Good Q.
I knew the market prices in the area after looking for 10+ months.
I knew the longer I rented the more $$ I wasted on rent.
I knew the longer I waited the more the market was likely to move up.
I knew that moving costs/fees were redundant staying put.
I knew the estimated reno cost and work required.
I knew he'd want more than anything I offered.
I knew other places would come up soon eventually.
I phoned directly and explained my position and made clear my knowledge of all of the above items and was very specific that I wouldn't haggle at all (since I offered market value, to move costs from my landlords pocket to mine asap [i.e. rent>equity]) and I also gave a two week offer expiry date so he had time to consult with his accountant and do the sums and felt a time limit or he'd 'miss out' (rather than sit and wait indefinitely for me to up my offer).
When he tried to haggle I refused and hung up. A month later I called back about something else, he asked if I was still interest and we agreed that I would arrange and pay the legal of both his and my sides. He saw a saving and nil hassle, I got him to accept easier. Win-Win.
'course I did this after my hot water unit blew up and was replaced with a brand new one.