If it isn't fun, then take your communications skills and sales experience and find some other line of work. Stress will kill you. The most fun job I ever had in my life was working at WQID, but at some point you have to have financial security and mental stability, and radio provides neither. And I live in a top 40 market today, and wouldn't think of leaving my career to get back into radio, no matter what someone might offer me.
Don't know where you live, but a lot of businesses will consider communications skills and sales skills to be very valuable.
And if you'd like advice from an expert, take these words from the legendary Neil Rogers, now at 560 WQAM in Miami. 10 years ago, he was on 610 WIOD Miami, and some kid called in and said he wanted to be in radio and asked Neil's advice, and Neil said "run yelling and screaming like your *ss is on fire in the opposite direction of the radio station, unless you have some talent, then by all means get into the business"...
And from Don "Hi Ho" Silver of 94 QID fame, Don told me 15 years ago to get a full time job outside the business to pay your bills, then play radio on the weekends.
Good luck!