Contract

Assistant General Counsel

Contracts, Msi

Posted on 11/23/2025

Baldwin Group

Baldwin Group

1,001-5,000 employees

Tailored insurance and risk management solutions

No salary listed

Remote in USA

Remote

Category
Legal & Compliance (2)
,
Requirements
  • Juris Doctorate degree and licensed to practice law.
  • 5+ years of experience at a leading national law firm and/or public company in-house department with insurance-related experience.
  • Experience with the types of contracts listed above is required.
  • Excellent communication skills (verbal and written) with the ability to develop shared objectives while influencing and persuading a broad range of individuals.
  • Must be able to make sound judgment calls to give leadership and the partnership team leverage to ensure the best path to success.
  • Exceptional problem-solving, organizational and analytical skills and demonstrated attention to detail that reflects well on the firm.
  • Demonstrates the organization’s core values, exuding behavior that is aligned with the firm’s culture.
  • Ability to work independently with minimal oversight/escalation, and to transition to team dynamics seamlessly.
Responsibilities
  • Provide general contractual support for commercial operations.
  • Provide support for regulatory, and compliance research and recommendations for commercial and personal lines of insurance for both admitted and non-admitted products.
  • Draft, review, interpret, and negotiate a variety of contracts related to different MSI business segments and operations, including but not limited to, confidentiality agreements, program administrator agreements, producer agreements, vendor agreements, claims administration agreements, insurance carrier appointments, and other insurance-related documents and agreements.
  • Assist in the development and maintenance of MSI contract templates and forms.
  • Provide legal support and assess risks in connection with company strategic initiatives, including but not limited to, the development of new admitted and non-admitted insurance products.
  • Provide product legal support including, but not limited to, reviewing and revising policy forms, endorsements, disclosures and notices to adhere to state statutes and regulations as well as provide legal and regulatory advice with respect to any product related inquiries or department objections to product filings.
  • Advise leadership and management as to laws and regulations applicable to the various business segments.
  • Provide legal support in connection with regulatory and compliance matters that may arise, including but not limited to, responding to DOI and BBB consumer complaints, and assisting in the preparation and review of responses, materials and information to be produced in connection with internal or external audits, program reviews, data calls, or examinations.
  • Advise business teams regarding general corporate governance matters, including compliance with company policies, standards, and procedures.
Desired Qualifications
  • Experience with agency licensing and compliance is a plus, but not required.

Baldwin Group provides insurance and risk-management services for individuals, families, and businesses. Its offerings include digital renters coverage, high-value homeowners insurance, and commercial protections such as cyber liability and habitational property, delivered through agents, brokers, wholesalers, and brand partners with technology that supports fast resolutions. It differentiates itself by offering both consumer and commercial insurance under one umbrella and by running Juniper Re, a specialist reinsurance broker platform launched in 2023 to provide capital and risk solutions. Its goal is to simplify complexity in risk management and protect clients, while supporting growth and continuous learning.

Company Size

1,001-5,000

Company Stage

Post IPO Equity

Headquarters

Tampa, Florida

Founded

2011

Simplify Jobs

Simplify's Take

What believers are saying

  • CAC merger boosts specialty lines in cyber, financials, adding $470M EBITDA in 2026.
  • Obie acquisition drives 2,100% revenue growth since 2021 in habitational property.
  • Fairway partnership expands embedded insurance in mortgage channel.

What critics are saying

  • Q1 2026 operating loss of $101M from CAC integration and debt burdens Baldwin.
  • Acrisure lawsuit filed in 2024 disrupts brokerage operations and client retention.
  • Arthur J. Gallagher outpaces Baldwin via aggressive M&A, stealing middle-market talent.

What makes Baldwin Group unique

  • Baldwin merges with CAC Group in January 2026, creating largest colleague-owned public broker.
  • Acquires Obie for embedded digital insurance in real estate investor market.
  • Launches Juniper Re in 2023 for innovative reinsurance capital solutions.

