Yes it's been this way ever since I've had a TiVo. As mentioned I think they only update their listings from Tribune once per day, so you can go close to 24 hours without getting any guide update at all. It's a really poor model and I run into it every year around NBA postseason time having to resort to manual recordings because guide listings are outdated.
I think it's one of the few things some cable set top boxes do better at than TiVo, along with quicker channel lineup changes as well. ReplayTV from what I recall would do a mini update before recordings were set to start as I do remember getting < 24 hour turnaround with some rescheduled shows.
Roamio Pro (GigE)
Premiere (MoCA adapter)
Cox - Motorola CableCards & TAs
Slingbox 350 via TiVo Mini & TiVo Stream for remote viewing
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