HOOTL Raises $6.5 Million Series A

by Kay Aloha Villamor in October 14th, 2025

HOOTL, a Charlottesville, VA-based AI-native platform tackling healthcare insurance processing with secure, scalable automation, has raised $6.5 million in Series A funding. 

Investors

The round was led by 5IR Funds, a venture fund focused on foundational technologies for the Fifth Industrial Revolution. With a $200 million target fund, 5IR makes early-stage investments in pioneering companies across artificial intelligence (AI), blockchain, quantum computing, advanced materials, and virtual reality (VR). 

HOOTL Use of Funds 

The company will use the funding to accelerate product development, enhance regulatory compliance capabilities, and support market expansion. 

About HOOTL 

Founded and led by CEO Denver Riggleman, HOOTL is an AI-driven company developing secure, scalable automation systems to fix inefficiencies in healthcare insurance processing. The company combines artificial intelligence with regulatory intelligence to create specialized workflows that reduce claim denials, track policy changes, and validate insurance claims in real time. By embedding compliance and trust into its automation framework, HOOTL helps providers recover lost revenue and operate confidently within complex regulatory environments. 

Funding Details 

Company: HOOTL 

Raised: $6.5M 

Round: Series A 

Funding Date: October 2025 

Lead Investor: 5IR Funds 

Additional Investors:  

Company Website: https://www.hootl.com/  

Software Category: HealthTech / AI / Automation / Regulatory Intelligence 

Source: https://www.businesswire.com/news/home/20251013877670/en 

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