Our Team

Meet Our Team

Real humans (not Ai bots) behind our emails, quotes, and phone calls bringing expertise, personality, and a little fun to insurance.

Vertical Insurance Group

Behind the Scenes

Don’t let the young faces fool you. Our team was hand-picked for serious industry know-how across today’s and tomorrow’s specialty insurance industries AND for top-notch customer service. We believe that experience and personality are essential, so whether you’re shopping coverage, filing a claim, or just need straight answers, we’ve got you!

Samantha Phillips, AIS, AAI, ACSR

Samantha Phillips, AIS, AAI, ACSR

Insurance Experience Advisor & Sales Manager

At Comploy Insurance, Sam is the driving force behind everything we do to make insurance easier for you. She’s passionate about service excellence, building genuine relationships and bringing fresh ideas to the table. Her mission is to educate and empower you so insurance stops feeling overwhelming and becomes one less stressful thing on your plate. With her leading the way, you get a team who’s as invested in your success as you are.

Jen Bowman

Jen Bowman

Insurance Experience Service Manager

Jen brings years of insurance expertise and a talent for turning organized chaos into, well… just organized. As our Service Manager, she keeps every process humming along so clients get lightning-fast, white-glove service. From fine-tuning workflows to making sure no detail slips through the cracks, Jen is the behind-the-scenes pro who keeps our small but mighty service team running like a well-oiled machine.

Holly Veenker, CISR

Holly Veenker, CISR

Insurance Experience Account Manager

With two decades in insurance (and still smiling about it) Holly knows how to make the complicated simple. She breaks down insurance jargon so you can finally say, “Ohhh… now I get it!” From start to finish, she runs your account with care, keeps your protection growing with your needs, and tries to keep insurance from feeling like homework.

Ashley Hernandez, CRIS, ACSR

Ashley Hernandez, CRIS, ACSR

Insurance Experience Team Support

Ashley brings nearly a decade of insurance know-how and a superpower for attention to detail. She’s the ultimate hype woman for our account managers, jumping in to tackle every policy change, certificate, and billing quirk with precision (and a smile). Thanks to her, Vertical Insurance Group delivers the kind of VIP treatment that leaves our clients feeling supported, protected, and definitely a little spoiled, but that’s how it should be!

Our Expertise

Behind these smiles are decades of combined experience in specialized insurance verticals. We stay in our lanes, because we know the coverages, regulations, and carriers inside out.

Our Culture

Do great work. Be great people. Just a team that believes insurance can be done with a smile, a little humor, and a whole lot of passion for exceeding your expectations.

Our Training

Underwriting rules change faster than TikTok trends, so we keep our skills sharp with nonstop learning and industry insights. Staying ahead of the curve means you get guidance that’s fresh, accurate, and built from real-life experience.

Our Promise

At Vertical Insurance Group, we promise to keep insurance human—quick answers, transparent conversations, and plenty of laughs (and sometimes a few tears) along the way.

Careers

Join Our Team

At Vertical Insurance Group, we're always looking for exceptional talent eager to embrace the modern insurance experience we've created.

Current Openings

Seasoned Producer

Remote
Full-time

Have questions for our team?

Want to learn more about our expertise in your industry or discuss how we can help protect your business?