Ledger Investing

Sales Director, B2B Insuretech Products

Indiana, United States

Not SpecifiedCompensation
Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Insurtech, Financial Services, SoftwareIndustries

Requirements

Candidates must possess at least 10 years of B2B insuretech sales leadership experience in SaaS products targeting the traditional reinsurance market. A proven track record of exceeding sales quotas and scaling revenue-generating teams in high-growth start-up environments is required, along with a strong background in enterprise software sales, including strategic deal management and executive-level selling. Deep understanding of pipeline generation strategies, sales operations, and scalable sales methodologies is essential. The role requires strong business acumen, the ability to develop and implement territory plans, financial models, and performance dashboards, and capability to thrive in a remote environment with travel as needed. Domain knowledge in financial services, insurance, risk, compliance, or emerging technologies is highly desirable, and experience building high-performing teams with a focus on coaching, career progression, and talent development is preferred. A Bachelor’s degree in Business, Finance, Marketing, or a related discipline is required.

Responsibilities

The Director of Sales will be responsible for building, leading, and scaling a high-performing software sales organization, focusing on net new customer acquisition, expanding relationships with existing accounts, and delivering strong ARR growth. Key responsibilities include building and executing a scalable sales strategy tailored to emerging markets, enterprise clients, and industry-specific segments, and owning and exceeding product revenue targets for software and AI-powered solutions. The role involves partnering cross-functionally with Product GMs, Finance, Marketing, and Operations to align go-to-market strategy, leading demand generation efforts and pipeline development initiatives, and maintaining and improving forecasting accuracy, pipeline health, and sales performance KPIs. Additionally, the Director will guide complex deal cycles from discovery to close, offering commercial guidance and thought leadership, and represent the company at industry conferences and customer meetings as a key spokesperson and evangelist.

Skills

B2B Sales
Sales Strategy
Customer Acquisition
Account Management
ARR Growth
Go-to-Market Strategy
Demand Generation
Pipeline Development
Sales Forecasting
Sales Analytics
Deal Closing
Commercial Guidance
Thought Leadership
Insurtech
Software Sales
AI-powered Solutions

Ledger Investing

Investment platform for insurance-linked securities

About Ledger Investing

Ledger Investing operates in the insurance-linked securities (ILS) market, providing a platform for qualified investors to invest in securities tied to insurance risks. These investors typically include institutional buyers like banks, hedge funds, and pension funds. The company focuses on private placements of securities, which are sold directly to investors rather than through public exchanges, allowing for unique investment opportunities not found in traditional markets. However, these investments come with a high level of risk and potential for significant losses. Ledger Investing facilitates transactions between insurers and investors, offering tools and information to help investors make informed decisions without providing specific investment recommendations. The investments are considered risky and illiquid, making them suitable only for those who can afford to lose their entire investment and do not require quick access to cash.

New York City, New YorkHeadquarters
2016Year Founded
$88.2MTotal Funding
SERIES_BCompany Stage
Fintech, Financial ServicesIndustries
51-200Employees

Benefits

Remote team
Competitive compensation
Unlimited PTO
401k
Company retreats
Personal development
Comprehensive health coverage
Personal wellness

Risks

Increased competition in the ILS market may affect market share.
Regulatory scrutiny could raise compliance costs for Ledger Investing.
Reliance on institutional investors exposes the company to market volatility.

Differentiation

Ledger Investing pioneers the securitization of casualty insurance risks since 2019.
The company offers a unique platform for investing in insurance-linked securities.
Ledger Investing's private placement model provides exclusive investment opportunities.

Upsides

Growing interest in casualty ILS attracts diverse institutional investors.
Successful $250M casualty ILS transaction enhances asset class liquidity.
New Cayman-based subsidiaries boost capabilities in casualty ILS market.

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