Image of Matt Calkins and his board games
Appian CEO Matt Calkins and Sekigahara, a game he designed.
  • Matt Calkins is the founder and chief executive of enterprise software company Appian.
  • Calkins also owns "maybe 800" board games, and designs his own.
  • He gave his recommendations for family-friendly games this holiday season.

Anyone who suffered through Monopoly growing up may associate family board game sessions with intergenerational tension, boredom, and despair.

But thanks to the rise of more imaginative games such as "Settlers of Catan" through the 2000s, board gaming (or tabletop gaming, as the nerds call it) has undergone a revolution. And it might be the perfect activity to revisit this holiday season.

We asked one board game aficionado in the tech world for his recommendations.