Please, whenever possible, link this post to help out your fellow players.
This is best with 2 players, if possible, to maximize profits.
You'll need an Arcade, here's a list of all of them.
I prefer the Eight Bit Arcade because of its location and accessibility to the Garage, as well as the fact that it makes most preps spawn in the same locations for easier completion of preps.

Here's a list if guides that'll help with getting started with the Diamond Casino Heist:

Scoping Out

Scope Out Guide [Skip to 4:36]
All Access Points
All Points Of Interest / POI

Tip 1:

While doing Casino Heist preps, you can make Lester shut up and show the mission objective faster by giving one of your contacts (Mechanic, Assistant, hell even Brucie) a call, as long as you know the contact you call will pick up the phone and not just leave you ringing.

Tip 2:

[Make sure to call Simeon or Martin and request a job before you start a prep, as you cannot request a job while doing Casino Preps]
In some missions you are unable to call Lester and call the cops off of you. During these missions, you can get the cops off of you for free by calling Simeon or Martin and request a job. Once you get the job, join it.
AS SOON AS YOU JOIN THE JOB, LEAVE AS SOON AS POSSIBLE. If you don't quit, you run the risk of the Host starting the job and therefore cancelling the heist prep.
Once you leave the job, you'll be back in Freemode with no cops on you, and you'll still have your heist prep equipment.

Note:

There are two Access Points that are required for the way I run the heist, in Aggressive and The Big Con (Gruupe Sechs), being the sewer entrance on the right side wall in the first opening, and the tunnel entrance leading into the center of the track.

Scope out the Casino

Look for Artwork and Gold, as they are the best (unless Diamonds are available in the vault. In that case, Diamonds are the best)

Changing vault contents

If you've completed all three approaches (Silent & Sneaky, Aggressive & The Big Con), you'll have unlocked the ability to cancel the Casino Heist by calling Lester. You can use this to cancel the heist if you get Cash, or any Vault Content item you don't want.
If you find the Vault contents and get something you don't want, like Cash, you can call Lester while still in the Casino and cancel the heist. Go back to the Arcade and pay the 25k to start the heist again, and you should have a different item for your Vault Contents.
This will essentially allow you to get a second Vault Content item by trading 25k to start the heist a second time with about 8 minutes of finding and hacking / killing the Casino Security guy and going to the Casino.
If, once again, you get a Vault Content item you don't want, exit the arcade, call Lester & cancel the heist, enter your Arcade, rinse and repeat.

Personally, I cycle between Aggressive and The Big Con (Gruupe Sechs).

Now, because I prefer doing the heist through the Aggressive and The Big Con (Gruupe Sechs) approaches, I have little to no experience doing the Silent & Sneaky approach, and thus will be basing this post off of my personal experience in the other two approaches.
Note I'm not going to go into every single prep mission, mandatory or optional as that would take too much time for me. You can look up the rest of the preps on YouTube or Google. I'm only going over my preferred Gunman, Driver, Hacker, the preps that I prefer to do / prefer not to complete, and how I complete the heist.

Aggressive

Gunman: I prefer Patrick MacReary, 8%. I can't remember the other weapon available, but I know he allows you to choose an LMG with 100 round mags. I prefer to use the LMG. You can unlock by finding him in the back of a police van. Take the van to the objective area by following the yellow marker and you'll unlock him.
Driver: I prefer Karim Denz, 5%, which has decent vehicles. I prefer the Sentinel Classic.
Hacker: I prefer Paige Harris, 9%, which you can unlock by owning a Terrorbyte (which you can unlock by owning a Nightclub).

The preps I prefer to do are:

Unmarked Weapons, Getaway Vehicles, Hacking Device, Thermal Charges, Vault Explosives (I prefer to use a Stromberg while doing this mission), Reinforced Armor, Vault Keycards, Patrol Routes, Duggan Shipments, Security Intel (unlock by owning a penthouse and completing the penthouse missions), and Security Pass.
For the Reinforced Armor, I only do this if I have Gold or Diamonds as it slows you down. I also only do this if I am a low level or if I have low level teammates, because low level = low health. If I have Artwork or Cash I don't do this.
As for the Boring Machine prep, you don't need to have the Boring Machine to access the sewer. All you need to do is have took a picture of it and sent it to Lester during the Scope Out prep.

