If the new O's management wants to make a financial splash, extend Rutschman. Don't bog down their finances w/a guy who'se won 38 games in a 7-year career just because he got hot one autumn.
I'm pretty sure that's why no one is willing to give him his requested 7-8 year deal. He seems like a worthy investment on a short term deal. The new owners won't have the opportunity to make any significant additions until next winter. Assuming that's their intentions. So Montgomery seems like a good place to start. He gets a year or two where he's making free agent money, then he can go back on the market and test the waters again.
I personally prefer taking a chance on Montgomery, as opposed to sitting tight and hoping everything works out With Bradish and Means.