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Head of Compliance



Connecticut, USA
Posted on Wednesday, January 17, 2024
Operations & HR · Connecticut

Head of Compliance

As Head of Compliance, you will be a key member of our Delegated Authority team and responsible to ensure Loadsure remains compliant with rules and regulations applicable to our business, primarily relating to insurance with a desire to empower digital efficiency to further differentiate our organisation. Your primary role is to aid in the development of our compliance program. You will focus on the accurate and timely delivery of work and build and manage the creation of our internal systems for creating, reviewing, distributing, and tracking the policies and procedures needed to adhere to laws, rules, and regulations as it pertains to applicable state, federal and international laws and regulations.

You will be highly organised and comfortable building relationships and working with all levels of the firm. Stakeholder management and communication will be vital to the success of the role.

This position requires a self-driven, high-energy, professional who’s passionate about disrupting an industry and wants to be rewarded for their performance and contributions.

We believe that with a growth mindset, tech-first innovation, and focused execution, anything is possible. We value others’ insights and ideas to build a collaborative, entrepreneurial, and light-hearted environment.

Key Responsibilities;

  • Establish written policies, procedures and standards of conduct. Including details around requirements impacting the business on a State and Federal level for a Managing General Agent, reflecting both Excess and Surplus lines requirements as well as admitted marine, inland marine products and other products that may be added from time to time
  • Outline oversight and responsible parties for handling internal reports and concerns
  • Maintain oversight of of states filing requirements and state audits whilst keeping up with changes in the US regulatory landscape ensuring Loadsure remains compliant
  • Working with the Head of People and Culture to produce internal detailed staff training that clearly outlines the expectations and standards for all team members.
  • Set forth clear channels of two way communication at all levels for means of asking compliance questions, addressing ethical concerns, and reporting issues related to financial crimes or wrongdoings.
  • Outline a process for internal and external auditing of the program and its success or failures
  • Identify a process for regularly improving and fostering a culture of collaboration, positive reinforcement and grow together as an organisation
  • Help to establish a set of automated dashboards and reporting to increase awareness of key dates and compliance requirements

Additional Requirements:

  • Help refine handbook and staff training for laws and regulations pertaining to insurance in specific countries around the world should be created and made available to staff
  • Refine & further identify other vulnerabilities to the organisation such as compliance with ADA or other common findings within the insurance departments.
  • Provide insight on regular business practices, including but not limited to: submission clearance process, reputational risk documentation and review, intermediary incentive programs, technology fees, and producer and adjuster licensing as it pertains to our automated systems.

Key Competencies;


  • Meet deadlines, budgets and payment of fees due for all agency, producer, and surplus and excess lines compliance requirements; identify and communicate potential changes that may be required.
  • Answer any queries regarding customer policies in a compliant in a timely manner
  • Ability to audit underwriting documentation to maintain high standards with an understanding of policy lifecycles
  • Experience with creating and delivering presentations to Senior Leadership Team and other stakeholders.
  • Ability to facilitate workshops and meetings. For example, requirements gathering, project boards, technical review sessions or process design workshops.
  • Proven ability to influence those outside of their direct reporting line.
  • Proven attention to detail/extreme precision about the content of requirements of documents, weekly reports and status updates.
  • Ability to work within an unstructured environment and without clear guidance.
  • An underwriting/financial background would be an advantage.

Skills and Qualifications;


  • Understanding of insurance and insurance distribution
  • Understanding excess and surplus lines compliance requirements including state audits
  • Understanding the US admitted market compliance requirements including state audits.
  • Desired background and experience with the wholesale and/or retail property and casualty insurance markets
  • Experience with Slip and Opt-ins
  • Strong numeracy skills
  • Excellent time management and organisational skills
  • Strong communication skills
  • Comfortable dealing with internal and external senior representatives
  • Eagerness and willingness to learn
  • Accuracy and attention to detail
  • Self-starter and takes initiative
  • Team player
  • Effective listening, strong verbal and written communications skills (including grammar)
  • Must have outstanding interpersonal and problem solving skills
  • Thrive in a fast-paced, high-growth, rapidly changing technical environment


  • Desired background in cargo//transportation/logistics
  • Familiarity with BI Tools and Salesforce
  • Proficiency in Microsoft Word, Excel, PowerPoint
  • Google Workspace
  • Enthusiastic about emerging technology and insurtech

About Us;

We’re a human-centric insurtech startup, and we’re leveraging our proprietary smart technology to disrupt the global cargo and freight insurance market.

