From most to least ridden:
Stelbel XCR. For rides when I’m a little bit faster than the other people or it’s nasty weather or rough roads. Campagnolo record 12, rim brakes and Boras because this is an analogue bike not an electronic device.
Venge S-works with Rapides. Because I wanted to see if a full aero bike makes you faster and see what disc brakes were all about. It does go faster, but not by a huge amount. Disc brakes questionable. An appliance.
Yeti SB115. Nice XT build. Because I wanted a Yeti since 1990. Despite having no clue about MTB it’s fun and I’m learning about tyres and shock tuning. Probably should have bought a pure XC race bike, but the Yeti simply looks gorgeous (in anthracite). Kudos to whoever did the 3d modeling.
Cervelo P5. Tri bike. Used for IM and small number of constant power training rides. Very fast for given power, but antisocial as people on road bikes get dropped downhill. Still upgrading it to get full aero optimizations, more coming this winter. Horrible to set up, and a bit noodly, but good for steady pedaling.
Parlee Z5SL with DA mechanical. Currently covered in reflective tape and mudguards as night/rain bike. Not ridden much since it wasn’t my best bike because riding in rain sucks. Parts also available from past weightweenie days to build sub 6kg climbing bike. (Tempting)
Colnago C40 in Rabobank orange with 10 speed Record. Still nice to ride, similar to the Stelbel but front end less precise on fast descents. 39x25 bottom gear up 10% hill to my house not fun. Owned since new as present to self after first year of work and will soon be worth what I paid for it.
Klein Pulse Race. Older than the Colnago. Horrible to ride in comparison with a modern mtb which explains why it’s only on its second set of tyres. Should sell it.
Trek tandem. Riding a motorbike while driving a truck. 106kph max downhill. Rim brakes, but you may be surprised to know that it stops faster than a single bike as you can pull the front brake as hard as your hand allows. But needs some repairs to go again.
Normally I buy a new bike every 2-4 years, only when there’s a materially better bike available. Based on experience I do not compromise on spec as I get annoyed if I really wanted something else. I just try to be patient and negotiate or buy when it’s on sale with a large discount. No idea what’s next, maybe an Open, a Scott or Cervelo gravel bike, but no plans currently as plenty to do on the P5.