Full-Time

Senior Manager People Analytics and Insights

People Analytics & Insights

Updated on 9/3/2026

SageSure

SageSure

501-1,000 employees

Underwrites high-risk coastal homeowners and businesses

No salary listed

Chicago, IL, USA + 1 more

More locations: New York, NY, USA

In Person

On-site presence at Chicago, IL or Jersey City, NJ offices.

Category
Data & Analytics (2)
,
Required Skills
Data Analysis

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Requirements
  • 8+ years in People Analytics, Business Intelligence, or related field
  • Experience building or significantly improving reporting and analytics capabilities
  • Experience working with fragmented, imperfect or evolving data and systems environments
  • Track record of translating data into insights that influence business decisions
Responsibilities
  • Establish core People reporting (e.g., headcount, attrition, hiring, workforce composition)
  • Define and standardize key metrics
  • Create scalable dashboards
  • Deliver regular and ad hoc analyses to support business and functional stakeholders to make informed hiring, retention, and workforce planning decisions
  • Translate complex or incomplete data into clear, actionable insights
  • Support workforce planning, organizational design, and talent strategy through data
  • Proactively identify trends, risks, and opportunities across the workforce
  • Identify gaps in current data and systems
  • Partner closely with People Systems team to ensure data integrity and accessibility
  • Collaborate with Finance and other administrative operations functions to align workforce data with broader business insights
  • Pull together data across various sources to provide a more holistic view of organizational performance
  • Improve consistency and reliability of data across systems
  • Introduce tools and approaches that improve speed, automation, and depth of analysis
  • Begin incorporating AI-enabled solutions where appropriate (e.g., predictive insights, automation)
  • Improve reporting capabilities
  • Support stakeholders in using data effectively
  • Help improve data literacy and adoption of reporting tools across the function
Desired Qualifications
  • Proficiency in BI tools (e.g., Tableau, Power BI, Domo)
  • Strong SQL and data manipulation skills
  • Experience with HRIS platforms (e.g., Workday, UKG, Rippling)
  • Experience evaluating and implementing AI/automation tools in analytics
  • Strong analytical and problem-solving skills
  • Ability to operate in ambiguity and prioritize effectively
  • Clear communication and data storytelling skills
  • Ownership mentality and execution focus
  • Ability to prioritize, pace and sequence

SageSure provides homeowners and small business insurance in high-risk coastal areas that traditional insurers often overlook. It offers tailored insurance products for underserved markets and relies on experienced professionals in underwriting, product development, sales, technology, and customer service to serve these clients. The company uses data analytics and risk assessment to price policies competitively while maintaining quality coverage, achieving profitability through underwriting premiums. SageSure’s goal is to ensure reliable, affordable protection for customers in coastal risk zones by focusing on niche markets, expert guidance, and personalized service rather than generic coverage.

Company Size

501-1,000

Company Stage

Debt Financing

Total Funding

$1.7B

Headquarters

Jersey City, New Jersey

Founded

2009

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Simplify Jobs

Simplify's Take

What believers are saying

  • Flexpoint Ford closed a $460 million continuation vehicle on June 30, 2026.
  • Gateway Re placements in 2026 priced strongly, with $3 billion catastrophe-bond notional outstanding.
  • SageSure now serves about 970,000 policyholders and manages $3.2 billion in force premium.

What critics are saying

  • A 2026 Gulf Coast hurricane season can crush carrier partners and SapgeSure's reinsurance layers.
  • SageSure sued MapleSage on June 12, 2026, inviting IP distraction and brand confusion.
  • SageSure depends on catastrophe-bond buyers; tighter ILS markets can choke 2027 capacity.

What makes SageSure unique

  • SageSure bought Gemini Financial and Olympus on January 2, 2026, adding Florida underwriting depth.
  • SageSure raised $200 million through Seawall Re II on March 10, 2026.
  • SageSure runs proprietary catastrophe modeling across 16 states, underwriting coastal peril risk better than incumbents.

