No.
Sold the original iPhone and even my first gen iPod touch last summer for dirt cheap. Both were jailbroken. Ironically, I fetched more from the iPod touch than the iPhone. Condition was still excellent. I also miss it more because it was JB at 1.1.4. and it was customized to the core with Intelliscreen and whatnot. I miss Intelliscreen at under 1.5. It was also faster at web surfing and had a faster accelerometer for a smoother cover flow.
I would find it too redundant to have too many iOS devices esp since it hasn't changed much in 4 years and barely catching up to the dev community from 2008.
I do plan to get a back-up phone, but it won't be an iOS device. I am really looking into the SE XPERIA X1 for $149 unlocked at N1Wireless. But I hear some bad things about N1. I know WinMo sucks and hear the phone is laggy, but $149 for a sexy phone like it is not a bad deal. Remember, this was a SEXy phone from late 2008 that still cost over $600+ just two years ago! Either that or a WP7 phone. I was already getting used to organizing my media stuff with the Zune software just last night to prepare myself early. It has its flaws just like iTunes, but it's a learning curve I didn't mind going through.