It sounds like you know how to navigate the technical waters well enough, I would say weigh which technology stack is more appealing to you and dive in. iOS and rich front end are both in fairly high demand, you might want to investigate your local market a bit to factor in whichever seems to have more opportunities if you don't plan on moving any time soon.
Oh, and the other thing, be prepared for in depth technical exercises in interviews. They're no fun, but a lot of places ask academic and somewhat irrelevant algorithm and data structure questions regardless of if your applied skills are great. My wife got me this book, and language not withstanding, it seems to cover the typical types of technical questions interviewers ask: http://amzn.com/098478280X
Best of luck!