The founder's story
Meet Our CEO.
Allison RomeisFounder & CEO, Black Sheep Insurance Benefits Group
Black Sheep is new. I’m not.
Nearly 20 years in insurance. Almost 20 Medicare Annual Enrollment Periods. My career has taken me through field sales, sales management, provider strategy, agent development, and agency leadership.
I’ve worked with Bravo Health, UnitedHealthcare, Coventry Health Care, Humana, Aetna, and WellCare—as a captive agent, independent agent, small-group salesperson, and sales leader.
And I’ve gone back to the field.
Because knowing how to lead the work and staying connected to what it takes to do it both matter. I know the responsibility of sitting across from someone making a coverage decision. I also know the responsibility of helping agents build a business around those conversations.
I became Bravo Health’s top producer in Texas my first year. At Coventry, I reached 170% of my AEP sales goal and followed it with 120% the next year. Later, I helped launch the first 10 Florida centers for a national senior-focused primary care organization. At an FMO, I served as Broker Manager and Senior Sales Manager within an organization supporting 436 agents, with leadership responsibilities across several East Coast markets.
I’ve seen where the bottlenecks form—and where things break—in real time.
From the agent’s seat, agency leadership, the carrier side, and value-based care, I’ve learned how the pieces affect one another. A process that looks good on paper can leave an agent stuck in the field. A missing relationship or unclear next step can hold back good work.
Moving between those roles meant adapting, learning new systems, and being willing to prove myself again. It sharpened how I think: understand the problem, connect the right people and resources, and turn a strategy into something people can actually use.
That’s how I approach leadership—and what I bring to Black Sheep.
People before products. Independence with support.
For clients, that means understanding your situation first, explaining appropriate options clearly, and helping you make a decision you understand.
For agents and agencies, it means recognizing that contracts are only the beginning. Training, market knowledge, provider and community relationships, practical tools, and someone to call when you’re stuck all matter.
I don’t need you to become me. I want you to become very good at being you.
In 2026, I founded Black Sheep to build the kind of organization I wanted at different stages of my own career. Today, we’re licensed across 32 states, bringing that experience to people choosing coverage and agents building their own direction.
Independent doesn’t mean alone.
Welcome to Black Sheep.