The word actually doesn’t have many friends. Commentators think it’s overused; see this article by Claire Carusillo in the New Republic and this article by Heidi Stevens in the Chicago Tribune. But in contracts, the problem with actually goes beyond overuse.
In general discourse, actually, meaning “in fact,” signals difference of opinion or disagreement over facts. Contracts aren’t for debating, so as a general rule actually has no place in contract prose. I’d eliminate it from each of the following examples:
The Company shall pay or reimburse all Expenses
actually andreasonably incurred by Indemnitee in connection with such subrogation.
Subject to Section 14 hereof, the Company shall not be liable under this Agreement to make any payment in connection with any Claim made against Indemnitee to the extent Indemnitee has otherwise
actuallyreceived payment … of the amounts otherwise indemnifiable hereunder.
For purposes of the preceding sentence, “debt service” means the greater of (x) … or (y) debt service that would be due and payable during such fiscal year if all such indebtedness were amortized over 30 years (whether or not amortization is
The Notes will bear cash interest at a rate of 1.75% per annum (the “Fixed Interest”), with an additional cash payment payable on the Notes on each Interest Payment Date equal to the product of (i) the amount of cash dividends per share
actuallypaid by the Company on the outstanding Common Stock …
To the extent that shares of Common Stock are not delivered after the expiration of such rights, options or warrants, including because the issued rights, options or warrants were not exercised, the Conversion Rate will be decreased to the Conversion Rate that would then be in effect had the increase with respect to the issuance of such rights, options or warrants been made on the basis of delivery of only the number of shares of Common Stock
… (it being understood that for purposes of this Agreement, a Person shall be deemed to be a holder of Registrable Securities whenever such Person has the right to then acquire or obtain from the Company any Registrable Securities, whether or not such acquisition has
But I can think of one exception—when actually is used with the verb know, as in the following example:
… except that for the purposes of determining whether the Trustee shall be protected in conclusively relying on any such request, demand, authorization, direction, notice, consent or waiver, only Notes that a Responsible Officer of the Trustee actually knows are so owned shall be so disregarded.
The phrase actual knowledge is a term of art—actual knowledge is distinct from constructive knowledge. (Go here to see what Wikipedia has to say about those terms; this isn’t the place for me to get into that.) So I can’t object to actually knows. But you might want to say instead “has actual knowledge.” That would make it simpler for you to specify which “actual knowledge” standard applies by tacking on the appropriate standard: “without any requirement to investigate,” or “after inquiry of [specify persons],” or “after reasonable investigation.” For more on that, see MSCD 13.364.