Duff said in September 2007 that a previously unheard song on the Dignity Tour's set list, "Reach Out", would be released as a single. In an interview with Joe Bermudez in November 2007, Duff revealed that her fourth studio album Dignity would be re-released. The re-release would feature remixes of the original songs alongside "two or three" new recordings, including "Reach Out" and "Holiday". While "Reach Out" and "Holiday" were already completed, Duff hoped to write a third new song for the re-release, but this never came to be. Duff revealed that she wanted "Holiday" to be either the first or second single from the re-release.
The song received mixed reviews from critics upon its release. Popjustice gave the song a negative review, stating that "[w]ith so much medocrity in the song's three-and-a-half minute duration it's hard to pinpoint the most useless and perfunctory thing about Hilary Duff's toweringly boring new, track 'Reach Out'.E! Online called "Reach Out" a "muffed attempt".Digital Spy said that "The fact that Duff replaces the original lyric "reach out and touch faith" with "reach out and touch me" pretty much says it all. Originally written about Elvis's love for his wife Priscilla, the Lizzie McGuire star sacrilegiously turns this into an innuendo-laden squelch-fest. Accompanied by a video that sees Duff humping a marble statue, a tree trunk and the camera, 'Reach Out' has an unpleasant whiff of desperation about it". However, Allmusic gave the song a positive review, picking the song as one of the top 3 AMG Picks in the album.There's More Where That Came From gave the song a B, stating "So overall, the song is catchy. Hilary isn’t a great singer, but she has a good voice, which has always helped her in the past. The rapping in the song also, surprisingly, helps make the song better. And you have to give her some credit, she hasn’t become another X-tina, or Britney, as she goes through her 20's. All in all, while it isn’t the strongest single out there, it certainly has the potential for being a hit."[dead link]NewMusicReviews gave the two versions of "Reach Out" a seven out of ten rating, calling Hilary's version a "great updated version of a classic track [Depeche Mode's "Personal Jesus"]. The dance remixes are fantastic and this should bang the clubs, and could do decent on the radio." They also praised The Prophet's rapping parts stating he "has got some decent lyrics, but he’s not featured on much of the track."  Andy H of Angryape (UK) said the song "should do well, no doubt there – considering the current trend of electro-pop, with the club beat, rocky guitar sample and a confident sexiness in the vocals."RightCelebrity said "while some are liking the new mature, sexy Hilary Duff, some say she tried too hard, and original songs are always better. You always get the haters when you do a remake, so it is always risky."Commonsensemedia called "Reach Out" a "hit single" that "features more aggressive sexual lyrics than on previous [Hilary Duff] albums. While Dignity was OK for 11 year olds, the Best Of [Hilary Duff] compilation pushes the target age higher."
The music video for "Reach Out" was filmed on September 13–14, 2008 in Los Angeles and was directed by Philip Andelman. There are two versions of the video: The Director's Cut & The Clean Version. The Director's Cut version premiered on MySpace on October 28, 2008. About.com said that "the video is cute, minus the extraneous rap".
The video opens with almost-naked people streaking in the backyard of a mansion, then shows The Prophet rapping in front of a fountain. There are scenes of Duff dancing in front of a mirror; then singing on a sofa wearing a long white dress, and in the same room Hilary can be seen holding a shirtless man's leg. In another scene Duff can be seen at a dining table which is covered with food, and later with red lipstick lying on the floor and singing. This is intercut with scenes of her caressing a semi-naked man and singing. Then there's a scene where the prophet is sitting on a throne chair and rapping his part, while Duff can be seen lying on a tree in some kind of a forest & then wearing the same bone color dress singing in a pool. And in a different scene, Duff can be seen sucking a man's thumb. Also included in the video are scenes of Duff humping a statue and rubbing against the wall. The video ends with more footage of the dinner table with Duff sitting on it and more scenes of people running almost naked.
The censored version does not show Duff tied up in the beginning or the parts with Duff wearing the blindfold, it does not have the thumb sucking, and the ending is different. It also shows more of Duff on the table with the food, with almost-naked people and new scenes of Duff singing under the pool table. Also, there are fewer scenes of wall rubbing and statue humping. It is said that this will be the version aired on national television, instead of the thumb sucking, it shows Duff taking her necklace off.