For a long time, we all thought Rio was the only man in Jem's life.  We were proven wrong when a company called "Star" somehow procured the remnants of the Jem (and some Maxie) toy line from Hasbro, and they put the doll parts & fashions together (often in humorous and disturbing ways - like African-American Shana's head on a caucasian body, Rio's head on a baby doll's body, arms put on backwards, etc, etc...) and in the early 90's sold them off to Sears, dollar stores and other places as Super Stars dolls.  The parts found were generally from the first year, but there was the odd second year head mixed in.  The Maxie items lead one to speculate that even possibly items from 1988 could have been included in the line, but we just don't know. 
Well, nestled among the Pizzazzes with smudged make up wearing Kimber's outfit and Ajas with white eyeshadow wearing Roxy's pants was a mystery.  At first glance, one would think it was a female doll- it had a female body & clothes, it had long hair and feminine brows.  But looking a little closer, it becomes very clear that the face mold is for a male doll.  The lack of make up, the strong jaw... the fact that he's just obviously got a MAN's face makes him stand out.  Who the heck is it?  It's not Rio!  Is it?  Who is he, anyway?
And so the theories start flying.  He is christened the "Craig Phillips" doll, presumably because Craig is the only other male character on the Jem cartoon who even comes close to this strange doll's description.  And by that name he is still known, until it can be proven otherwise. 

Stats
-New (to Jem, anyway) male face mold, long purple hair & blue "feminine" eyebrows, tan skin tone.
-Female body (when sold as a Super Stars doll- who knows how he may have been sold legitimately)
-Found only in Super Stars packages.
-Mold was later used for Rob,  Maxie's boyfriend (with blond hair, normally painted eyebrows)
 
 

*Thanks to Lindsey for this photo.

Another article about the "Craig Phillips" doll. 
Because he's with Superstar body parts, one wonders if he's actually a reject from year 1. 
It is possible he would have been used for Riot, a male band member that got scrapped early on, or even a 3rd year revamp of Rio!

Secondly, he mentions "Eric Raymon" (presumably Eric Raymond) would not be available that year- leaving it open that he may be available in a later year- and telling us for sure that at least by June 1986, any possible plans for an Eric Raymond doll that specific year were scrapped. Eric Raymond (like Craig Phillips) was a character invented by Christy Marx, he was not based on a doll.  Hasbro did make dolls of characters invented for the show (the Starlight Girls) so it's not inconceivable that this doll was going to be based on a character from the TV series. For the Eric Raymond theory to work, we'd have to scrap the "he's a first year mistake" theory.

Ric Conlon (an advanced Jem collector with many prototypes and rarities) was given a doll with the Craig head, on a male body (wearing an outfit similiar to Share a Little Bit), being told outright it was a Craig Phillips doll that they didn't end up producing.