If one were to hear personal bad news (chas v’shalom) – would one be able to say HaGofen on grape juice and then bring in wine in order to say HaTov v’HaMaitiv and be mechaven for the news that one heard.
I don’t fully understand the question.
If a person hears bad news, the berachah to make is dayan ha-emes, and not ha-tov veha-meitiv. The blessing of ha-tov veha-meitiv is made on good news, and not on bad news.
In general, the sefer Vezos Haberachah mentions opinions that write that one does not make ha-tov veha-meitiv when drinking wine after grape juice, but the berachah can be made upon bringing a superior wine after drinking an inferior wine.
A slight problem with the idea you mention is that when a person intends to partake of two kinds of wine, he should recite the hagafen on the superior wine (the same applies for wine and grape juice).