The only way you can chat with a paid member when you have a free membership is if they IM (Instant Message) you while you are actually on the site, which can sometimes happen but usually not too often.
Another Jewish dating site I used was Supertova.com, which is completely free.
What to say in first email online dating examples
If you live outside Israel you have to search a lot more as Jews are obviously much less common.
Here are two of the best ways to meet Jewish girls when living outside Israel: You can definitely meet Jewish girls online (actually you can meet Israeli girls online too).
Examples of Jewish groups are Aish Hatorah (Orthodox group), Moishe House (generally Conservative, but Jews of all backgrounds welcome) and Hillel (Jewish college-level group).
If you don’t know any Jewish groups in your area, you either are not involved at all in Judaism (and need to get involved) or there are basically no other Jews in your area (in this case you should move to where there are Jews or do the 1st option above – online dating).
The advantage of a site like this is that (almost) every member is Jewish, and they allow you to see more detailed Jewish info, such as what type of Judaism they practice (Reform, Conservative, Traditional, Orthodox, etc.), whether your potential match keeps kosher, how often they go to shul, etc.