In this thread: https://artofproblemsolving.com/community/c6h2692613p23375837 there is a hint, that in order to prove $$ \prod_{i=1}^{n}S(2i-1) \geq \prod_{i=1}^{n}S(2i) $$ for all $n \geq 5$, one can use induction. Here, $S(n)$ is the digit sum.
I can show here that using induction (I omit the base step here) to get $$ \prod_{i=1}^{n+1}S(2i-1)=\prod_{i=1}^{n}S(2i-1)S(2(n+1)-1) \geq \prod_{i=1}^{n}S(2i)S(2n+1) $$ but I cannot get $$ \prod_{i=1}^{n}S(2i) $$ Any hints would be great... thanks in advance.
Standard induction with a step size of $1$ will not be enough since $S(2n+2)$ is not always $\ge S(2n+1)$ (think what happens when the last digit of $2n+1$ is $9$). You'll likely need to consider induction with a step size of $5$ and a bit of case work, ie, consider $P(n)$ to be the proposition $\prod_1^n S(2i-1)\ge\prod_1^n S(2i)$. Prove the base cases $P(5),P(6),\ldots, P(9)$ and show the inductive step $P(n)\rightarrow P(n+5)$.
Another concern will be to keep track of how many trailing $9$s does $2n-1$ has, as this will have a big effect on what $S(2n+1)$ is. The simplest case is when $2n-1$ has just one trailing $9$, because then $S(2n+1)=S(2n-1)-9+2$ and the numbers $2n+1,2n+3,2n+5,2n+7,2n+9$ all have the same digits except for their last digits, which will be $1,3,5,7,9$ respectively.
If $2n-1$ does not end with $9$ (ie, ends with $1/3/5/7$), then $S(2n)=S(2n-1)+1$ and $S(2n+1)=S(2n-1)+2$, and standard induction takes with step size of $1$ takes care of it.
A complete proof should be easy to produce with the above ideas, albeit tedious.