/disposable income for card purchases, and 5 years to determine the “value” vs. market rate/availability of my targeted acquisition cards. I am constantly evaluating potential purchases for either value or market availability (will I ever have this purchase opportunity again, and do I have the current cash equivalent to acquire it)? I unfortunately am not goal directed enough to target specific cards without allowing for this fluidity so the best I can do is maintain a “hit list.” My goal is to maximize and exploit opportunity–which I’m working on getting better at. Love the question though and am always casually curious to know what cards others see high value in who have not already met their collecting goals.
I’m currently missing just 11 Pikachu cards to have “catched 'em all” (for the first 25 years of Pokémon). The other six are the Japanese SNAP and five out of twelve Art Academy cards, which are much less realistic given their massive price increase, and considering some have yet to pop up even once.
The five above however I’m confident I’m able to add eventually in the upcoming five years. I’ve been collecting Pikachu cards for seven years now and own all except these 11, so these five above should be doable in another five years I would assume/hope.
Outside of Pikachu, I’m currently primarily looking for a sealed English WotC #21 Moltres with Swedish and Danish insert cards respectively, to complete that subcollection. I only recently found out the Swedish ones exist, and although I’ve never seen the Danish ones yet for any of the legendary bird promos, it would surprise me if they don’t exist considering the Ancient Mew exist with Norwegian, Swedish, and Danish insert cards as well.
Greetz,
Quuador
5 more Base Charizards.
My number one goal would be to stay collecting Pokemon cards for the next 5 years!
For me it’s gonna have to be:
Shining Mewtwo
Shining Charizard
Plasma Gale Charizard UR
/L-P lottery Ho-oh
Torchic GS
All japanese psa 8+
Torchic GS
Latias GS
Latios GS
Base Alakazam
Base Mewtwo
No. 1 Trainer 2000/2001
Victory Proof Second Place
Rayquaza EX Lottery Promo
Espeon V Alt Art
Rayquaza V Alt Art
Give me 10 years for No. 1 2002 Girl Trainer
Shining charizard destiny(honestly would rather not buy it, for the money, it’s not my favorite card in the world, kinda tired of the zard hype as well. but I want every shining card haha!)
Gold star registeel
Gold star torchic
Gold star Espeon
Gold star umbreon
Just finishing my shiny collection has been my primary goal for a heck of a long time and still is. These are the final super money cards to add to the collection. Registeel is probably the cheapest, but I like his card the most out of the other remaining Shinies to collect.
Gyarados Shadowless 1st Ed
Gyarados Goldstar
Gyarados Evolutions Staff
Rest could be language variations
Here are the top 5 cards I would hope to obtain within the next 5 years:
Bro just hit the buy button and sell at 30% loss later on
