Back to jobs
New

Chief Commercial Officer

Cambridge, MA - Hybrid

Warning: Fraudulent Job Adverts Beware of fraudulent activities claiming to represent Insurify. We are not associated with any entities soliciting personal information or payment. The safety of our job seekers is a top priority, and we actively work to prevent such incidents. Insurify will never request sensitive information or payment during the hiring process. Be cautious of text-only interviews, interviews conducted through Microsoft Teams, or suspicious offer letters. 

Why us? 

Insurify is one of the America’s fastest-growing MIT FinTech startups and has been recognized as one of Inc. 5,000’s fastest-growing private companies in America of 2023, 2022 and 2021, Forbes Fintech 50 List for 2023, 22, 21, Forbes Next Billion Dollar Startups of 2022 global and Top 100 InsurTech company. We’re changing the way millions of people compare, buy and manage insurance with artificial intelligence, technology, and superior product design. Our company vision is to be recognized as the preeminent and most trusted digital agent for insurance comparison, purchase, and management.  Our team is critical to achieving our vision and fostering the right culture is essential to our team’s success.

Join us if you like

  • $1.3 Trillion market opportunity
  • MIT alumni founders
  • Female-led startup
  • $130M total funding
  • Strong leadership team with experience from many successful start-up’s around the world

We’re hiring a CCO to own Insurify’s commercial engine end‑to‑end—partner economics, pricing & yield, performance strategy, RevOps, and lifecycle—delivering profitable, durable growth across consumer and B2B/white‑label channels.

How you will make an impact

  • Own the numbers: Net Revenue, Contribution Margin, unit economics, LTV, and forecast accuracy.
  • Lead the commercial engine end-to-end: Partnerships/Supply, Strategic Demand Partnerships, Proprietary Products & Monetization, Pricing & Yield, LTV, Revenue Operations & Analytics, Lifecycle/CRM, Policy & Monetization Experiments, and Agency Operations (Insurify call & service center).
  • Strengthen supply & demand: Improve carrier economics, state coverage, vertical expansion and B2B partnerships to acquire qualified traffic and monetize it efficiently.
  • Level up conversion: Partner with the CPO and CTO to ship pricing/ranking experiments, funnel improvements, and raise quote to bind and cumulative contribution margin per visit/user/lead/call.
  • Implement performance management systems: Implement robust KPIs and OKRs to track and enhance company performance.
  • Build the operating system: Single‑source revenue truth model, RevOps dashboards, weekly revenue council cadence, and rigorous experiment governance.
  • Lead & develop talent: Hire/mentor a high‑caliber org, establish comp plans tied to margin gates, and enforce clear goals.

Responsibilities

  • Carrier Partnerships: Commercial ownership of carrier relationships. Develop C-level relationships with carrier partners to grow share of wallet, improve economics (commission, bonuses, incentives), expand state coverage, and drive SLA adherence/compliance.
  • Strategic Partnerships: Source and scale partners whose brands/audiences drive qualified traffic. Structure co‑branded flows, revenue‑share models, data‑sharing and measurement, and improve partners’ monetization with insurance.
  • Proprietary Products & Monetization: Manage and expand Insurify’s product portfolio across segments and verticals (e.g., auto, home, renters, bundled). Define packaging/pricing, cross‑sell/upsell modules, partner APIs/white‑label offerings, and new revenue lines.
  • Agency Operations (Call & Service Center): Own daily performance of Insurify’s agency/contact center: staffing and WFM, conversion/QC/QA targets, scripting/coaching, compliance, and vendor management. Partner with Product to deploy AI/assist and with Legal/Compliance for controls.
  • Pricing & Yield: Optimize take rate, prioritization/ranking levers, marketplace incentives, and discount/bonus frameworks; run controlled tests to maximize cumulative contribution margin per visit/user.
  • Revenue Operations & Analytics: Forecasting, partner reporting, servicing, and analytics.
  • Policy & Monetization Experiments: Design/run A/B and multivariate tests across quote flows, call routing, incentive structures, and pricing/ranking; enforce guardrails and experiment reviews, in partnership with product, marketing, and engineering.

Who you are

  • 15+ years driving revenue in marketplace/fintech/insurtech or adjacent regulated categories; ownership of a $1.0B+ multi‑channel P&L.
  • Proven pricing/yield optimization and partner/carrier negotiation track record.
  • Leadership of teams across Partnerships, RevOps/Analytics, and Enterprise/B2B.
  • Data fluency: strong SQL literacy and BI familiarity (Looker/Tableau/Mode); experimentation at scale.
  • Other preferred qualifications: P&C insurance/MGA exposure; contact‑center sales leadership; deploying AI/agent assist in sales or QA.

Leadership Traits

  • Operator‑athlete with high judgment; hands‑on with data; decisive and accountable; results driven.
  • Builder of VP‑level talent; ability to establish clear and concise goals and deliver results; elevates cross‑functional execution.
  • Customer‑trust oriented; balances growth with compliance and quality.

Benefits

  • Competitive compensation
  • Generous stock options
  • Health, Dental Coverages
  • 401K plan with match
  • Unlimited PTO
  • Generous company holiday calendar
  • Learning & Development Stipends
  • Paid Family Leave
  • Social impact volunteer time 
  • Catered lunches in the office
We are proud to be an Equal Employment Opportunity and Affirmative Action employer.

Create a Job Alert

Interested in building your career at Insurify? Get future opportunities sent straight to your email.

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

Education

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

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 Insurify’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.