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Benefits

Fully stocked cafés with free snacks and beverages

Lounges with shuffleboard, billiards and board games

Access to in-office gyms

Organized and ad hoc social events

Medical (HSA, EPO, PPO)

Dental

Vision

401(k) with company match

Profit-sharing bonus program

Life insurance

Short-term and long-term disability

Up to 160 hours of paid time off per year, plus floating holidays

Paid holidays

8 hours of volunteer time off per year

Gym reimbursement

Tuition reimbursement toward education, licensing and certifications

Employee assistance program with access to free and confidential counseling

Growth & Insights and Company News

Headcount

6 month growth

11%

1 year growth

11%

2 year growth

12%
Quandec Corporation
May 7th, 2026
Mercury, Olympus partner on bundled auto-home coverage in Florida.

Mercury, Olympus partner on bundled auto-home coverage in Florida. Mercury Insurance (NYSE: MCY) and Olympus Insurance announced May 7 a joint program that lets independent agents in Florida bundle Mercury auto coverage with qualifying Olympus homeowners policies, with eligible customers receiving a 10% discount on the Mercury auto policy and a 10% discount on the Olympus homeowners policy. The program pairs Mercury, which currently writes auto insurance in Florida, with Olympus, a Florida-focused homeowners carrier that became part of the SageSure family of companies after SageSure closed its acquisition of Gemini Financial Holdings Corp. and the Olympus subsidiaries on Jan. 2. The bundled offering adds another auto-and-home option in

Yahoo Finance
Mar 10th, 2026
SageSure Scales Seawall Re Sidecar Franchise; Secures $200 Million in Reinsurance

SageSure scales Seawall Re sidecar franchise; secures $200 million in reinsurance. Business Wire Expanded sidecar platform reinforces SageSure's market leadership in bridging institutional capital and high-quality catastrophe risk. JERSEY CITY, N.J., March 10, 2026-(BUSINESS WIRE)-SageSure, the largest residential property MGU in the US specializing in catastrophe-exposed markets and a top global sponsor of catastrophe bonds, today announced the close of its second reinsurance sidecar transaction with Seawall Re II Ltd. ("Seawall Re II"), securing $200 million in capital. In conjunction with its carrier partners, SageSure programs are expected to secure approximately $7 billion of first event reinsurance limit in 2026. Including the debut Seawall Re transaction in July 2025, the SageSure-sponsored sidecar platform has now secured $250 million in less than a year. This rapid expansion underscores SageSure's pioneering role in the convergence of reinsurance capital and capital markets in the catastrophe risk space, a strategic priority as the company continues to mature the insurance-linked securities (ILS) asset class for institutional investors. "SageSure is committed to building long-term investor relationships, and Seawall Re II is a direct reflection of that commitment," said Terrence McLean, President and CEO of SageSure. "We believe that the future of catastrophe risk management lies in the ability to provide investors with a transparent, data-driven gateway to profitable underwriting results. We look forward to continuing to build investor trust with high-quality data, proactive reporting, and sustained outperformance." This transparency facilitates a quota share structure that creates alignment between capital providers, SageSure, and SageSure's underwriting partners SURE, Elevate, SafeChoice, Auros, Interboro, and GeoVera Nova. Carrier partners benefit from incremental catastrophe capacity and reduced net risk positions, while capital providers gain access to a well-priced, well-managed, and diversified catastrophe risk portfolio. GC Securities, a division of MMC Securities LLC, acted as the sole structuring and placement agent for the sidecar transaction. Willkie Farr & Gallagher LLP served as deal counsel. "We're proud to have partnered with SageSure on the Seawall Re platform since its inception," said Liam Martens, Managing Director of GC Securities, a division of MMC Securities LLC. "The strong investor response signals SageSure's differentiated approach to catastrophe risk management is highly attractive to the capital markets. We look forward to building on this momentum as the Seawall Re franchise scales."

Insurance Journal
Feb 26th, 2026
People Moves: Delos Insurance Promotes, Hires Leadership Team Members

People moves: Delos Insurance promotes, hires leadership team members. February 26, 2026 Delos Insurance Solutions made several promotions and appointments within its leadership team Co-founder Shanna McIntyre will move from chief data officer to become chief strategy officer, and Andrew Notohamiprodjo was promoted from head of data to chief data officer. Valencia Jones joins as head of Delos' brokerage distribution from Nationwide where she was associate vice president of sales. Jones is responsible for leading Delos field and internal sales managers and oversees large brokerage and aggregator relationships. Alexandra Howe is Delos' new director of carrier and enterprise relationships. She moves from Goosehead Insurance where she was carrier performance manager. Howe is responsible for leading the growth and performance of Delos' carrier and large account relationships. Lorenzo Houston has joined as compliance manager from SageSure where he was director of personal lines. Delos is headquartered in San Francisco, California. Was this article valuable? Interested in leadership? Get automatic alerts for this topic.

