The governing purchase agreement and escrow instructions decide it, read together with the bank record. Amounts that return to Tobias automatically if a condition is not met are not at risk; amounts he cannot recover if the venture fails are. Receipts for equipment, inventory and lease payments already made belong in the same schedule.
Read the current version of the agreement, not the first one
Deals of this kind are amended two or three times, and files are often assembled from whichever draft was saved first. Put the documents in date order, identify which version actually governs, and read its conditions precisely. A financing condition, a due diligence walk-away, a right to terminate for any reason before closing: each of these keeps the money out of risk while it exists.
Then match the paper to the money with statements showing the funds leaving Tobias's account, arriving in escrow or in the business account, and being spent. Build a single schedule listing every outlay, its date, its purpose and the document proving it, including the rental fleet purchased ahead of closing and the deposit on the shop lease. Where a lender is involved, the security matters: borrowing secured against the assets of the business being bought is treated differently from borrowing Tobias is personally liable for.