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Benefits

Health Insurance

Dental Insurance

Health Savings Account/Flexible Spending Account

Unlimited Paid Time Off

Company News

International Business Times Australia
Feb 28th, 2026
Baldwin Insurance Group Stock Soars 25% on Strong Q4 Earnings Beat, $250 Million Buyback and Upbeat Outlook

Baldwin Insurance Group stock soars 25% on strong Q4 earnings beat, $250 million buyback and upbeat outlook. Published 03/01/26 AT 12:40 AM AEDT Shares of The Baldwin Insurance Group, Inc. (NASDAQ: BWIN) surged more than 25% on February 27, 2026, closing at $23.23 after the insurance distribution company reported fourth-quarter 2025 results that exceeded analyst expectations on adjusted earnings and provided confident guidance for the year ahead, including a new $250 million share repurchase authorization. The rally, one of the stock's strongest single-day moves in recent history, came on elevated volume of over 3.1 million shares - more than double the average - as investors cheered improved profitability metrics, strategic partnerships and management's response to industry headwinds like AI-driven disruption in insurance distribution. The stock opened at $20.17, hit an intraday high of $23.51 and traded well above its previous close of $18.49, recovering ground after earlier 2026 weakness that saw it dip near $16. For the quarter ended December 31, 2025, Baldwin reported revenue of $347.3 million, up from the prior year but slightly below some Street estimates around $350 million. Adjusted earnings per share came in at $0.31, topping consensus forecasts of $0.29 and reflecting a 15% year-over-year increase. Adjusted EBITDA reached $69.65 million, narrowly beating expectations of $69.23 million. Full-year 2025 results showed continued scale, with trailing twelve-month revenue approaching $1.5 billion and a net loss narrowing to $33.8 million, or $0.50 per basic share. Management highlighted operational leverage in its Insurance Advisory Solutions (IAS), Underwriting, Capacity & Technology Solutions (UCTS) and Mainstreet Insurance Solutions (MIS) segments, with strong contributions from recent acquisitions like Cobbs Allen and synergies from the CAC Group merger. CEO Trevor Baldwin addressed recent market volatility during the earnings call, noting AI-powered insurance applications had pressured broker stocks but emphasizing Baldwin's moat in embedded distribution and personalized advisory services. "We are accelerating AI integration to enhance our platform while maintaining human-centric expertise," he said. The company outlined a 2026 revenue target near $2 billion, implying robust double-digit growth, and expects adjusted EBITDA margin expansion through efficiency and scale. The board approved a $250 million share repurchase program, signaling confidence in undervaluation and cash flow generation. Baldwin also announced a strategic partnership with Fairway Independent Mortgage Corporation to launch Fairway Home Insurance Agency, expanding embedded insurance opportunities in the mortgage channel. Analysts reacted positively. Raymond James upgraded the stock to Strong Buy from Outperform, raising its price target to $30 from $20. TD Cowen initiated coverage with a Buy rating, while Barclays and others maintained overweight or buy views. Consensus targets cluster around $31, suggesting 30-35% upside from recent levels despite mixed opinions, including Wells Fargo's more cautious equal-weight stance with a $21 target. The stock has traded in a 52-week range of $15.88 to $47.15, reflecting volatility from acquisition integration, margin pressures and sector concerns over AI disruption. Year-to-date in 2026, shares had been down before the post-earnings surge, but the rally lifted market capitalization above $2.7 billion. Baldwin Insurance Group operates as an independent distribution platform serving businesses, individuals and institutions with property & casualty, employee benefits and personal risk solutions. Its digitally enabled model and focus on middle-market clients position it to capture share in a fragmented industry. Challenges include ongoing net losses on a GAAP basis, debt levels from M&A and competition from traditional brokers and insurtech players. Management stressed disciplined capital allocation and AI as tools to drive organic growth and efficiency. With the earnings momentum and buyback support, Baldwin appears poised for further recovery if execution continues. Investors will watch Q1 results and progress on partnerships for confirmation of the turnaround trajectory. MEET IBT NEWS FROM BELOW CHANNELS Request a Correction * MOST POPULAR IN News

Insurance Innovation Reporter
Jan 22nd, 2026
The Baldwin Group Completes Acquisition of Obie

