In heavy-gauge saucepan, combine chocolate chips, heavy cream, and butter. Cook over low heat, stirring constantly, until smooth.
Stir in orange marmalade and extract, if using. Cover with plastic wrap and freeze for 20 minutes.
Line a baking sheet with foil. Using the 100-sized scooper, drop scoops of the mixture onto the foil-lined baking sheet. If the mixture is too soft, stick the pan back in the freezer for 5 more minutes.
Freeze until firm, at least an hour.
While truffles are freezing, heat water in a saucepan. Place a mixing bowl over the hot (not boiling) water. Melt the chocolate chips and shortening, stirring until smooth.
Drop frozen truffles, one at a time, into the melted coating. Stir quickly to coat. Remove with a fork or spoon, shaking off excess coating.
Place coated truffles on the cookie sheet. Decorate with an optional topping like grated orange zest, finely chopped nuts, or a contrasting color of chocolate drizzle.
Chill coated chocolate truffles in the refrigerator until set. Store the chocolate orange truffles in the refrigerator.