I'm in the divorced and remarried group. I waited until I'd been divorced for 5 years before entering a relationship with my now husband. We dated for another 5 years before marrying. In that time, I did a lot of work on myself to ensure that I was always putting myself and my needs first in future relationship.
That said, financial issues were a concern as my current husband came into the relationship with financial baggage. An engineer in the auto industry does not always mean secure employment.
First, I watched very carefully what he did for the first five years and how he handled his money. We purchased a home, but because of his financial issues, the home is in my name only. We have one joint account for household bills and then we each have a separate account as well. I manage the joint account, but we routinely get out the household bills and additional expenses to review them together. Any large expenses on either side even if we are purchasing with our own money, we discuss - this was necessary for both of us as his XW had spending issues. I'm comfortable with that.
We are planning to have our wills written, but because we are a blended family and we both heirlooms, I've taken pictures of everything that was I brought into the marriage, saved to a thumb drive and have given this to my two adult sons. I want to make sure that if something were to happen to us, the boys would keep my heirlooms in the family. The same is true for my hubby.
It's not perfect. We've had a few heated discussions. My children were finished with college when we married, but his were in process. He promised to fund his kids education fully, while my kids took out some student loans, plus I worked two jobs. His kids college tuition was his responsibility and as a result he had to curtail some of his fun.
Financial issues are a challenge, but in general, I would say blending families is equally complex. It's fine now, but it was rough the first year of marriage. If I had to rethink or strategize differently, it would be how to set boundaries for myself with step-children.
Finally, he's a great guy, loving and supportive and I'm glad I made the leap!