What about the states that will change the number of Senate seats it has after a new census has come out? For example, suppose a state was the 33rd largest state as of the 2010 census but it will be the 34th state as of the 2020 census, and suppose it elects Senators in the elections of 2018 and 2020, but it will have only one Senator as of 2022?
Also, do not forget about the fact that to make this change to the Senate, you have to adopt a constitutional amendment that has to be ratified by all 50 states.
I thought it only needed ratification from at least 3/4 (38) states, not necessarily all 50. If it does need all 50 states, this reform definitely won't pass (not that it's likely to anyway), since smaller states won't be to keen on losing a senator, in many cases 1/4 or even 1/3 of their congressional representation.
Article V shields equal representation of the states in the Senate from being amended without the unanimous ratification of any amendment altering the equality among the states therein, although the size of the Senate could still be changed by the regular amendment process so long as each state would continue to have equal representation therein post-ratification.