Missed (错过) Missed (错过)

I would ground this with a noun "Missed Connection" "Missed Opportunities"

Years ago, me and my bestie made a deal tof traveling to Yunnan together. Years ago, me and my bestie made a deal to travel to Yunnan together.

Years ago, me and my bestie made a deal tof traveling to Yunnan together. Years ago, me and my bestie made a deal to travel to Yunnan together.

made a deal to travel = an agreement made a great deal of traveling = treat it as very important

Years ago, me and my bestie and I made a deal ofpromise about traveling to Yunnan together. Years ago, my bestie and I made a promise about traveling to Yunnan together.

It's helpful to sometimes sound things out like: me made a deal about vs I made a deal about... and pick the one that sounds the most correct.

Years ago, me and my bestie made a deal tof traveling to Yunnan together. Years ago, me and my bestie made a deal to travel to Yunnan together.

Back then, I had a stable job and some savings, while she was still studying the arts full time. Back then, I had a stable job and some savings, while she was still studying the arts full time.

the arts or art works here

Back then, I had a stable job and some savings, whileand she was still studying arts full time. I had a stable job and some savings, and she was studying arts full time.

Just to clean up - It's not wrong what you did, but I might cut out some words here

Now, she has a stable job, but I'm jobless and broke. Now she has a stable job, but I'm jobless and broke.

NBut now, she has a stable job, butand I'm jobless and broke. But now, she has a stable job, and I'm jobless and broke.

We always missed each other(我俩老是错开）, so the dream trip has never come true. We always missed each other(我俩老是错开）, so the dream trip has never come true.

oooh, I see what you are saying. 'We missed each other' has a different nuance. You could say: Our timing never aligned. / We were out of sync. / We couldn't find a time that worked for both of us.

We always seem to missed each other(我俩老是错开）, so the dream trip has never come true. We always seem to miss each other, so the dream trip has never come true.

miss instead of missed, because 'always' implies it is still happening and the second part of the sentence uses present tense with 'come'. You can also say "we missed out on traveling together, so the dream trip didn't come true." where both part of the sentences are past tense

We always missed each othernever seem to match (我俩老是错开）,), and so the dream trippromise has never come true. We never seem to match (我俩老是错开), and so the promise has never come true.

I wasn't sure what we needed here. I assumed you meant that you both didn't have jobs at the same time.

We always missed each other(我俩老是错开）, so the dream trip has never come true.happened. We always missed each other, so the dream trip has never happened.

I am not a Chinese speaker so I may be missing context. Happened sounds more natural. "Come true" sounds odd in this context as this is not something that can happen with a trip.