Founded in November 2018, we’re taking direct aim at this massive global underinsurance crisis. Committed to agile value delivery, solid engineering principles, and continuous improvement, we’re delivering the instant, dynamic, one-click transactional insurance businesses need through AI and automation.

In short, we’re reinventing how the transportation and supply chain industries manage and mitigate risks—protecting the future growth of businesses and the people who rely on them.

As a well-funded and sustainable company with prestigious VC investors, we’re scaling to address broad risk exposure in the just-in-time supply chain and become the next insurtech unicorn.

The way we see it, the opportunities to innovate and create meaningful change are great. How so?

Today, 60-90% of cargo in transit is under or uninsured, creating unsustainable losses for some. The reason: Traditional insurance simply can’t work as fast as the supply chain moves.

Would you like to help drive the digital evolution of the 300-year-old global transportation insurance industry?

Drop us a line. This isn’t just another job, not any other office space. With Loadsure, you’ll have direct access to a strong, supportive, and highly-collaborative community that listens and grows with you. You’ll also enjoy the flexibility of remote working, commensurate pay, equity, and benefits.

Discover your rewarding career.


We believe with a growth mindset, tech-first innovation and focused execution, anything is possible. We value others’ insights and ideas to build a collaborative, entrepreneurial, and lighthearted environment.


Through the use of human-centric technology, we will be a global leader in end-to-end risk management.


We help Assureds understand risk and reduce loss by enabling Brokers to better serve their communities. We’re industry experts, using data and technology to create Insurance. Simplified.

Why work for Loadsure?

  • Competitive salary
  • Fantastic company stock options
  • Remote working with great flexibility
  • 25 annual leave days, in addition to our recognised national holidays
  • Enhanced maternity/paternity/adoption/shared parental leave
  • Birthday day off
  • Subsidised gym/wellbeing membership
  • Perkbox
  • Strong healthcare coverage for employees and their families
  • A culture of work-life balance
  • A community that gives back
  • Engaging and collaborative work environment
  • An exciting opportunity to work with a talented team that’s passionate about what they do and believes in their product and people
  • Career development opportunities
  • Access to corporate travel agents, allowing for discounted flight and hotel rates on personal travel

Operations & HR

Why work for Loadsure?

  • A company that knows your worth

    We believe that people should be paid what they’re worth. That’s why we offer competitive salaries for all our roles, with a valuable selection of company stock options added on top as well.

    • Competitive salary
    • Highly flexible company stock options which are fantastic now, but will skyrocket as you help Loadsure grow.

  • Flexible to you

    People work best when they’re in the right place for them. We work hard to foster a culture of work-life balance, offering a flexible range of remote working options, with plenty of leave options too.

    • Remote working with great flexibility
    • 25 annual leave days, in addition to our recognised national holidays
    • Enhanced maternity/paternity/adoption/shared parental leave
    • Birthdays off
  • Healthcare that makes a difference

    We take the health and wellbeing of our team seriously. Whether it’s a case of offering subsidized gym memberships, cycle to work schemes or comprehensive healthcare coverage, your health comes first.

    • Subsidized gym/wellbeing membership
    • Strong healthcare coverage for employees and families, including vision and dental
  • Roles that give back

    With Loadsure, you’ll have direct access to a passionate, supportive, and collaborative community that listens and grows with you, with plenty of personal career development opportunities along the way.

    • A community that gives back
    • Engaging and collaborative work environment
    • Career development opportunities
    • Online learning platform

    Regular treats, communications and celebrations from Perkbox, the global employee benefits and rewards platform, no matter where in the world you’re working

About Loadsure

Loadsure® is the InsurTech solution to the global underinsurance crisis. We combined ground-breaking tech with incomparable industry expertise, and developed a revolutionary product that delivers accurately-priced freight insurance in just 40 seconds.

Founded in 2018
Co-workers 40
Operations & HR · Connecticut

Head of Compliance

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