CarGurus Benefits Overview

Offers 401(K)

We offer a 401(k) plan with pre and post-tax Roth contribution options via Fidelity. Auto enrollment after 30 days. CG matches 50% of contributions up to 8%. Employee contributions are 100% vested

Offers disability insurance

In the event of a non-work-related injury or sickness, CarGurus pays a monthly benefit for short-term disability for up to 12 weeks, and long-term disability for those who qualify

Offers charitable contribution matching

Drive Change, CarGurus' charitable giving program, includes donation matching opportunities, as well as corporate giving, annual service weeks, and a charity auction

Provides free access to financial advisors

401(k) and financial wellness partners offer advisor access at no additional cost

Offers supplemental life insurance

Gurus can purchase extra life coverage beyond the company-paid Sun Life basic benefit

Offers accidental death & dismemberment insurance

AD&D coverage adds financial protection for serious covered accidents

Provides 401(K) matching

CG matches 50 cents of every dollar of 401(k) contributions up to 8% of your eligible compensation. You're 50% vested after one year of employment, 100% vested after two years

Offers life insurance

We offer Basic Life and AD&D Insurance; beneficiaries get 2X your annual earnings up to $500K. Add'l coverage can be purchased for spouse/partners/children

Provides hardship benefits

In qualifying situations, Gurus can access hardship support through our retirement savings plan

Provides free access to retirement planning tools

Online tools, calculators, and education support long-term saving and planning

Offers occupational accident insurance

Additional coverage helps protect Gurus in the event of covered work-related injuries

Provides adoption assistance

All employees are eligible for 8 weeks of parental leave + 4 weeks for adoption/foster care. We reimburse adoption expenses of up to $10K annually, up to $20K lifetime

Hosts company-sponsored family events

We connect regularly in and out of the office through private team events and CG-wide celebrations, including a Presidents Club winners trip and legendary company party (IYKYK)

Offers generous parental leave

We offer 19+ weeks of paid leave for birthing parents (including 15 gradual return days) and 8 weeks of paid leave for non-birthing parents

Provides fertility benefits

To supplement medical coverage, Gurus get fertility health and family-forming benefits including adoption, in-vitro fertilization, egg/sperm freezing, and menopause support

Offers eldercare benefits and resources

Gurus can access referrals and support for eldercare planning through multiple programs and services

Offers childcare benefits

Gurus have access to babysitters, nannies, senior caregivers, home health aides, dog walkers, pet sitters, and more plus 8 free days of emergency child backup care

Provides family medical leave

In addition to FMLA, CG has a private plan which provides benefit amounts above those available through the MA Paid Family Medical Leave (PFML) program

Provides a post-parental leave return-to-work program

Gradual return days and manager support help new parents transition back to work

Provides an onsite Mother's Room

Dedicated, private Mother’s Rooms in our offices support pumping and nursing parents during the workday

Offers company equity

We offer Restricted Stock Units (RSUs) to new hires, subject to time-based vesting tied to employment. Gurus have the potential to earn more RSUs through retention programs and eligible promotions

Provides relocation assistance

Relocation assistance is available depending on role level and location. Ask your recruiter for details

Designated President's Club

Top-performing sales Gurus and select internal partners are honored with an annual President’s Club trip and company-wide recognition

Offers competitive compensation and rewards package

Base pay, bonuses, equity, and benefits are benchmarked to stay market-competitive

Defined structured pay bands with transparent earning potential

Promotion-related pay increases clearly defined

Offers employee discounts

After 2 years of employment, Gurus are eligible to receive up to $1,250 towards the purchase of a vehicle from a CarGurus dealer-partner

Offers performance bonuses

We recognize and reward success. Depending on your role, you may be eligible for our sales incentive or employee bonus program, which are designed to align with individual and company performance

Provides home-office stipend for remote employees

Our IT Service Desk provides a number of peripherals and accessories for at-home productivity for full-time remote Gurus

Provides pay transparency

We support pay transparency through shared salary ranges, clear role levels, and open dialogue about compensation

Defined commission tiers and policy for applicable employees

Travel and expense policies outline what’s covered, limits, and how to submit

Offers top-of-market total rewards package

RSUs, incentive plans, and robust benefits and perks ensure our Total Rewards offerings are compelling and competitive

Geographic pay differences are clearly defined and explained

Offers dental insurance

Our no-deductible dental coverage includes 4 cleanings a year and orthodontia coverage for children and adults

