Hey StoryHunter,
If you're having a hard time picking up that phone and you're just not having fun doing the assignments, then it's time to move on. Why don't you take both approaches - talk to your current editors about the possibility of new assignments, and seek out new markets at the same time? That way you're taking a safe, planned leap, which isn't as frightening but can be just as exciting.
Freelance is fun but tough. I did it for a year, but I was in the same situation you seem to be in. I got myself in a rut. I was honest with what I wanted, and for me it was a 9 to 5 job, to be part of a team, and then to be free to pursue fiction on my own time. It was tough, but worthwhile. So please keep an opened mind - you might be at the threshold of something entirely new.
And that can be scary, but fun, too.
I hope this helped a bit, and best of luck to you!
Marie