unavenged

Before Lost Days, did Talia and Jason ever interact?

Yes and no.

Post-Crisis!Jason never interacted with Talia until he was resurrected. Their first canonical interaction was in Batman Annual #25 (2006), the issue that first explained Jason's resurrection. However, a few subsequent stories that have either focused on or mentioned Jason's Robin era (Lost Days and the 2011 Red Hood and the Outlaws run, for example) have implied that Talia and Jason interacted at least a few times while he was Robin and she thought fondly of him:

Pre-Crisis!Jason, on the other hand, technically interacted with Talia twice: he literally JUST missed interacting with her on-panel in Detective Comics #526 (1983), his first outing as Robin, as he was a bit pre-occupied trying to kill Killer Croc for murdering his parents at the time. He did save her and Selina from being boiled alive, though, and it's implied that they talked on the way back to Wayne Manor:

Tec 526, concidentally, also has one of the funniest Selina-Talia interactions ever put on page:

The second time Jason and Talia interacted was in Batman #400 (1986)...an all-Arkham+Blackgate breakout orchestrated by Ra's:

The villains split up to kidnap a bunch of people important to Batman (including Gordon, Harvey Bullock, Alfred and his daughter Julia, and Vicki Vale). Jason and Talia pair off to save Gordon and Bullock, who were being held hostage at the GCPD headquarters. They actually work quite well together. Jason seems to know of her but doesn't really know much about her, but I'm pretty sure Talia's passionate declaration that she "would rather die in [Bruce's] world than live in [her] father's" earlier that issue did the trick getting him to trust her.

Ironically, both stories where pre-Crisis!Jason interacts with Talia also feature Selina, and both stories happen because of massive "all villains go after Bruce at once and both Selina and Talia show up to help and protect him" plots. There's probably some interesting meta about Jason's relationship with both women that can be written about that, but I'm not going to do it here.

Unfortunately, after Batman #400 Talia wouldn't show up again in comics until Bride of the Demon in 1991; thus, she never actually met post-Crisis!Jason before his death in 1988. The al Ghuls in general didn't appear between Ra's apparent death in Batman Annual #8 in 1981 and Batman #400 in 1986, where he's inexplicably alive again. Since Jason was introduced in 1983 and murdered in 1988, there basically just weren't a lot of opportunities for Jason and Talia to interact with each other on-panel. But what interaction we do have between the two of them is "ambivalent but cooperative allies" at worst, so at least that's something.