Offers health insurance

Health insurance is provided through Blue Cross Blue Shield with two PPO options to choose from including a PPO Saver Plan with HSA, to which CG contributes

Offers vision insurance

Our vision coverage includes an annual eye exam as well as contacts, lenses, and frames. Gurus also have access to discounts on prescriptions and laser vision correction

Offers transgender health care benefits

Inclusive medical coverage supports gender-affirming care and related services through our health plans

Offers Health Savings Account (HSA)

We offer an HSA eligible medical plans and contribute to participating employee's HSA accounts

Offers dependent care

Dependent Care FSA options help cover qualified child and dependent care costs with pre-tax dollars

Offers Flexible Spending Account (FSA)

To best support our Gurus and their families, CarGurus offers three different Flexible Spending Accounts to help employees cover qualified health care and/or dependent care expenses

Offers pet insurance

Gurus love their furry, feathered, and scaly friends. We offer a pet insurance discount program through MetLife

Offers mental health benefits

Gurus get a free Headspace subscription, counseling services, fitness options, and access to resources for stress management, burnout prevention, and more

Offers abortion travel benefits

We cover travel for reproductive care that's not available in-state, such as transportation, car rental, mileage, and lodging costs. 1:1 virtual visits with fertility health experts are also available

Offers immediate health care coverage on employee start date

Eligible Gurus begin health coverage on day one, avoiding gaps in care

Provides commuter benefits

Our commuter benefit covers up to $340 monthly for parking, train fare, and other commuting expenses. For those who walk or bike to the office, there is a $100 monthly stipend

Provides onsite office parking

Our commuter benefit covers up to $340 monthly (the federal maximum) to use at our on-site or nearby parking garages

Provides free snacks and drinks

We offer an array of high-quality snacks. Our HQ has a fully staffed barista bar that serves complimentary espresso-based drinks to order, plus cold brew, kombucha, and beer on tap

Employees provided with well-designed, comfortable workspace

Our state-of-the-art Boston #GuruHQ opened in 2024. It inclues ergonomic setups, extensive amenities, and abundant space and natural light and space to support the hard work of our teams

Offers travel concierge services

Business travel is supported by partners and tools that simplify booking, policy compliance, and logistics

Provides free daily meals

In-office Gurus get a $15 lunch stipend toward 9-12 restaurants daily, making them free for most, with delivery to the office. We ensure options reflect diverse cuisines and accommodate food allergies

Office is pet friendly

While we can't have pets in our offices, we welcome them on team calls and celebrate them daily in our #pet-pics Slack community. We also offer comprehensive pet insurance through MetLife

Some meals provided

A $15 stipend makes lunch free for most; we also offer many high-quality snacks and beverages. Our Dining Club connects employees and leaders for local restaurant dinners every quarter

Office has designated quiet areas and collaboration zones

Wellness rooms, phone booths, huddle spaces, and lounges support different employee needs

Offers legal assistance

Legal resources through our benefits partners can help with personal legal questions and basic planning

Has a dedicated diversity and inclusion staff

Our Community team partners with open-to-all, employee-led ERGs and leaders to drive belonging across CG

Has a highly diverse management team

Diverse voices power innovation! Our managers, directors, and leaders bring a range of backgrounds, experiences, and perspectives to our work each day

Offers diversity-based Employee Resource Groups

We have 8 ERGs that welcome, support, and connect Gurus—AccessAbililty@CG, API@CG, CareGivers@CG, CG Salutes Service, LGBTQ+@CG, Parents@CG, POC@CG, and Women@CG plus Women in Tech and Women in Sale

Has a diversity recruitment program

We source talent from job boards, career fairs, learning programs, and student organizations that support candidates from underrepresented groups

Has a documented equal pay policy

Pay policies and regular reviews help promote fair, consistent compensation across roles and levels

Mean gender pay gap is below 10%

Ongoing analysis helps us minimize the potential for gender pay gaps and address any disparities we find quickly

Hiring practices promote diversity

We source candidates with a range of backgrounds and use structured interviewing to ensure consistency in how we evaluate candidates

Utilizes a flexible work schedule

We have a hybrid model; employees are in the office 60% of the time. They work with their managers to find the cadence that makes sense for them and their teams

Utilizes restricted work hours

We respect after-hours and PTO boundaries, and encourage Gurus to pause notifications, block focus time, and update their Slack status to help manage their time

Utilizes a hybrid work model

Boston-based Gurus are in the office 60% of the time; some align specific days with their manager and team

