FORTY under 40: Andrew Good
Andrew Good, vice president, underwriting, Skyward Specialty A&H
Andrew Good’s career focuses on providing a consultative approach to the captive underwriting process to provide a high level of value better to support the insurance professionals and employers embracing cost-containment and cost-mitigation strategies through TPAs.
This allows employers to capitalise on their solutions to participate in the upside of the risk, lowers trend and adds stability to the risk compared to the high-cost traditional network and pharmacy benefit managers (PBM) bundled approach in the marketplace.
Good joined Skyward in 2019 and currently he leads the underwriting and operations of Skyward’s captive unit that was created in 2023 to support the development of new captive programmes.
He started his career in the underwriting department of Allied Benefit Systems in Chicago as a temporary employee in 2014. That led to an opportunity to manage the new business underwriting team that worked closely with their stop loss carrier partnerships.
How did you first become involved in captive insurance?
From my career outset, but becoming exposed to the underwriting risk structure with capturing the underwriting value of cost containment and the collaboration among employers at board meetings to share best practices to manage their group help plan, really opened my eyes to the opportunities and partnerships with captives.
What are the greatest challenges of working in this industry, and what do you find most rewarding?
The learning curve to understanding stop loss and the complexity to the risk structures of captives can be intimidating but as long as you take the time to ask questions and build your understanding, you can succeed by surrounding yourself with colleagues and leadership that supports and challenges you to grow outside your comfort zone.
What I find most rewarding about captives is they are a solution for employers to do better business, as the reinsurance to the captive that underwrites and participates in the risk, our philosophy is that when we win, the captive members we work with win.
Would you recommend the captive insurance industry to young people as a future career path?
The captive industry offers a significant opportunity for a long-term career path for those who want to dive into the detail and build their understanding of the intricacies of captives.
Captives create efficiencies and transparency that the employee benefits marketplace needs
What developments do you see ahead for captives?
The captive industry is very dynamic and will continue to evolve to provide more value to the marketplace. The opportunities are endless, allowing employers to be entrepreneurial to manage healthcare spend better with moving away from traditional bundled programmes. We will see more opportunities for small groups and even hospitals to participate in the risk to control costs in captives along with PBMs providing itemised rebate detail to protect an employer’s loss fund and collateral. We will also see opportunities with captives being created to risk share and finance high-cost treatments related to gene and cell therapies along with orphan drugs.
Do you think your long-term future remains in the captives market?
Yes, the captive industry supports my personal goals to create efficiencies and transparency that the employee benefits marketplace needs. I am very lucky to be a part of an industry that continues to challenge me professionally and help grow my career.
Click here to read Captive International’s third FORTY Under 40 2025 publication.
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