The Big Con

Gunman: I prefer Karl Abolaji, 5%. He has access to the Mini Uzi (I forget the in-game name) and the double barrel shotgun. I prefer the Mini Uzi. *You're going to be mostly going up to people and meleeing them / knocking them out instead of shooting them, unless you get caught, then you'll be shooting them.
Driver: I prefer Karim Denz, 5%, which has decent vehicles. I prefer the Sentinel Classic.
Hacker: I prefer Paige Harris, 9%, which you can unlock by owning a Terrorbyte (which you can unlock by owning a Nightclub).

The preps I prefer to do are:

Unmarked Weapons, Getaway vehicles, Hacking Device, Entry Disguises (2 preps), Vault Drills, Exit Disguise, Vault Keycards, Patrol Routes, Security Intel, and Security Pass.
I don't do Duggan Shipments as usually use my weapon to melee / knock out the security guards at the Casino, and since a melee is a one hit one kill, regardless of level of armor they're wearing, I don't usually do this mission.
Completing the Yung Ancestor missions allow you to have the Grotti Furia, a supercar, as an extra getaway vehicle, although it spawns in the parking lot which is surrounded by cops. I would not recommend doing this.
Again, 2 players are recommended. Start the Heist, get to the Vault. One of you work on the first main room with the big circle table in the centre while the other one will start hacking whichever doors lead to 2 or 3 Artwork or Gold / Diamond / Cash tables. Always go for the rooms that have more than one cart.
Tip: With Gold / Diamonds, you cannot sprint / run, you can however trot. If you go into First Person and tap / press and hold whatever your sprint / run button is, you'll see your character's weapon / screen shake, indicating that you're trotting. Doing this in First Person is actually faster than Third Person.

There are two was I like to lose the cops

1, through the sewer, and 2, by helicopter (Helicopter Route)
[Disclaimer: This strategy is not recommended if you're trying to get the Elite Challenge, as this will most likely take more than 15 minutes, or however long the given time is.]
Once you are out of the Casino, make it to the road. Drive to the sewer opening by the Casino, and if you don't have a car, just run to said sewer opening.

Note:

If you go back the way you came, or anywhere close to the Casino after you lose the cops, you will gain a wanted level again.
Proceed through the tunnel. You'll find a metal gate that you have to pass under, a small vent on the right side, and another vent on the left.
You'll come across 2 paths. Go up the metal ramp on the left. Proceed all the way down the tunnel and down the escalators and ramp downwards. Cross diagonally over the 2 train tracks into the next tunnel with a dirt floor.
You'll find 2 tunnels, left and right. Take either one. You'll find construction, go straight. After this, you'll see a big room. Go straight, take the immediate right and go up the ramps leading to the opening to the highway. If you dont have a car, get one or two and drive to the Buyer.
​
Links to my other posts, which consist of guides, and other useful things I've found & posted.

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We start of discussing the Whamoo welcome bonus which is called the “Welcombo” bonus by the casino. On a picture the Welcombo might not look too appealing as its packed in a carton takeaway box you might get at a certain fast food restaurant, but trust us on this: its contents are truly fantastic.
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Welcombo bonus terms and conditions

Only one bonus is allowed per household and/or per player account. Do note that Whamoo’s bonuses remain valid until seven days after the required deposit has been made. Once this period ends, the bonus is automatically flagged as expired by the system and can no longer be released. The expired bonus funds are then automatically removed from the player’s account.
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Do note that players that deposit money using Paysafecard, Skrill or Neteller are not eligible for the Welcombo. To assure fair gaming and prevent fraud, Whamoo has placed a maximum cap on bonus money wagers, which are limited to a maximum per round/bet of €5 or its equivalent in other currencies. You should also be aware that certain games cannot be played using bonus money. There is a full overview of these games on the Whamoo bonus page.
Bets placed in certain games might not contribute fully to the wagering requirements.

