When is the right time to begin increasing my prices?

There isn't a hard-fast rule on when to raise your rates, but as your review numbers grow and your client base increases with lots of repeats it's a good time to look at what you are charging and also to look at what your local sitters are charging. One key is don't raise them too often or price yourself a lot higher than your competition as price does factor when new clients are looking for a sitter. When I look at your profile and rates then search your area you are lower than your competition but you only have a few reviews so I think I'd keep your boarding rate as is but raise your walks a few dollars. Hope this helps and I wish you good luck in these trying times.