Hollowtree
Clinician DI enrollment, run end-to-end

Clinician Disability Insurance. Strategy Through Enrollment.

We combine deep insurance expertise with a purpose-built enrollment platform and high-touch support -- so your clinicians actually understand and use the coverage you provide.

Built for clinical workforcesGuided employee educationFlexible payment optionsHigh-touch clinician supportLow lift for HR

Watch a 90-second overview of how Hollowtree runs clinician DI enrollment.

A strong DI program can still fail if no one owns enrollment.

Clinician disability insurance is not just a coverage design problem. It is an enrollment execution problem. Participation suffers when clinicians do not understand the benefit, communications feel generic, payment setup is difficult, or HR is expected to answer specialized insurance questions.

Generic enrollment does not resonate with clinicians.

Clinical workforces have different schedules, different concerns, and different decision-making styles than a typical employee base. Off-the-shelf enrollment communications miss them entirely.

HR teams do not have time to manage one-off insurance questions.

When clinicians have specialized DI questions, internal HR is rarely positioned to answer them quickly. Open questions stall enrollment and drive participation down.

Payroll, payments, and 1099 populations make rollout harder than expected.

Mixed W-2 and 1099 workforces, limited payroll integration, and distributed clinicians create friction. Without flexible payment options, otherwise-eligible clinicians never finish enrolling.

We do not just place coverage. We run the enrollment.

A clear, sequenced operating model — so your team knows exactly what we own and exactly where you stay in approval.

STEP 01

Strategy and setup

We align with your team on the eligible population, plan structure, enrollment timing, and communication plan — so the program is set up to succeed before launch.

STEP 02

Branded enrollment experience

We build a mobile-friendly enrollment microsite with plain-language education, plan details, and a guided next-step flow tailored to your clinical workforce.

STEP 03

Clinician communications

We run targeted communications across email, SMS, direct mail, voicemail drops, webinars, and live support — meeting clinicians on the channels they actually use.

STEP 04

Payment workflows

We support payroll deduction where available, plus ACH, credit card, and Apple Pay for 1099 contractors and groups where payroll integration is impractical.

STEP 05

Support and administration

We answer clinician questions, support enrollment decisions, manage follow-up, and stay involved after enrollment closes — so HR is never the help desk.

Enrollment technology built for completion.

Structured, guided, and easy to finish — the goal is lower friction and clearer decision-making, not technology for technology's sake.

Branded microsite

Branded microsite

A co-branded landing experience that explains the benefit in plain language and routes clinicians into the right next step.

Guided plan selection

Guided plan selection

Plan details and trade-offs presented in a guided flow so clinicians can make a confident decision in minutes.

Mobile enrollment flow

Mobile enrollment flow

Optimized for the way clinicians work — short sessions on a phone between cases, clinics, or shifts.

Payment setup

Payment setup

Clinicians choose the payment method that fits their employment status — payroll, ACH, card, or Apple Pay.

Employee support portal

Employee support portal

Clinicians can revisit their coverage, update payment info, and reach licensed support after enrollment closes.

Enrollment does not have to stall because payroll is complicated.

Hollowtree can support payroll deduction where appropriate, but the enrollment experience is not dependent on payroll alone. ACH, credit card, and Apple Pay options help support 1099 clinicians, distributed workforces, and groups where payroll integration is slow or unavailable.

Apple PayApple Pay supported for fast, mobile clinician enrollment.

ACH for simple bank-based payments

A reliable, low-friction option for clinicians who prefer to pay directly from a bank account — no payroll integration required.

Card and Apple Pay for mobile convenience

Clinicians can complete enrollment and set up payment from their phone in under five minutes, including Apple Pay where available.

Support for groups without payroll deduction

1099 contractors, distributed workforces, and organizations without payroll integration can still launch a clean enrollment.

For leadership teams

Built for physician groups, MSOs, and healthcare employers

If you are evaluating DI as a recruitment and retention strategy for a clinical workforce, start with the DI for Medical Groups page.

MSO Case Study

Proof that clinician enrollment can be simple.

A national anesthesiology MSO with 1,500 clinicians — including 600 eligible full-time 1099 contractors — had no disability coverage and no infrastructure to offer it. Hollowtree ran the enrollment campaign, clinician communications, payment setup, and support without requiring the MSO's HR or operations team to manage the process.

21%
Enrollment
≈5x typical industry average
4 wks
To launch
From kickoff to live enrollment
<5 min
To enroll
Average clinician session
100%
Inbound support
Handled by Hollowtree
1
Email from MSO
Single internal touchpoint

What we handle vs what your team handles

A clear split of responsibilities — designed to reduce HR lift while keeping you in approval.

Hollowtree handles

  • Enrollment strategy
  • Microsite setup
  • Clinician education
  • Email, SMS, direct mail, and follow-up workflows
  • Payment setup
  • Clinician questions
  • Enrollment reporting
  • Ongoing support

Your team handles

  • Approving the launch timeline
  • Confirming eligible populations
  • Reviewing communications
  • Sending or approving introductory messaging
  • Internal alignment where needed

Frequently asked questions

No. Hollowtree can support clinician DI enrollment for W-2, 1099, and mixed clinical workforces. Payment and communication strategy should be matched to the workforce structure.

No. Hollowtree reduces the burden on HR by handling education, communications, payment workflows, and clinician questions. Your team stays involved in approval and alignment without becoming the enrollment help desk.

Yes. Hollowtree can support ACH, credit card, and Apple Pay payment workflows where payroll deduction is unavailable or impractical.

Hollowtree provides plain-language education, guided enrollment resources, and licensed support where appropriate so clinicians can understand their options before enrolling.

Hollowtree combines coverage strategy, communication planning, enrollment technology, payment infrastructure, and hands-on support. The goal is a managed enrollment experience, not a generic carrier handoff.

Start with the DI for Medical Groups page, which explains the business case for clinician DI as a recruitment and retention strategy.

See how clinician DI enrollment could work for your organization.

Hollowtree can walk through the enrollment process, payment options, communication strategy, and support model for your clinical workforce.