I have completed player-owned ports on 4 different accounts. What I do when I enter a new region is collect enough resources to hire a new crew (or a new captain), then set the region I am exploring back a level. So if I just entered the "jade" region, I would collect enough jade to hire 1 crew, then set the region back to cherrywood. My ships/old crew should be able to handle the cherrywood missions just fine! Once the new crew has leveled-up to 5 or 6 (around 4 cherrywood missions), its stats should be similar or better than the last region's level 9 & 10 crewmembers. The next day, I again run jade missions.
Another thing to remember is that you do NOT have to sail every mission. Feel free to reroll missions that require stat totals you are not even close to having.
To obtain the resources to hire new crew, you can buy with gp from the black marketeer (in the building in the corner), or you can use the casket-salvaging scrimshaw while fishing, or you can keep rerolling for easier missions. And always always always try to do Surula's once-a-week mission--the day after the game week resets.
I wish you all the best!
20-Apr-2021 04:29:58