AI-Powered RCM: Simplifying Healthcare Billing | Alyssa Labeylie from ENTER

Rick Veronese: Pathmonk is the AI for website conversions. With increasing online competition, over 98% of website visitors don’t convert. The ability to successfully show your value proposition and support visitors in the buying journey separates you from the competition online.

Pathmonk qualifies and converts leads on your website by figuring out where they are in the buying journey and influencing them in key decision moments with relevant micro-experiences like case studies, intro videos, and more. Stay relevant to your visitors and increase conversions by 50% by adding Pathmonk to your website in seconds, letting the AI do all the work while you keep focusing on marketing as usual.

Check us out at pathmonk.com.

All right, everyone. Welcome to today’s episode of Pathmonk Presents. Let’s talk about today’s guest. Today, we’re joined by Alyssa Labeylie, Director of Marketing at ENTER. Alyssa, good to have you on the show.

Alyssa Labeylie: Thank you so much for having me today.

Rick: Of course. I want to jump right in, Alyssa, and talk about ENTER a little bit. As the Director of Marketing, how would you describe the heart of what your company does to someone new in our audience?

Alyssa: Absolutely. ENTER is an AI-first RCM platform—RCM meaning Revenue Cycle Management. We’re based in San Francisco, but our core team works remotely across the U.S.

In healthcare, providers often struggle to collect money because claims are submitted incorrectly to payers—aka insurance companies. Medical billing in the U.S. is complicated, filled with nuances, and surprisingly manual. These errors lead to claim denials, headaches, and mountains of paperwork.

With AI, we eliminate those errors and denials. We built an AI-powered platform that helps providers get paid faster, with complete transparency. Our AI combines advanced machine learning and LLMs with customized automation rules, adapting to each healthcare practice’s needs. It unifies every aspect of the revenue cycle.

I like to think of us as the Robin Hoods of healthcare—helping providers collect the money that’s rightfully theirs.

Rick: That’s a great analogy—the Robin Hood of healthcare. Do you serve a specific segment of providers, a particular ICP? And is there a core problem you solve beyond what you just described?

Alyssa: Yes! As I mentioned, billing is a highly manual process. Once the patient sees the doctor, that’s where we step in.

We work with anyone in healthcare who’s tired of chasing down payments—from small doctor’s offices to large medical groups, clinics, and massive hospitals. We help them stop losing money due to revenue leakage.

I like to think of our AI as a nerdy accountant who never sleeps but actually enjoys paperwork.

Another way to describe it—imagine a VP or an RCM manager named Janet. Janet understands every workflow related to claims for every team member, every payer, and every product. ENTER builds an AI version of Janet that evolves with the practice, ensuring seamless, accurate revenue cycle management forever.

Rick: Got it. That’s interesting. Who within a healthcare provider’s organization typically reaches out to you? And how do they find out about ENTER?

Alyssa: It varies. It could be the CFO, VP of Finance, or an RCM manager—essentially, anyone overseeing financial health and accounting for a healthcare practice.

They usually find us through organic search (SEO), LinkedIn, or industry conferences.

Personally, I love conferences the most because face-to-face interactions build trust. People open up, share their “war stories” over coffee, and that creates strong relationships. We attend and exhibit at major healthcare events across the country.

Rick: That makes a lot of sense. Human connection is still so important.

Alyssa: Especially after COVID—people crave that in-person engagement.

Rick: Exactly. But at the same time, the internet allows companies to reach a massive audience. You mentioned LinkedIn and your website. From a marketing perspective, what role does your website play in attracting new clients?

Alyssa: Our website is the portal to a better future in healthcare RCM.

We use it to showcase our expertise through case studies and targeted content, but we save the secret sauce for the demo.

We strategically place demo sign-ups throughout the user journey, qualifying leads through SEO-optimized content that addresses RCM pain points.

In short, we built a high-converting strategy so that healthcare executives can find us, verify our expertise, and feel confident before they commit to a conversation.

Rick: Let’s dig into that a bit more. At Pathmonk, we’re always looking for ways to improve conversions. Based on your experience, what makes a great converting website? Any tools, tips, or methods you’d recommend?

Alyssa: Absolutely. I’ve been in marketing for over a decade—B2B, B2C, DTC—you name it. The secret to a great website?

Don’t make people guess what you’re thinking.

A great book I swear by is Don’t Make Me Think by Steve Krug. The more questions users have when they land on your page, the worse it is. Your website should answer their questions before they even think to ask them.

• Clear messaging—no jargon or confusion.
• Fast loading times—no one waits for slow pages.
• Social proof—case studies, testimonials, and client logos.
• Aesthetics matter—but functionality comes first.

A/B testing is crucial to refine messaging and UX. Some brands copy others, but taking the time to create a unique, well-designed site can set you apart.

Rick: I love that you mentioned Don’t Make Me Think! I have a background in UX, and that book was foundational for me. It’s great to hear a marketing leader reference it too.

Alyssa: UX, marketing, and sales are more connected than people think!

Rick: 100%. Okay, shifting gears—what does a typical day look like for you as a marketing director?

Alyssa: I split my time across multiple tasks:

• AI-focused content—translating complex tech into simple stories for healthcare leaders.
• Collaboration—I work closely with dev, product, sales, and design teams to ensure consistency.
• Conference strategy—planning, executing, and maximizing in-person marketing opportunities.

Rick: That mix of internal and external collaboration must give you great insights.

Alyssa: Absolutely! Talking to teams and customers directly is the best way to stay ahead.

Rick: Before we wrap up, let’s do some rapid-fire questions. Short and crisp answers only. Ready?

Alyssa: Let’s do it!

Rick: What’s the last book you read?

Alyssa: Genki Elementary Japanese Textbook, Third Edition.

Rick: Wow! Was that for work or personal growth?

Alyssa: I’m on my fourth language—learning new languages helps me understand different cultures, including business and marketing nuances.

Rick: That’s amazing! What’s the one thing ENTER is focused on most right now?

Alyssa: Establishing ourselves as the AI leader in RCM and eliminating financial stress for healthcare providers.

Rick: If there were no boundaries in technology, what’s one thing you’d want fixed in your role?

Alyssa: A universal digital gathering place for our diverse audience—tech-savvy and traditional users alike.

Rick: What’s one piece of advice you’d give yourself if you restarted your marketing career today?

Alyssa: Niche down faster. Learn one specialty deeply before branching out.

Rick: That’s solid advice! Last question—if listeners remember just one thing about ENTER, what should it be?

Alyssa: We’re fixing healthcare with AI-first RCM, reducing paperwork, eliminating revenue leakage, and helping providers get paid faster.

Rick: Amazing. So if you’re in healthcare, check out enter.health to learn more.

Alyssa: Thanks so much!

Rick: Great to have you on the show. See you again soon!