Wicked Technologies and EarSmartAI are Portfolio Companies of Boomerang Ventures
Boomerang Ventures portfolio company Wicked Technologies took home top honors in the Healthcare Track at the RALLY 2025 innovation conference in Indianapolis on September 25, 2025. The company is now eligible for up to $1 million in IN-Prize investment, awarded to track winners across five innovation categories.
Alli Truttmann (far right), the founder and CEO of Wicked Technologies, reacts when she hears her company’s name called as the winner of the pitch competition for the health care category at the Rally conference in Indianapolis on Sept. 25, 2025. Amanda Duncan Photography.
Wicked Technologies, led by founder and CEO Alli Truttmann, is the creator of the Wicked Smart Pad™, a reusable, sensorized pad that detects moisture and sends real-time alerts to caregivers. The solution is designed to improve the quality of life for patients and ease caregiver burden in senior living and hospital settings.
This recognition builds on Boomerang Ventures’ Series A2 investment completed in February 2025, which is helping Wicked scale commercialization of its incontinence-care platform. IN-Prize winners are traditionally expected to establish a meaningful Indiana presence as part of the investment terms—reinforcing the region’s momentum in healthcare innovation.
Joining Wicked on the RALLY stage was fellow Boomerang Ventures portfolio company EarSmartAI, which earned a spot as a finalist in the Healthcare studio track. EarSmartAI develops AI-powered diagnostic tools that support earlier detection and more accurate assessments of hearing conditions—demonstrating Boomerang’s commitment to supporting transformative healthcare technologies across the spectrum of care.
Why It Matters
- Innovation in patient care: Wicked’s win validates the growing demand for technology that supports dignity and efficiency in care environments.
- Portfolio strength: With Wicked’s victory and EarSmartAI’s finalist recognition, Boomerang Ventures’ portfolio companies are helping lead the charge in health tech innovation.
- Women-led innovation: Founder & CEO Alli Truttmann continues to advance a category-defining solution from Louisville, aligned with Boomerang’s focus on women-led health tech.
- Midwest growth flywheel: RALLY’s IN-Prize winners must establish a significant presence in Indiana, further fueling the Midwest’s reputation as a hub for healthcare entrepreneurship.
