a hyd roller is perfectly capable of making big power and keeping drivability, solid rollers can make even more power and be street friendly a roller will always make more hp than a flat tappet and have better drivability. If you plan on a big azz cam then better add big azz compression and big azz gears with a 289.
If its mainly strip then a comp hyd flat tappet will work but I would look at a dual pattern cam if using ported stockers unless they are professionally ported and flowed you can make up for head shortcomings with proper cam timing, I'd look at comps cam spec catalog and for a slight charge they can grind you a custom cam with the proper LCA and int/ex duration/lift to fit your combo. Best bet would be call them (a couple different times) and see what they recommend, otherwise call Jay Allen (camshaft innovations) or some of the other cam gurus as they can grind you a cam to match your combo and usage and a custom cam is not much more than an OTS one and will usually always go faster and drive better. If you want to go fast at the strip, why not ditch the 289 for a 351w? theres an instant 60hp/60+ftlbs to start with and much stronger. Or better yet.......BOOOOOST it a turbo will add more hp than even the biggest cam can.