The Board should be able to discuss this frankly and take a vote on the purchase of an expensive software for the benefit of one person. IN your case, the president should be providing FULL justification for the purchase. As treasurer you should be able to obtain the information and provide it to the president as well as other board members.
AdC

This is a very bad idea. Offer to send him hard copies.

And to protect yourself, there should be an investigation as to exackly WHAT this board member bought, courtesy of the SH, for himself in the past. And put eveything in writing. and in the Board Min...

Full disclosure must be made to all the SH...Otherwise if other bills are questioned, you could be drawn into something that you did not start.
All you need is one disgruntled S/H to start looking into the accounts. and the next thing you know you are being called on to defend your decision -- in court.
VP

Mac users can use Parallels software which allows them to run PC applications on their Macs. The cost is about $79 and the board member should pay that themselves becoz we live in a Windows world and I'll bet this isn't the first time they have encountered this issue.

In our co-op, a director, president or otherwise, is not reimbursed for anything, anytime, anywhere.

This means each director pays for his or her own phone calls, mileage, lunches, dinners (yes, that’s right -- we never go out to dinner or lunch on the co-op), stationery, persona;l postage, personal computer software, personal PC stuff, personal printer ink or toner; regardless of co-op business.

About the only thing a director does not pay for is an incoming or an outgoing fax, even if is personal.

And, we never allow a contractor to take us to lunch.

And, if we use co-op office stationery for anything (take a pen or pad away from the office), we reimburse the management office.

Why does he need Windows? How is your operating account accessed? What is the software that only runs on Windows? Why can't he access through a web browser? I think that are Internet Explorer versions for Mac if that is the problem.