Diesel, non-rev travel is a skill that one hones over a career. You didn't mention what sort of a pass or ticket your wife was on, but Delta provides a web-site that allows you to avoid heavily booked or over booked flights. Non-rev travel is, just as you say, "begging for a ride".
Just as you wouldn't ask a street person for a hand-out, you don't try to non-rev on certain flights. I've heard hundreds of horror stories about non-revs being stranded in all sorts of places. That's the downside of getting a free ride. I can tell you that with care and pre-planning, my family (we had six kids!) and I travelled virtually everywhere we wanted and in 28 years, we spent exactly two unplanned nights in a hotel. Not a bad record for a gazillion (that's more than a hundred) free flights, many in first class or busines class
Is it worth making a career decision over? Heck, no.
Is it a nice benefit? Yes, it is a whale of a good benefit.
Since this thread was ostensibly about DAL v NJA, various aspects weigh in. My personal opinion is that non-rev on Delta beats the airline miles I get from NetJets. Both are great benefits, but they are not equal.
Mite,
Without a delta pass would you have even considered a NJA job? I don't think you live near PBI. Just an honest question.