Gilbert's first adventure game was
The Repossessor in 2001, an entry in the Reality-on-the-Norm series (a shared universe for adventure games started by
Ben Croshaw). In 2003, Gilbert released
Bestowers of Eternity — Part One, a game about a young woman who inherits a family ghost when her aunt dies in an insane asylum. It went on to win multiple awards in the 2003
AGS Awards. In 2004, the AGS Forums organized the AGS Team Challenge, an informal contest where teams worked together to create an adventure game. Gilbert designed and wrote
Two of a Kind for the contest. The game included two playable characters with different abilities and personalities, an unusual feature in an adventure game. This was one of only two games completed (the other was
The Hamlet) by the deadline, and both were declared co-winners.
Two of a Kind received positive reviews, and won an
AGS Award for Best Gameplay. In the summer of 2006, Gilbert produced
The Shivah, one of the first video games to star a rabbi, for MAGS, the monthly one-month AGS game contest (which it won). After its release, Gilbert decided to rework the freeware version, improving the graphics, adding new puzzles and voice acting, and released it as a commercial title. The game received good reviews and considerable attention in the press, mainly because of its subject matter. It earned some criticism in the Israeli press.
The Shivah was sold through
Manifesto Games on a non-exclusive basis. Turning his hobby into a professional career, Gilbert decided to become a full-time game designer. He founded Wadjet Eye Games to sell
The Shivah and his forthcoming titles. A few months later, in December 2006,
The Blackwell Legacy was released. This game was a much-improved remake of
Bestowers of Eternity (revamping the earlier project which he considered to be over-ambitious), but continued past the end of the earlier game, telling more of the story.
The Blackwell Legacy was intended as the first installment of an
episodic game. The second game, a prequel called
Blackwell Unbound, was released on 4 September 2007. In February 2008, a publishing deal was announced between Wadjet Eye Games and
PlayFirst. Under the agreement, Wadjet Eye Games would develop a
casual adventure game for PlayFirst. The resulting game,
Emerald City Confidential, a
noir story set in the world of
Oz, was released on 19 February 2009. ==Awards==