In-office days / expectations are defined

Managers communicate preferred in-office days, if any, so teams can plan collaboration and team time

Established expectations for communication between time zones

Cross-time-zone teams may agree on overlap hours, handoff norms, and primary channels

Defined boundaries around off-hours communication

Leaders model healthy norms for after-hours messages and encourage delayed send where possible

Provides work from home flexibility

CarGurus offers work-from-home flexibility through its hybrid model, floating remote days, and other flexible work options

Offers a remote work program

Field sales roles are remote by design, as are other roles on a case-by-case basis. Gurus enjoy added flexibility with Floating Remote Days, and two Boston-wide Flex Weeks during July and year’s end

Allows work from home occasionally

Office-based Gurus have the flexibility to work from home; some align specific days with their manager and team.

Defined working hours and availability expectations

Teams may set shared norms for core hours, meeting windows, contact channels, and response times

Async-friendly policies, culture that encourage work flexibility

CarGurus supports flexible work through dediecated tech, async tools, Google suite, and clear communication norms

Documented overtime policy

Written guidelines help ensure any extra hours are used thoughtfully and handled fairly across teams

Flexible work schedule is defined with set expectations for start times, working hours and availability

Flexible work schedules are guided by clear team expectations around start times, working hours, and availability

Utilizes an open door policy that encourages accessibility

Leaders and managers are expected to be approachable and transparent. Expect regular via open-door time and communication

Engineering team utilizes pair programming

Engineers pair on complex work to share context, improve quality, and mentor teammates

Uses an OKR operational model to clearly define goals and priorities

Some teams use OKRs to define what matters most each quarter and how impact will be measured

Hosts in-person revenue kickoff meetings

Revenue teams meet in person for annual kickoffs and quartlery connects to align strategy, celebrate wins, and build momentum.

Defined values and mission statements

Our mission and values guide daily decisions and connect Gurus’ work to our broader purpose

Defined policies promoting a professional, respectful workplace

Conduct, anti-harassment, and anti-discrimination policies protect Gurus.

Prioritizes real-world impact of work in decision-making processes

Employees are at the center of all decisions when we set objectives and prioritize work

Promotes a strong in-person office culture

In-office days emphasize collaboration, connection, and access to on-site perks and events

Leadership encourages open, transparent debate

Leadership encourages open, transparent debate through monthly Welcome, Ask Me Anything sessions with our CEO, plus Town Halls and All-Hands

Documented policies and procedures to protect employee privacy and data

Rigorous security and privacy standards govern how we handle employee data

Open office floor plan to encourage communication and collaboration

Offices include open spaces, huddle rooms, idea zones, and lounges designed for collaboration

Implements team-based strategic planning

Teams co-create quarterly OKRs and plans that ladder up to company strategy and goals

Hosts in-person all-hands meetings

Many CG teams have regular, in-person all-hands meetings at which they share updates, celebrate success, recognize individual contributions, and discuss what's to come

Documented operating principles

Company-wide operating principles outline how we work, make decisions, and collaborate across functions

Promotes a people-first, social culture

Office events, ERGs, slack groups and more help Gurus build meaningful relationships with leaders and each other

Prioritizes mission-driven work in decision-making processes

Decisions are guided by the real-world impact our work can have in building trust and transparency for shoppers, dealers, and partners

Policies promote a low-ego, team-driven culture

Collaboration is a core value at CarGurus and essential to our success

Leadership is transparent and communicative

Leaders share regular updates through Ask Me Anythings, Town Halls, and written communications

Mistakes are treated as learning opportunities

Our culture encourages ownership and experimentation. We share mistakes and learnings across all levels across a range of forums

Quarterly engagement surveys to gauge employee satisfaction

Company-wide surveys capture feedback on culture, leadership, growth, and well-being

Managers offer consistent feedback loops

Regular 1:1s, quarterly check-ins, and structured reviews give Gurus timely coaching, praise, and guidance

Provides resources to build team camaraderie

Events both in and out of the office help teams connect, celebrate, and build trust

Encourages autonomy and ownership from employees

Gurus are trusted to own outcomes, make decisions, and shape how work gets done

Managers give public shoutouts and celebrate employee milestones

Promotions, anniversaries, and major wins are recognized in company forums

Established employee awards to honor work and contributions

Formal awards and spot recognitions celebrate Gurus who go above and beyond for our customers, products, and teams

