VP of HR / CHRO

Disability Insurance ROI & Retention Report

Watch Time: 3 Mins Reading Time: 4 Mins Presented by Jeffrey Szymanski Updated May 14, 2026
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Jeffrey Szymanski

Managing Partner

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Ready to review these numbers for your organization?

Welcome to the Hollowtree executive briefing on how disability insurance programs drive retention and reduce turnover costs for mid-market employers.

Our data shows that employer-sponsored DI programs reduce voluntary turnover by up to 23%, with the strongest impact among mid-career professionals and revenue-generating roles.

The key differentiator is guaranteed-issue enrollment. By eliminating medical underwriting barriers, group DI achieves enrollment rates 3 to 5 times higher than individually sold policies.

Organizations that offer DI see measurably higher benefits satisfaction scores -- and these scores directly correlate with improved retention metrics across the board.

The total cost of a group DI program is typically offset within 18 months through reduced replacement hiring and improved productivity. It's not just a benefit -- it's a strategic investment.

Hollowtree handles the entire enrollment lifecycle, from carrier selection through employee communication, so your HR team can focus on higher-priority initiatives.

Quick Answer

Employer-sponsored group disability insurance reduces voluntary turnover by up to 23% and typically pays for itself within 18 months through lower replacement hiring costs. Guaranteed-issue enrollment eliminates underwriting barriers, driving 3-5x higher participation than individually sold policies.

Key Takeaways

23% Turnover Reduction

Employer-sponsored DI programs reduce voluntary turnover costs by up to 23%, with the strongest impact among mid-career professionals.

3-5x Higher Enrollment

Guaranteed-issue group DI eliminates medical underwriting barriers, resulting in enrollment rates 3-5x higher than individually sold policies.

Higher Satisfaction Scores

Organizations offering DI as a voluntary benefit see measurably higher benefits satisfaction scores, directly correlating with improved retention.

18-Month Cost Recovery

The total cost of a group DI program is typically offset within 18 months through reduced replacement hiring and improved productivity.

Zero HR Lift

Hollowtree's enrollment infrastructure handles carrier negotiation, employee communication, and ongoing administration.

Frequently Asked Questions

How does group DI reduce turnover?

Employees with meaningful income protection feel more financially secure and loyal, reducing voluntary departures -- especially among mid-career professionals in revenue-generating roles.

What is guaranteed-issue enrollment?

Guaranteed-issue means employees can enroll without medical underwriting, so pre-existing conditions don't block access. This drives enrollment rates 3-5x higher than individual policies.

How quickly does a DI program pay for itself?

Most organizations recover the total cost within 18 months through reduced replacement hiring, onboarding expenses, and productivity losses.

Zero Lift for Your HR Team

Hollowtree handles 100% of the implementation so your team can stay focused on what matters.

Carrier negotiations & plan design
Employee communications & enrollment
Compliance documentation & reporting

About the Presenter

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Jeffrey Szymanski

Managing Partner

Jeff Szymanski is a Managing Partner at Hollowtree, where he leverages 30 years of elite financial experience to lead Strategy & Growth. A four-time builder of the nation’s #1 mortgage team and a nine-time Wells Fargo President’s Club recipient, Jeff has a proven track record of managing $1–$3 billion in annual funding. Now focused on Group Disability and Long-Term Care, he applies his deep expertise in market leadership to help clients architect robust protection plans. Jeff is dedicated to a strategic, results-driven approach that secures the financial well-being of the professionals and organizations we serve.

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