On her second solo offering, Tiff Jimber wears her heart on her sleeve, but it gradually slides off and splats to the floor into a bloody mess somewhere around the middle of the record. As if that weren't enough, she accidentally steps on it and flies backwards, landing with a sharp whack like a virtual banana peel comedy routine with her song "Backwards", which is a complete song played, you guessed it, backwards. I'm sure it's a fine song were I to listen to it the way it was originally recorded, but I'm honestly just too lazy (read: unwilling) to go through the trouble.
That's not the only thing askew here. She has a fine voice, and as mentioned earlier, can strike ebony and ivory with the best of them, it's just that most of the heartfelt lyrics get lost and downright overpowered by the ho-hum and uninspired melodies. There are a small handful of decent tunes here, but ultimately, Obstacles gets branded with a "trying-too-hard" toe tag.