Entry Level/Prosumer Machine and Grinder [$1500]

Hello! I'm wanting to get into espressos at home for a while now, and I'm ready to pull the trigger get into the hobby.

I was originally feeling pretty set on purchasing a TimeMore 064S and a Breville Bambino (not the plus). I'm having second thoughts because I know that I want to get into lighter roasts down the line and would prefer to start with a setup that can:

1. Can work with a wide range of roast types
2. Last me at least a few years before needing to upgrade
3. Somewhat beginner friendly or has a lot of documentation/tutorials getting started

From what I can see I think the Breville Dual Boiler or the Lelit MaraX are probably better suited for what I'm looking for, but I was kinda taken aback by the jump in price range compared to the Bambino. I also know it's worth more to invest in a better grinder than a machine, so I'm not sure if these are good options if I'm committing to purchasing a TimeMore 064s for now.

Alternatively I've seen good things about the Gaggia Classic Pro + Gagguino.

Some other things:

• Compact size (would be nice, but not the end of the world)
• Ability to create milk-based drinks
• Maybe 1-2 shorts per day
• Before this I've been making pourovers (v60, Kingrinder K6) for about two years now

I'm okay with modding/some electrical work, and I don't exactly have a budget, but I'm trying to not go too crazy since this will be my first setup. Probably within $1500 is ideal but I can go up to $2000 without starting to feel guilty.

Thanks!