How picky are you about the quality / ergonomics of the basses you play?I'm a P bass player for 50+ years and am thinking of buying my first fretless. The Player fretless looks good, but I wonder if something more would make me happier. The Jaco model will obviously mot make me play like him, but are there advantages to spending more money? A few Ibbies look pretty good too>
I'd echo the comment of others to buy a used fretless to give it a go. Then if you're diggin' it sell it and upgrade to the one you want (Tony Franklin?).
And by all means get a 2 pickup bass. With fretless there seems to be two tones that really work. One is the neck pickup tone - full, warm, deep. Sort of like a P bass but with less upper edge due to having no frets. But there is an upper midrange focused tone that comes only from having a pickup closer to the bridge. That burpy Jaco sound. It is great to have both voices available as sometimes the music just calls for one or the other.
I'll put in a plug for the Ibanez GWB35 (Ibanez Gary Willis Signature GWB35 Fretless Bass Guitar - Black Flat). It is a great playing & sounding bass at a fair price. I bought one used before deciding I wanted to jump back into fretless with both feet. Would have kept it but I just can't play a 5 due to arthritis issues. If they made a 4 string version I would have stayed with it. Yes, it is a single pickup bass but the pickup is shifted closer to the bridge to bring out more of the midrange and it works.
I also played and almost bought the Portamento (Ibanez Bass Workshop SRF700 Fretless Bass Guitar - Brown Burst Flat) but at the time struggled with no lines. Looking back I think maybe I should have just done it.
I ended up building and loving a fretless Warmoth J with a lined fingerboard. Ironically, I'm in the process of swapping the neck to unlined for the cooler look and added challenge.