if I have a wallet with 100$ and I sent out about 90ish transactions from said wallet, could someone check the ledger and identify said transactions came from the same source?
If you sent coins partially and used the same change address than it's trivial to connect all those addresses and identify they are coming from same source.
Sending all coins from multiple addresses is doing the same thing and reducing your privacy.
Okay, so if I sent transactions from an Electrum wallet (NO-KYC ON SENDER WALLET), to different addresses every transaction, as you should for anonymity, would the transactions be able to be linked together so they could be identified as all coming from the same electrum wallet to the receiving wallet?
Bitcoin is a public ledger so regular transaction can easily be linked together, but you can always use mixers like Chipmixer or coinjoin to break the connection for your coins.
You can generate and use many addresses in Electrum and you can keep them separately, and it's good to receive Bitcoin in new address each time.