In April 2023, Greg Linton, the founder and chief executive officer of Tightline Anchor Inc., a start-up that sells innovative anchors to the personal watercraft industry, was preparing for growth. Linton and his team were having success with sales but they could see multiple opportunities ahead. This case explores growth decision-making challenges for early-stage ventures and competitive positioning for new products. In addition, the case explores the interesting example of military entrepreneurs and the challenges and opportunities for service personnel.