• Bets placed on video slots count for 100%
• Bets placed on scratch cards count for 100%
• Bets placed on blackjack count for 10%
• Bets placed on video poker count for 10%
• Bets placed on poker count for 10%
• Bets placed on roulette, baccarat, sic-bo and craps do not count
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The bonus fun does not stop at the welcome bonus when you play at Whamoo! You can count on a constant stream of promotional campaigns and bonus offers. The casino has recurring promo offers every Monday, Wednesday and Friday. If you deposit some extra money to your online casino bankroll on one of those days, you are eligible for a bonus. It therefore pays off to wait for these days before you decide to reload your online funds.
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Wednesday is for many a difficult day in the week, it being right in the middle of another long week of work. To spice up things, Whamoo has come with an unusual bonus which it calls “Whoa Wednesday”.
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Wagering requirements

Do note that wagering requirements do apply to all daily promo offers. These are more or less the same as we outlined above in the description of the welcome package, but do take a look at the bonus terms and conditions page on the Whamoo website to know precisely what you can expect! As always, it is important to read the small print in order not to face any surprises later on.
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A fully mobile compatible casino

As a brand new online casino, Whamoo knows that already a majority of gamblers nowadays play on their mobile phones rather than on computers. Because of this, the Whamoo casino is fully compatible with mobile devices and tablets. If you load the Whamoo website on your smartphone, it looks just as good as on your laptop of computer. It’s equally accessible and orderly too! The mobile website is a breeze to browse through and you can easily access all the important pages such as the game library and payment page.
The same counts for the actual games themselves. Whamoo only works with software providers which are known to offer full mobile gaming support. These games are made in code such as HTML5, which means that the games can simply be played in your (mobile) internet browser. There is no download or special app required to play these games. Whether you are playing on your computer, tablet or smartphone, you simply surf to Whamoo.com and select your favourite game from the library. This game will then open in your internet browser – and you can play instantly. It does not matter whether your phone runs on Android or is an iPhone, nor does it matter whether you have Mozilla Firefox, Google Chrome, Internet Explorer, Opera, Safari or any other internet browser. Whamoo will function just fine!
This is absolutely great as you can now play at Whamoo wherever you are, whenever you want. Want to put down some wagers on the roulette table while you are sitting in public transport on your way to work? That’s easily doable! Just take out your smartphone on the train or bus, and surf to Whamoo.com to play at your favourite roulette table. Are you sitting on your couch at home and want to play a few hands of blackjack before going to sleep? Just take out your laptop, tablet or phone and within seconds you can have some of the most exhilarating blackjack fun on your screen.

The Whamoo Live Casino

Whamoo’s live casino is powered by Pragmatic Play and NetEnt software – which are two of the biggest, most reputable software providers in the world. This is great news for the players, as you can access high quality tables in just a few clicks.
In the live casino, you are connected with a live video feed to a real-time casino table in one of the casino studios of these software providers. You can play games like baccarat, blackjack and roulette like you are standing in a real land-based casino in Vegas or Monaco! Thanks to the high definition video stream, you have a great overview of all the action which unfolds on and around the table.
All table games are led by experienced, professional croupiers and dealers who are not only well-trained, but entertaining as well. By all means, feel free to open your microphone or the chat window to have a talk with them, or even with other players from around the world. This is what makes the live casino such a great invention. Even though you might be sitting at home in front of your laptop or computer, it does almost feel like you are standing in a casino for real!
Especially for high rollers the live casino is a worthwhile addition as table limits are often much higher than in regular games. Of course, if you are on a tight budget there will definitely be live casino tables where low minimum bets are allowed too – no worries there. But it is the experienced, high stakes gambler who probably feels most at home in the live casino.
There are multiple baccarat, blackjack and roulette variants which you can play. For roulette, there is American Roulette, European Roulette, French Roulette, Speed Roulette, Live Roulette Auto and Roulette Macao Live. If you prefer the casino classic of blackjack, you will find plenty of different tables all with slightly different betting limits. Baccarat is perhaps the game with the highest betting limit. Besides the regular version, there are also Speed Baccarat tables. A fourth casino game which can be played live at the Whamoo Live Casino is Sic Bo. Just browse through the list of live casino games, or use the search function to find your favourite table!
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