Does anyone know if sending #Bitcoin on base layer to the same address multiple times will combine the coin into one UTXO?

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It does not.

So someone withdrawing $30 worth of Bitcoin or less daily is setting themselves up for a very costly consolidation later on down the line? Even if they are using the same address, right?

that is absolutely correct

Ok thank you. Someone has been posting their daily DCA and they withdraw on chain every time. She needs help!

Every transaction will create a unique UTXO. Later, you can combine them into one, but that will be a new output.