The Redwoods Group

What The Redwoods Group does

The Redwoods Group is a privately held, specialty insurance carrier founded in 1997 and headquartered in Morrisville, North Carolina. The company exclusively serves youth-serving nonprofit organizations in the United States, including YMCAs, Boys & Girls Clubs, camps, Jewish Community Centers, Jewish Federations, and Jewish Camps. It is the only mission-aligned insurance carrier serving the Y movement and, since 2006, the only such carrier for JCCs, Jewish Federations, and Jewish Camps. The product portfolio consists of Commercial General Liability, Property, Auto, Excess, Workers' Compensation, and Directors & Officers insurance, distributed primarily through insurance brokers and agents with a direct sales motion on top.

Beyond traditional insurance, Redwoods operates the Redwoods Institute, an online training platform delivering courses on lifeguarding, bloodborne pathogens, sexual harassment prevention, defensive driving, and hazard communication. Training is offered to organizations regardless of insurance provider, functioning as a content-marketing and lead-generation asset. Adjacent products include the Aquatics Director Toolkit (lifeguard preparedness, Test. Mark. Protect. swim-test identification, emergency action plans), the Customer Safety Toolkit, dedicated risk-consulting engagement plans, and in-house HR consulting bundled with the D&O product. The company is co-founded and led by Kevin Trapani (CEO), Jennifer A. Trapani (Chief Underwriting Officer), and Paige Bagwell (President and COO), with 51-100 employees.

The revenue model is subscription-recurring in nature via multi-year insurance contracts with nonprofit customers, with premiums determined through a quote-based process involving brokers. The company emphasizes 'fair, sustainable pricing' that does not fluctuate with broader insurance market cycles, and embeds ongoing risk consulting and safety support throughout the policy lifecycle rather than engaging only at claim time. This prevention-focused positioning, combined with deep vertical specialization, defines Redwoods' commercial identity.

Name

The Redwoods Group

Legal name

The Redwoods Group

Website

https://redwoodsgroup.com

Company type

Private

Founded year

1997

Operating status

Operating

Headcount range

51–100 employees

Short description

The Redwoods Group is a privately held, mission-aligned specialty insurance carrier exclusively serving U.S. youth-serving nonprofits, including YMCAs, Boys & Girls Clubs, camps, and Jewish Community Centers. It delivers multi-line coverage, online training, and risk-consulting services via broker and direct channels.

Ownership category

akta.pro rank

Headquarters

HQ city

Morrisville

HQ country

United States

HQ region

North America

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Technology or R&D, Marketing or Sales, Infrastructure

Revenue model

1. Insurance Premiums: The Redwoods Group generates revenue through insurance premiums paid by youth-serving organizations. They provide Commercial General Liability, Property, Auto, Excess, Workers' Compensation, and Directors & Officers insurance coverage. The insurance is designed to support organizations' missions while providing protection through sustainable pricing models.

Pricing tiers

Go-to-market motion2 records

Distribution channels2 records

Marketing channels4 records

Core offering

The Redwoods Group is a mission-aligned insurance carrier that provides Commercial General Liability, Property, Auto, Excess, Workers' Compensation, and Directors & Officers insurance exclusively to youth-serving nonprofit organizations such as YMCAs, Boys & Girls Clubs, JCCs, Jewish Federations, and camps. The company pairs insurance coverage with prevention-focused risk consulting, an online training platform, an Aquatics Director Toolkit, and a Customer Safety Toolkit to reduce claims and create safer communities.

Product overview

The Redwoods Group operates as a mission-aligned insurance provider exclusively serving youth-serving organizations including YMCAs, Jewish Community Centers (JCCs), Jewish Federations, Jewish Camps, Boys & Girls Clubs, and camps. The company offers a comprehensive insurance portfolio consisting of Commercial General Liability, Property, Auto, Excess, Workers' Compensation, and Directors & Officers insurance products. Beyond traditional insurance coverage, Redwoods provides an integrated suite of safety services including Redwoods Online Training (accessible to all organizations regardless of insurance provider), the Aquatics Director Toolkit for water safety guidance, and consulting services. The company's prevention-focused model leverages the insurance relationship as a tool for creating safe communities through training, risk consulting, and ongoing support.

