Hollowtree

Specialty DI & LTC

Disability Insurance & Long-Term Care.
Built to Actually Work.

We help brokers, employers, and MSOs bring DI and LTC programs to complex populations — with design, enrollment, and ongoing support handled from start to finish.

Implemented in weeks. Supported long after launch.

60-Second Overview

Modern Benefits. Deep Expertise.

Disability insurance and long-term care solutions — built with the technology and enrollment support your workforce needs.

Start Where You Are

Whether you're growing a book, supporting a workforce, or serving a medical group, Hollowtree handles the operational burden behind the program.

For Brokers

Add DI & LTC revenue without getting pulled into enrollment.

Most brokers avoid DI and LTC because rollout turns into employee questions, chasing enrollments, and handholding. We help you offer the coverage while we run the enrollment and support behind it.

Broker-of-record protected. Carrier-agnostic.

Explore Broker Partnership

For Employers

Offer DI & LTC without creating internal lift.

We design, communicate, and support the program end-to-end so your team isn't managing questions, reminders, or follow-up. Employees get guidance at decision-time — not just access.

No internal build required. No ongoing management burden.

Explore Employer Solutions

For Medical Groups & MSOs

Bring high-value coverage to physicians and 1099 clinicians.

We support physician-led groups and MSOs with programs built for high-income, complex populations — including 1099 Disability Insurance aligned to how clinicians actually get paid.

Built for physician-led, high-income organizations.

Explore MSO Solutions

Where Most Programs Break Down, We Take Over.

Programs don't fail because of product. They fail when no one owns rollout, employees don't understand the decision, and enrollment gets dropped.

1

Design a Program That Will Actually Be Adopted

Most programs look fine on paper but never get adopted. We structure for real-world participation based on your population -- not off-the-shelf plans that sit unused.

2

Run Enrollment So Employees Actually Decide

Instead of employees ignoring emails or missing deadlines, we guide the decision in real time -- through reminders, education, video, and live support. Participation is driven, not hoped for.

3

Manage Everything After Launch

Instead of HR fielding questions about coverage or billing, employees contact us directly. We handle policy servicing, inquiries, and claims advocacy -- nothing circles back.

Programs launch, employees make decisions, and participation follows.

A 250-person healthcare group launched in 4 weeks. Enrollment reached 72% without HR involvement.

The Honest Picture

What's required of you, and what usually goes wrong.

What This Doesn't Require

  • Another initiative for HR to manage
  • A project or benefits overhaul
  • A complex rollout for your team to build
  • Ongoing internal support requirements

Why DI & LTC Programs Usually Underperform

  • Treated as optional add-ons
  • No structured enrollment process
  • Employees don't understand the value
  • No support after rollout

Most programs fail quietly. We build them to work.

Product — Long-Term Care

The Long-Term Care line most brokers and employers under-serve.

Long-Term Care is the coverage most benefits plans quietly skip — and the one that hurts most when it's needed. We bring broker-friendly LTC program design, guided enrollment, and post-launch servicing so the benefit actually gets elected and kept. Carrier-agnostic. State-mandate aware. Built to scale from a physician group to a 10,000-employee enterprise.

  • Program design across major LTC carriers — no preferred-carrier agenda
  • Education and enrollment handled by our team, not yours
  • Ongoing servicing: employees call us, not HR
See how LTC programs run at Hollowtree

Product — 1099 Disability Insurance

1099 Disability Insurance for MSOs and physician groups.

Most physicians in MSO structures are compensated as 1099 contractors — which means traditional group DI plans often miss the income that matters most. We build 1099 Disability Insurance programs that cover physicians the way they actually get paid, with specialty-appropriate definitions of disability and underwriting paths that work at group scale.

  • Designed for MSO, PLLC, and physician-owned structures
  • Income-appropriate benefit levels for high earners
  • Full enrollment support — no HR rollout burden

Also offering traditional group DI? Yes — for W-2 populations inside MSOs and employer groups who need a coordinated strategy alongside the 1099 program.

Explore 1099 DI for Medical Groups

What Makes This Work

The Enrollment Engine sitting underneath every program.

Product design is table stakes. Adoption is where programs live or die. Every Hollowtree program — DI, LTC, or both — runs on the same enrollment engine: guided decisions, live support, and follow-through that lasts past year one.

Guided decisions, not PDFs.

Employees meet a real benefits counselor during enrollment — through reminders, videos, microsites, and one-on-one support. Decisions happen in context, not in a panic.

Zero HR lift.

We own communication, scheduling, the enrollment platform, and employee questions from kickoff through year-end. HR gets reporting, not tickets.

Participation that holds.

Our programs aren't measured on sign-ups. They're measured on whether people still have coverage they understand in year two.

Built for physicians, law firms, professional services, and high-earner populations standard group plans don't scale to.

Built for High-Income, Complex Populations

These populations don't make these decisions without guidance. Without explanation, support, and follow-through, participation drops off quickly.

Physicians, specialists, and clinical staff.

Law firms and professional services.

High earners underserved by standard benefits.

Two Financial Risks Most High Earners Carry Uncovered

Income Protection (DI)

If income stops, everything else does too. Most group plans under-cover this risk -- especially for physicians and high earners.

Asset Protection (LTC)

Extended care can erase savings. Most employees never address it without guidance -- and state mandates are making it harder to ignore.

Trusted By Leading Carriers

The Standard
Sun Life
Guardian
MassMutual Strategic Distributors
Ameritas
MGIS
Reliance Matrix
Trustmark
Chubb
Transamerica

Frequently Asked Questions

Common questions about disability insurance, long-term care, and how our enrollment programs work.

DI replaces a portion of your income if you can't work due to illness or injury. LTC protects your savings by covering extended care costs -- like nursing homes, assisted living, or in-home care -- that health insurance and Medicare typically don't. DI shields the paycheck; LTC shields the savings.

See How This Would Work for Your Organization

In 15 minutes, we'll show you how the program would be structured, how enrollment would run, and exactly what your team would (and wouldn't) need to do.

Schedule a 15-Minute Walkthrough