Back to jobs

Senior Director CW Insurance Product (Remote, US)

                                             

              .               

Openly is rebuilding insurance from the ground up. We are re-envisioning and enhancing every aspect of the customer experience.  Doing this requires a rapidly growing team of exceptional, curious, empathetic people with a wide range of skill sets, spanning technology, data science, product, marketing, sales, service, claims handling, finance, etc.

Now is the perfect time to join the journey. Here’s why

  • It’s working. We’re in multiple states and on our way to operating countrywide.  We have thousands of agents selling our product and millions of dollars of annual customer premiums.
  • We’re well-backed & stable. We closed our $100M Series D fundraise. We are supported by some of the top investors globally, including Google’s “Gradient” AI-focused fund, Obvious Ventures,  Advance Venture PartnersEden Global Partners, and Clocktower Technology Ventures.
  • It’s not too late! Despite this traction and stability, we’re still early enough in the journey that there’s time to make a real difference during Openly’s formative period.

If you’d like to understand more about Openly’s mission, consider checking out this video (https://vimeo.com/267654520) from a company pitch we gave several years ago at Techstars. 

Job Details

Openly is seeking an experienced Senior Director of Countrywide Insurance Product to lead our insurance product development and strategic country-wide initiatives. Reporting to the Vice President of Insurance Product Management, this pivotal role will inherit a growing highly skilled team of individuals who have driven numerous value-add initiatives to completion. 

In the role, this individual will develop and scale the existing department to bring a deeper focus on the strategic direction of insurance products, develop and deliver new product features, provide analytic insights on existing in-market products, and collaborate to ensure that all product features remain in compliance with regulatory standards.

This influential position offers a unique opportunity to shape the future of our insurance products and make a significant impact on our business growth, profitability, and market position. The ideal candidate will be a visionary leader with a passion for innovation, a deep understanding of the insurance industry, and the ability to drive transformational change in a dynamic market environment.  

Key Responsibilities

  • Product Strategy and Development: Formulate and execute a comprehensive product strategy aligned with market trends and company objectives. Lead the end-to-end development process for new insurance product features, from concept to launch.
  • Strategic Initiatives: Spearhead high-impact projects that drive business growth, improve operational efficiency, and enhance customer experience. Collaborate with cross-functional teams to ensure successful implementation.
  • Data Analytics and Insights: Oversee the insurance product analytics team in leveraging advanced data analysis techniques to inform product decisions and risk assessment models. Translate complex data into actionable business insights.
  • Regulatory Compliance: Ensure all insurance products and processes adhere to evolving regulatory requirements across different jurisdictions. Stay abreast of industry regulations and implement necessary changes proactively.
  • Coverage Forms and Documentation: Direct the development and maintenance of comprehensive, clear, and legally sound coverage forms and policy documentation. Ensure all materials effectively communicate terms, conditions, and benefits to policyholders.
  • Team Leadership and Development: Manage and mentor a diverse team of product managers, analysts, and specialists. Foster a culture of innovation, collaboration, and continuous improvement.
  • Stakeholder Management: Build and maintain strong relationships with internal stakeholders (e.g., sales, marketing, claims) and external partners (e.g., reinsurers, regulators) to ensure alignment and support for product initiatives.

Requirements

  • 12+ years of progressive experience in insurance product development and management 
  • A minimum of 5 years in a leadership role managing teams larger than 5-10 people and experience leading people managers
  • Master's degree in Business Administration, Finance, Insurance, or related field; MBA strongly preferred
  • Advanced analytical and problem-solving capabilities, with a data-driven approach to decision-making
  • Excellent leadership skills with experience managing and scaling high-performing teams
  • Outstanding communication and interpersonal skills, with the ability to influence at all levels of the organization
  • Strategic thinking with a proven ability to drive transformational change
  • Proven track record of successfully developing and launching innovative insurance products
  • Deep understanding of insurance industry trends, emerging technologies, and regulatory landscape
  • Strong business acumen with the ability to balance product innovation with profitability

#LI-CB1

Compensation & Benefits: 

The target salary range represents the budgeted salary range for this position.  Actual compensation for this position will be determined based on the successful candidate's experience and skills. We are committed to providing a compensation package that not only reflects the responsibilities and requirements of the role, but also the unique expertise that the chosen candidate will bring to our team.

Target Salary Range

$188,000 - $223,250 USD

The full salary range shows the min to max salary range for this position.  Actual compensation will be commensurate with experience and qualifications and determined based on various factors including the candidate's qualifications, skills, and experience.

Full Salary Range

$176,250 - $293,750 USD

Benefits & Perks

  • Remote-First Culture - We supported #remotelife long before it was a given. We'll keep promoting it.
  • Competitive Salary & Equity
  • Comprehensive Medical, Dental, and Vision Plan Offerings
  • Life and disability coverage including voluntary options
  • Competitive PTO - 20 days and 11 paid holidays (including floating holidays)  per year under the Company’s vacation and holiday policies.
  • Parental Leave - up to 8 weeks (320 hours) of paid parental leave based on meeting eligibility requirements
    (Birthing parents may be eligible for additional leave through STD)
  • 401K Company Contribution - Openly contributes 3% of the employee's gross income, even if the employee does not contribute.
  • Work-from-home stipend - We provide a $1,500 allowance to spend on setting up your home workplace
  • Annual Professional Development Fund: Each employee has $2,000 in professional development (PD) funds to spend on activities or resources annually. We want each Openly employee to achieve personal and professional success and to feel supported, confident, and informed about improving their efficiency and productivity.
  • Be Well Program - Employees receive $50 per month to use towards your overall well-being
  • Paid Volunteer Service Hours
  • Referral Program and Reward

Depending on position, Employees generally are eligible for cash incentive compensation, including commissions for sales eligible roles. In all cases, eligibility for compensation and benefits is subject to applicable plan and policy terms in effect from time to time.

U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.

Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.

Apply for this job

*

indicates a required field

Resume/CV*

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf


Select...
Select...
Select...
Select...
Select...
Select...
Select...
Select...

Under the California Consumer Privacy Act (“CCPA”), Openly is required to inform California residents who are our job applicants or prospective talent (collectively “job applicants”) about the categories of personal information we collect about you and the purposes for which we will use this information. 

For more information about our use of your personal information and the rights available to you under applicable law, please see this notice which complies with the CCPA and applies only to personal information that is subject to the CCPA.

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Openly’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.