If the 'soil' media is freely enough draining, and it's hot and sunny, you may water every day or at least every few days. The cooler the weather the less you want to water and when or if your temperatures start to get down into the high 50's, begin watering very sparingly only if the roots are very dry. If your plants are indoors it's less of a concern unless the potting medium does not dry out rapidly. Potting material is usually very gritty rather than 'soil' based but depends on where you are located.
As for helping your plant to flower ... feed it a lot and make sure it's getting at least 8 hours or more full sun daily. They can get by with less but a lot more is better. Usually lack of flowering is caused by too little sun or lack of maturity of the plant. Depending on which species is in the background breeding, some of them are very difficult to flower and you may just be out of luck. But if it's an obessum, it shouldn't be too difficult to get it to flower at least once a year in early summer/late spring once it is mature and growing vigorously.