Reinsurance News
Sep 10th, 2025
SageSure enters agreement to acquire Gemini Financial and subsidiaries - Reinsurance News

SageSure has entered into a definitive agreement to acquire Gemini Financial and its subsidiaries, including Olympus MGA, the managing general agent for

Associated Press
Jul 29th, 2025
SageSure and Anchor Re Secure $50 Million in Reinsurance Capacity with Seawall Re Sidecar

JERSEY CITY, N.J.--(BUSINESS WIRE)--Jul 29, 2025-- SageSure, one of the largest managing general underwriters focused on catastrophe-exposed markets, and Anchor Re, a captive reinsurance vehicle, have secured $50 million of third-party capital with the debut reinsurance sidecar transaction with Seawall Re Ltd. (“Seawall Re”), a Bermuda-based special purpose insurer (SPI). With the formation of the Seawall Re sidecar, SageSure enables an efficient way for capital market investors to participate in its profitable underwriting results driven by industry-leading catastrophe risk underwriting, claims, and portfolio management. SageSure produces business for multiple carrier partners that cede risk to Anchor Re, resulting in an attractive and stable catastrophe risk profile already insulated by quota share and catastrophe excess of loss (XOL) agreements with Anchor Re. “SageSure is excited to continue diversifying capacity solutions that support our growing underwriting operations in catastrophe-exposed markets,” said Terrence McLean, President and CEO of SageSure. “The sidecar provides extra protection for Anchor Re and our carrier partners while directly connecting third-party capital to a stable risk profile expected to generate positive returns. We are grateful for the strong investor support for this transaction.” With a “losses occurring during” (LOD) quota share structure, the transaction provides retrocessional protection for Anchor Re for the 2025-2026 treaty year. Four of SageSure's carrier partners—SureChoice Underwriters Reciprocal Exchange (“SURE”), SafeChoice Insurance Company (“SafeChoice”), Auros Reciprocal Insurance Exchange (“Auros”), Elevate Reciprocal Exchange (“Elevate”)—benefit from this extra capacity. “The inaugural Seawall Re sidecar transaction is a significant milestone in our partnership with SageSure,” said Travis Lewis, Director of Anchor Re. “SageSure's diligent underwriting and portfolio management have resulted in an appealing risk profile we believe is difficult to replicate. We're grateful for the investor trust in our growth and success.” GC Securities, a division of MMC Securities LLC, acted as the sole structuring and placement agent for the sidecar transaction. “We're proud to have supported SageSure and Anchor Re in the debut Seawall Re sidecar issuance,” said Liam Martens, Managing Director of GC Securities. “The strong execution signals that SageSure's differentiated catastrophe risk underwriting and portfolio management approach resonates with investors.” About SageSure SageSure is one of the largest managing general underwriters focused on catastrophe-exposed property in the US. Dedicated to serving producers and carrier partners, SageSure provides highly differentiated residential and commercial solutions, innovative service and claims management, and market-leading buying experiences. A leader in catastrophe risk underwriting and exposure management, SageSure operates in 16 states, protects more than 850,000 policyholders, and manages more than $2.5 billion of inforce premium. For more information, visit sagesure.com About Anchor Re Founded in 2020, Anchor Re is an Arizona-domiciled captive reinsurer that provides scalable capacity exclusively for SageSure's carrier partners. View source version on businesswire.com: https://www.businesswire.com/news/home/20250729586113/en/ CONTACT: Media Contact:Walker Sands [email protected] KEYWORD: UNITED STATES NORTH AMERICA NEW JERSEY INDUSTRY KEYWORD: PROFESSIONAL SERVICES INSURANCE FINANCE SOURCE: SageSure Copyright Business Wire 2025. PUB: 07/29/2025 08:00 AM/DISC: 07/29/2025 08:01 AM http://www.businesswire.com/news/home/20250729586113/en