The good news is that there are many wonderful tools available to help with meditation. For example, this website reviews different meditation apps to help with focus and tracking time ( http://www.techhive.com/article/2461423/five-timers-just-for-meditation.html), many of which are free.
One of the tools that's available is less high tech: friends!
My wonderful friend Jenn (she teaches at Rishi Yoga in Reno http://rishiyogareno.com/room/jenn-olsen/) recently sent out a message via facebook asking who wanted help recommitting (or committing for the first time) to a meditation practice. She's formed a little facebook group in which we can post our successes and failures, ask questions, and share advice.
The beauty of Jenn's suggestion is its simplicity. She wanted to do something, she assumed her like minded friends would also want to do this thing, and so she created a solution that brings the friends together to support one another and interact more frequently (an added bonus!) over this goal. A similar group could be created about any topic. Easy peasy.
Now if only she'd start a flossing group!