That's a lot of connection cycles! In that case, in addition to the plating, it is important to choose the correct pogo pins.
A simple sharp point will eventually wear through the plating. The rounded, Mill-Max tips will last longer. But there are more available options. For example, these are a few of the different options from IDI (now Smiths Interconnect):
(web link to full document)
The H-style tip, especially, should always have a good point of contact regardless of wear. Not only will the probe find some high point on the contact, but it will rotate slightly over time and so find entirely new contact points.
If you couple that with @DwayneReid 's recommendation of putting solder over ENIG (or HASL) pads, it should last a very long time. This combination is particularly effective because the "soft" solder will provide a good landing, even as it is deformed by multiple connection cycles.