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Salary
$160k – $180k per year
Location
Hybrid (United States)
Seniority
Architect · 10+ years exp
Employment
Full-Time

Confirmed on the employer's own hiring board on Oct 19, 2026. First seen by Alion on Oct 6, 2026.

Overview
Company
Impact
Profile match
Independence Pet Group is a pet insurance and services organization based in Scottsdale, Arizona, offering underwriting, marketing, policy administration, turnkey partner and white-label solutions and consumer pet insurance brands in the United States and Canada. Formed in 2021 as part of Independence Pet Holdings, it combines a family of established brands with its own carrier, Independence American Insurance Company, and supports insurance for more than 800,000 pets. It hires claims and product analysts, software and analytics engineers, data analysts, underwriting and compliance staff, payroll and finance specialists and insurance sales agents, with offices in Chicago and New York.

Established in 2021,Independence Pet Holdings is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.

We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.

Job Summary:

Doubtless is seeking a Director, Compensation who will report to the Sr. Director, Total Rewards at Doubtless North America. This will be a key role in helping the business grow the compensation practice, working day to day compensation operations, incentive plan administration and deliver best in class market pricing in a compensation consulting environment. This role will manage a small team and with hands on support for the team lead two client groups and day to day operations for compensation and other initiatives out of the Total Rewards function serving as a key business partner to support the growing business units.

The role requires being well-versed and experienced in all compensation elements with strengths in strategic partnership with cross functional groups, business case development for change, and a holistic approach and strategic alignment to the Total Rewards philosophy with our mission at Doubtless. In addition the preferred candidate will have experience in a global environment .

The Director, Compensation must be an agile strategic thought partner interacting with the HR Leadership team and other internal departments, demonstrating expertise, professionalism, dedication, and empathy. Receptive to growth and change, the candidate thrives in dynamic environments, always remaining positive, professional, and solutions oriented.

Job Location: Remote or Hybrid Chicago

Main Responsibilities:

  • A highly skilled individual contributor with expertise in Sales Compensation Strategy, executive compensation and strategic compensation practices. Preferable if having worked with financial, technology or insurance types of benchmarking jobs.
  • The ideal candidate is curious with strong business acumen, a relationship builder with the ability to influence senior stakeholders, and an analytical thinker that dives deep into problem solving.
  • The candidate should thrive in a fast-paced dynamic environment, have excellent written and verbal communication, are detail-oriented and are comfortable working with numerous stakeholders in an environment with considerable ambiguity.
  • This strategic role should have 10+ years’ experience in Compensation Plan Administration, Job Leveling and Market Pricing including offer design.
  • Ideal candidate will need to work on day to day offers, executive offers and day to day comp operations in a comp consulting environment with multiple business units.
  • Assist in benchmarking and determining the best way to set up the sales and bonus structures for the customer service teams, insurance processors and other incentive eligible roles.
  • Act as a trusted advisor to a client group assigned supporting client group through offers and job leveling as necessary and providing a sounding board for total rewards advice.
  • Propose and present ideas effectively, in writing and verbally to influence decisions, senior decision makers, and outcomes within tight timelines.
  • Manage a team and support the team in their compensation growth.
  • Assist in supporting executive compensation and survey submissions.

Qualifications:

  • Bachelors Degree in Business Administration or Human Resources or related field. Preferred Masters Degree.
  • 10+ years of experience in Compensation Design, Job Leveling, or Sales Incentive Compensation Design (CCP is a plus)
  • Experience in implementing, documenting, refining Total Rewards policies and documentation
  • Workday experience in advanced compensation is required.
  • Excellent communications skills
  • Strategic mindset, with ability to make difficult decisions
  • Can manage both strategic and hands on day to day operations.

Compensation:

Base pay range: $160,000 - $180,000 per year.

This is the range we reasonably expect to pay at hire. Placement within the range depends on job-related factors such as experience, skills, and certifications.

This position is eligible for an annual bonus.

This position may be eligible for a sign-on bonus.

Base pay is one part of a total rewards package that includes the benefits listed below.

All of our jobs come with great benefits including healthcare, parental leave and opportunities for career advancements. Some offerings are dependent upon the location of where you work and can include the following:

  • Comprehensive full medical, dental and vision Insurance

  • Basic Life Insurance at no cost to the employee

  • Company paid short-term and long-term disability

  • 12 weeks of 100% paid Parental Leave

  • Health Savings Account (HSA)

  • Flexible Spending Accounts (FSA)

  • Retirement savings plan

  • Personal Paid Time Off

  • Paid holidays and company-wide Wellness Day off

  • Paid time off to volunteer at nonprofit organizations

  • Pet friendly office environment

  • Commuter Benefits

  • Group Pet Insurance

  • On the job training and skills development

  • Employee Assistance Program (EAP)

Interview Technology Notice:

Please note that phone and video interviews or screenings may be recorded and transcribed using interview technology to support our recruitment process.

By continuing with the interview, you consent to this use.

Text Messaging Notice:

If you provide a mobile phone number, you may receive job-related communications via text message. Message and data rates may apply.

You may opt out of text communications at any time by replying “STOP.”

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