The Baldwin Group completes acquisition of Obie. Embedded insurance platform supports Baldwin's growth in the real estate investor market. (Image source: Obie website.) The Baldwin Group a Tampa, Fla.-based independent insurance distribution firm, has completed its acquisition of Obie (Chicago) an investment property insurance platform that integrates coverage directly into real estate workflows. The deal strengthens Baldwin's presence in the property sector and expands embedded distribution capabilities for its managing general agent, MSI. Founded as an embedded insurance solution for landlords and real estate investors, Obie combines proprietary quoting technology with a flexible distribution model that includes both digital direct-to-investor tools and integrated partner platforms. Obie will continue to operate under its existing brand. "Obie has built an impressive investment property insurance platform that modernizes how landlords and real estate investors secure and manage coverage," says Jim Roche, President, The Baldwin Group and CEO, Underwriting, Capacity, and Technology Solutions. "By combining Obie's purpose-built technology and nationwide distribution reach with our scale and underwriting capabilities, we are well positioned to better serve property owners and continue driving innovation across the real estate insurance market." Since 2021, Obie has achieved revenue growth of more than 2,100 percent, while maintaining a fully reserved loss ratio below 50 percent. "This is a defining moment for Obie and strong validation of how venture-backed, technology-forward insurance distribution businesses can both drive the industry forward and provide substantial and outsized returns to investors," says Ryan Letzeiser, Co-founder and CEO, Obie. "Becoming part of The Baldwin Group expands what we can offer the market, from product breadth to service and scale, while preserving the focus and expertise that define our platform." The acquisition also strengthens Obie's relationship with MSI, which provides capacity for real estate investor insurance programs. "The partnership with Obie marks an important milestone in our strategy to deliver specialized insurance solutions through embedded, tech-enabled distribution," says Amy Carlisle, President, MSI. Obie will operate as part of Baldwin's Underwriting, Capacity, and Technology Solutions unit.

Coverager
Jan 17th, 2026
Baldwin files Form D tied to $551.7 million equity issuance

The filing indicates the securities were issued in connection with a business combination transaction and were fully subscribed, with no remaining securities available.

Business News Today
Jan 13th, 2026
Why The Baldwin Group's acquisition of Obie signals a deeper push into digital investment property insurance

Why The Baldwin Group's acquisition of Obie signals a deeper push into digital investment property insurance. Find out how The Baldwin Group's acquisition of Obie strengthens its digital push into investment property insurance and reshapes landlord coverage. The Baldwin Group has completed the acquisition of Obie, a technology-first insurance platform built specifically for investment property owners and landlords. The transaction reinforces Baldwin's strategy of combining traditional advisory-led brokerage with digital platforms that address niche, high-growth insurance markets. By adding Obie's online underwriting and policy management capabilities, Baldwin positions itself more directly at the intersection of real estate investing, data-driven risk assessment, and modern insurance distribution. Stock investment tips The acquisition arrives at a moment when landlord insurance and investment property coverage are gaining prominence as more individuals and small firms build rental portfolios that resemble operating businesses rather than passive assets. Obie's focus on speed, transparency, and ease of use aligns with the expectations of this customer base, while Baldwin's scale, carrier relationships, and advisory depth provide a pathway to broader product offerings and long-term customer retention. How the Obie acquisition advances The Baldwin Group's strategy to digitize insurance distribution for landlords. Obie was built to solve a specific friction point in insurance: the mismatch between how rental property owners operate and how insurance has traditionally been sold. Investors often need coverage quickly to meet closing timelines, refinance properties, or onboard new tenants, yet legacy insurance processes can be slow and paperwork-heavy. Obie's platform was designed to streamline quoting, underwriting, and binding for rental properties, using technology to reduce turnaround times and simplify decision-making. For The Baldwin Group, acquiring this capability accelerates a digital distribution strategy that might otherwise take years to develop internally. Rather than treating technology as a support function, the firm is positioning it as a front-line growth driver. Obie's platform allows Baldwin to engage customers earlier in the real estate investment lifecycle, often at the moment a property is acquired, when insurance decisions are most urgent and sticky.

Insurance Journal
Jan 9th, 2026
Baldwin Group Acquires Capstone Group in Philadelphia

Baldwin Group acquires Capstone Group in Philadelphia. Florida-based global insurance broker The Baldwin Group announced it has completed the acquisition of Capstone Group, a multi-line independent insurance brokerage firm headquartered in Lower Gwynedd Township, Pennsylvania, in the Philadelphia area. Capstone was founded in 2013 by Kevin M. Fox, managing partner; Daniel McGill, partner, senior vice president; and Joseph T. Fox, partner, senior vice president, Capstone offers risk management, group, and property/casualty insurance. "Capstone was founded on the belief that clients deserve more than transactional insurance placement - they deserve strategic consultation and true partnership," said Kevin Fox. "We both work to transcend what our clients expect from traditional insurance and benefits brokers, making them a natural fit for our firm," said Dan Galbraith, president, The Baldwin Group. Last month, Baldwin and CAC Group agreed to merge to create one of the largest independent insurance advisory and distribution platforms in the U.S. Baldwin said the purchase price was about $1.03 billion. Tampa, Florida-based Baldwin ranked ninth on Insurance Journal's list of Top 100 Independent Property/Casualty Agencies for 2025 with about $1.06 billion in property/casualty revenue. CAC Group, based in Birmingham, Alabama, ranked 22nd with P/C revenue of about $260 million.

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