Differentiator

Problem solved

Functional benefit

Products and services

• Commercial General Liability Insurance Insurance coverage protecting youth-serving nonprofit organizations against third-party claims for bodily injury, property damage, and personal injury arising from their operations and programs.
• Property Insurance Coverage for physical assets of youth-serving organizations, including buildings, equipment, and contents, against damage or loss.
• Auto Insurance Vehicle insurance coverage for youth-serving organizations that transport youth and staff.
• Excess Insurance Umbrella coverage providing additional liability protection for youth-serving organizations beyond primary policy limits.
• Workers' Compensation Insurance Coverage for employee workplace injuries at youth-serving organizations, with a focus on return-to-work processes and creative recovery plans tailored to nonprofit youth programs.
• Directors & Officers (D&O) Insurance Insurance supporting best-practice workplace cultures at youth-serving nonprofit organizations, including 'Disappearing Retention' features and HR consulting services from in-house specialists to reduce claims likelihood.
• Redwoods Online Training (Redwoods Institute) Online learning management system delivering interactive safety and compliance training courses for youth-serving organizations regardless of their insurance provider, covering bloodborne pathogens, sexual harassment prevention, defensive driving, hazard communication, and professional lifeguard training.
• Redwoods Institute Educational arm of The Redwoods Group that provides safety-focused online trainings and professional development resources for youth-serving organizations.
• Aquatics Director Toolkit Comprehensive resource for Aquatics Directors at youth-serving organizations covering lifeguard preparedness, facility preparedness, swimmer protection (Test. Mark. Protect.), lifeguard positioning, ongoing training, unannounced drills, emergency action plans, and documentation.
• Customer Safety Toolkit Risk management resources and guidance for safety best practices tailored to youth-serving nonprofit organizations.
• Risk Consulting Services Risk consulting and engagement planning services that help youth-serving organizations enhance their safety culture and risk management practices through dedicated Redwoods teams and year-round check-ins.
• Claims Management Services Claims processing and incident reporting services for insured youth-serving organizations, including workers' compensation claims and general incident reporting.

Named customers3 records

Segments4 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature4 records

Scale indicators3 records

Recent moves1 record

Expansion highlights4 records

Broad incumbents

• Cincinnati Financial: Cincinnati Financial writes commercial specialty lines including nonprofit and recreational risks through its standard agency system. A broad incumbent competitor that can match Redwoods' product set through independent agents.
• Markel Corporation: Markel is a specialty insurance group with multiple niche programs including youth, recreation, and nonprofit exposures. It operates broadly across many verticals but directly competes for the same youth-serving-organization premium dollars.
• Hanover Insurance Group: Hanover writes specialty commercial lines including nonprofit and human services organizations through its core commercial book. It competes for the same mid-market nonprofit premium pool as Redwoods from a much larger scale.
• Great American Insurance Group: Great American has specialty divisions covering recreation, camps, and nonprofit exposures within a diversified P&C portfolio. Comparable in offering similar specialty lines but at materially greater scale and broader scope.

Direct peers

• Brownyard Group: Brownyard specializes in niche insurance programs for hard-to-place risks including camps, security guards, and human services providers. Its program-administration model and camp coverage practices overlap directly with Redwoods' approach.
• Nonprofits Insurance Alliance: A mutual insurer formed specifically to serve nonprofit organizations with liability and property coverage. Closely mirrors Redwoods' nonprofit-only focus and mission-aligned positioning.
• Glatfelter Insurance Group: Glatfelter is a specialty insurance program administrator with a major practice serving camps, youth sports leagues, and recreational organizations, making it the most direct competitor to Redwoods' youth-serving-organization niche. Both embed risk-management services alongside coverage for the same customer base.
• Philadelphia Insurance Companies (PHLY): PHLY has long-standing specialty practices serving YMCAs, camps, religious organizations, and other nonprofits with package, D&O, and Workers' Comp coverage. It is the most direct large-carrier competitor to Redwoods in the same vertical segments.
• Affordable Care Act / K&K Insurance Group: K&K Insurance is a specialty program administrator serving sports, recreation, camps, schools, and youth organizations. Its niche program structure and mission-adjacent customer base are directly comparable to Redwoods' positioning.

Emerging players

• James River Insurance Group: James River is an E&S specialty insurer with appetite for nonprofit, recreational, and youth-related risks. Less established in the youth-serving niche than Redwoods but an active competitor for similar specialty accounts.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks7 records

Key highlights6 records

Customer concentration

• Facebookfacebook.com/redwoodsgroup.com
• LinkedInlinkedin.com/company/the-redwoods-group
• Xx.com/redwoodsgroup

Revenue estimate

Valuation estimate

Number of profiles

Profiles3 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about The Redwoods Group