Company or teams have recognition rituals for individual work

Shoutouts in Ask Me Anythings, Town Halls, Slack channels, and team meetings highlight impact

Provides modern technology across teams

#GuruHQ is equipped with multi-tech collaboration suites featuring large screens with seamless video call integration support productivity and innovation

Transparent sharing of company-wide eNPS scores

Engagement survey results are shared broadly, along with themes and follow-up actions

Employee feedback used to shape policies and strategy

Survey data, listening sessions, and ERG input inform changes to programs and priorities

Offers company-sponsored outings

We connect regularly in and out of the office through private team events and CG-wide celebrations, including a President's Club winners trip and company party

Offers fitness stipend

Get $150 back for fitness activities and another $150 for qualified weight loss programs. HQ employees get free access to in-building gym and all Gurus get a subscription to Studio SWEAT fitness app

Provides access to an onsite gym

HQ Gurus have free 24/7 access to an in-building gym with a trainer, locker service, and shower facilities

Provides recreational clubs

Gurus connect in-person and virtually for game nights, book clubs, travel talk, scotch tastings, dining out, and more

Offers wellness programs

Visit our wellness rooms for prayer, quiet time, and meditation. Ongoing programming includes onsite eye exams, nutrition and mental health seminars, Red Cross first aid training, and more

Has employee-led culture committees

Employee committees design events, traditions, and initiatives that shape our day-to-day culture

Works with employees to create a sustainable work pace

Managers work with Gurus to adjust priorities and workload when capacity is tight

Provides employees with ability to schedule focus-time blocks

Gurus are encouraged to block calendar focus time and pause notifications

Flexibility provided during personal challenges

During difficult times, Gurus can work with managers on temporary schedule or workload shifts

Offers gym membership

Fitness stipends, Studio SWEAT access, and HQ gym benefits support Gurus’ health and fitness goals

Provides opportunities to volunteer in the local community

CarGurus' Drive Change program empowers employees to make real impact through charitable giving, donation matching, sponsorship support, and volunteerism

Offers company-sponsored happy hours

We host regular happy hours with non-alcoholic options and fun bites. Our HQ game room and roof deck are equipped with beer and wine taps

Partners with nonprofits

CG partners year-round with various nonprofit orgs to drive innovation, support people in need, and train tomorrow's tech leaders

Offers team workouts

ERGs and teams host group fitness events, plus we have a running club, bike room, and 24/7 on-site gym at our HQ with a trainer and locker service

Offers Employee Resource Groups

We have 8 ERGs that welcome, support, and connect Gurus—AccessAbililty@CG, API@CG, CareGivers@CG, CG Salutes Service, LGBTQ+@CG, Parents@CG, POC@CG, and Women@CG plus Women in Tech and Women in Sales

Provides onsite meditation space

Wellness rooms provide on-site quiet space for prayer, reflection, and meditation during the workday

Offers wellness initiatives designed to combat burnout and mental fatigue

Virtual fitness app, on-site gym, recharge days, wellness talks, and meditation app help reduce burnout risk

Managers trained on identifying and mitigating employee burnout

Manager trainings cover spotting burnout signs and taking early action

Offers an Employee Assistance Program (EAP)

Our EAP offers 24/7 confidential counseling, resources, and referrals for employees and families

Offers generous PTO

Gurus get vacation and holiday time + unlimited sick and personal time off. They use the latter for medical appointments, kids' school events, deliveries, religious holidays we don't have off, etc.

Provides paid holidays

Gurus receive 13 paid company holidays each year, in addition to vacation, and unlimited personal and sick time

Offers sabbatical leave

Get one month of paid sabbatical every 5 years. People use this time to take dream vacations, visit family abroad, and attend playoff games... or to do nothing at all!

Offers a flexible time off policy

Vacation, unlimited sick/personal time, and flexible days support a wide range of time-off needs

Provides bereavement leave

Employees may take up to 7 days of paid bereavement leave for the death of a close family member

Procedures in place to ensure employees utilize PTO

Leaders encourage time away to truly disconnect and recharge

Offers unpaid extended leave

In select situations, extended unpaid leave may be available with manager and HR approval

Offers paid volunteer time

CG offers paid volunteer time during annual service days through which we support nonprofit partners with career coaching, food prep and service, waste cleanup, and more

Provides paid sick days

Unlimited sick leave gives Gurus time off to care for their own physical or mental health and/or that of a family member

Provides wellness days

We supplement our flexible hybrid model and unlimited personal/sick time off with periodic Recharge days off each year and ongoing wellness programming like on-site yoga and expert talks

Provides floating holidays

Utilizes company-wide vacation

We supplement our flexible hybrid model, vacation time off, and 13 company holidays plus unlimited personal/sick time with periodic mental health days off each year

Provides military leave

Job-protected leave supports Gurus serving in the armed forces, reserves, or National Guard

Provides sick leave

Unlimited sick time and disability plan gives Gurus flexibility to care for their own or a family member’s physical or mental health

Provides continuing education stipend

We offer up to $10K per calendar year for tuition reimbursement for graduate-level courses and $5K for undergrad

Offers mentorship program

Spark is open to all employees for career growth and connection; Inside Sales Mentoring helps new reps ramp faster with structured support from managers and experienced individual contributors

Provides paid industry certifications

To help our Gurus reach their personal and professional development goals, we offer stipends for industry certifications that vary by role and department

Allows employees to pursue continuing education during work hours

Our Career Development Model builds in time for outside learning and development, and we encourage Gurus to pause notifications and block focus time as needed

Provides personal development training

Workshops and speaker sessions build skills like delivering feedback, inclusive leadership, and influence

Provides structured onboarding for new employees

Guru Onboarding (GO) is our new hire orientation program that prepares new Gurus with the knowledge necessary to start their new role with confidence and enthusiasm

Provides opportunities to take on expanding responsibilities

Pit Stop Days give engineers dedicated time away from project work to focus on learning, innovation, and tools that support growth

Defines roles and sets expectations for success

Role profiles and OKRs spell out responsibilities, impact goals, and what success looks like at CG

Provides formal manager training and leadership development

Offers structured training and development programs that strengthen manager effectiveness and build leadership capability

Provides tuition assistance

We offer up to $10K per calendar year for tuition reimbursement for graduate-level courses and $5K for undergrad for employees working 30+ hours a week

Job training & conferences

Our Career Development Model includes time for outside learning and development. We think this makes our people more well-rounded and connected

Provides online course subscriptions

Hosts Lunch and Learns

Our regular info sessions include a monthly "Welcome, Ask Me Anything" (WAMA) series with senior leaders, quarterly Town Halls, and product and skill-focused seminars with internal and external SMEs

Provides tuition reimbursement

We offer up to $10K per calendar year for tuition reimbursement for graduate-level courses and $5K for undergrad for employees working 30+ hours a week

Offers apprenticeship programs

Our early career programs make soon-to-be and recent grads fully immersed members of our teams. We supplement their daily work with professional development workshops and networking events

Provides structured early-career growth opportunities

Interns and new grads join early-career programs with real projects, workshops, and mentors

Encourages knowledge sharing and cross-functional collaboration

Ask Me Anythings, Town Halls, and department all hands meetings help teams share context and learn from each other

Provides training support and resources for AI adoption

Supports AI adoption with training, practical resources, and guidance that help teams use new tools confidently and responsibly

Managers hold regular development check-ins

Quarterly 1:1s and review touchpoints supplement daily and weekly engagement to keep growth goals, feedback, and next steps front and center

Provides customized development tracks

Our Career Development Model gives employees role-specific growth paths tied to leadership capabilities, domain expertise, and next-step growth

Documented internal promotion policy

A written promotion policy outlines criteria, timelines, and decision-makers so Gurus understand how promotions work

Documented path to leadership development

Our Career Development Model and promotion guidelines help employees see the path to advancement while manager trainings, mentorship, and stretch assignments help them get there

Regularly scheduled promotion review cycles for employees

Company-wide promotion reviews take place twice a year, which helps ensure promotion decisions are made fairly, consistently, and on a predictable cadence

Encourages lateral mobility to expand skills and impact

CarGurus supports lateral mobility so employees can explore new teams, grow their capabilities, and bring their experience to different parts of the business

Promote from within

We regularly fill open roles with internal candidates, rewarding strong performance and long-term impact with new scope and responsibility

Documented career progression frameworks

Role and level frameworks clearly define expectations, scope, and example behaviors at each stage of growth

Prioritizes promotion advancement based on impact

Promotion decisions are driven by a proven readiness for greater scope and responsibility, paired with a distinct business need aligned with the evolving demands of our org

Posts new positions internally and encourages employees to apply

We share open roles internally and support internal mobility through a structured, transparent process that helps Gurus explore new teams, roles, and career paths