
Cargurus · Boston
Who we are At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined ...
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of
developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market
acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve
been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step.
That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of
millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who
love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and
empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse
perspectives. Come join us for the ride!
Role overview
The Account Executive will focus on growing CarGurus' customer base in the US market by building strong relationships within a
book of dealer clients. It will be your responsibility to work with Business Development, Product Specialists, and Account
Managers to ensure high levels of product and customer retention. Within this role, you will:
What you'll do
rapport-building
problem-solving skills
What you'll bring
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings
(OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and
relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for
discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Position Pay Range
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both
when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our
employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful
ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks
like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create
space for what matters most in their personal and professional lives.
CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin
offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the
responsibility of the candidate.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with
our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry,
physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that
values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check
every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate
in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to
CarGurus. #LI-Hybrid
Account Executive, Enterprise- US Location: This role requires working from our Chicago or Boston office two days per week, or from one of our hub locations (Austin or New York City) twice a month in a co-working space. About the position As an Account Executive you will play an essential role in Showpad as you will have a massive impact on its growth. Our sales team shares the Showpad success story with organizations around the world and helps them understand the value Showpad offers to align Sales and Marketing. With an extra Account Executive, Showpad can grow even faster and stronger! Key responsibilities as an Account Executive at Showpad: * You are a true Hunter with a desire to take a strategic and hands-on approach to prospecting and pipeline generation * Able to proactively implement a strategy to your sales approach * Be a consultant, advisor and a natural at gaining insights into your prospects pains * Demonstrate the value of our Showpad solution that is aligned to your prospects goals * Utilise the support around you and involve our Business Development Reps, Solutions Engineers, Partnerships, and Post-Sales Support to team-sell your way to winning new logos * Understand what Senior Sales, Marketing, and Enablement teams priorities are and how to align Showpad with their needs * Be successful at selling into a variety of lines of business and comfortable selling at C level * Understand how to sell to all levels of a company, end users to C level * Negotiate with strong pricing discipline and defend with value * Watch your prospects become real Showpad fans rather than just customers Attributes we are looking for: * Min 5 years experience selling software into mid-sized to large enterprises * A proven track record of achieving and exceeding sales targets consistently * A willingness to prospect strategic decision makers and executives * Startup DNA * Outstanding communication skills * Experience with CRM (Salesforce would be great!) * Passion for life and the Showpad product * The desire to grow yourself, your team and the company * The will to have a maximum impact on Showpad * The desire to work in an amazing team * Some formal sales training (Value Selling, MEDDICC, SPICED, Challenger, etc.) * Sales or Marketing Technology sales experience preferred About Showpad At Showpad, we’re focused on empowering others to be at their best. As a global leader in AI-powered revenue effectiveness, we provide revenue teams with the platform they need to prepare sellers, engage buyers, and drive predictable revenue. Since our 2025 merger with Bigtincan, we have created the industry’s first unified platform specifically designed for complex, field-selling organizations, serving more than 2,000 customers across 50 countries. As an employer, we provide our employees with opportunities to grow, make a meaningful impact, and bring their authentic selves to work. Our culture stems from our values, which center on achieving maximum impact for our customers and fostering global collaboration, diversity, and a genuine passion for innovation. We’re a team of authentic, good-natured ass-kickers, and we’ve been recognized as a top workplace by Built In Chicago and Inc. Magazine. Why Join Us Now? Showpad is powering the next generation of field selling success through accelerated innovation, expanded global reach, and a more holistic engine to drive growth and lasting value. You’ll join a team shaping what’s next, working with smart, driven people who care deeply about making an impact (and aren’t afraid to challenge the status quo). Our Global Footprint Founded in 2011, Showpad is a global company with 500+ people (post-merger) working from offices and regional hubs around the world including Chicago, Boston, Ghent, London, Munich, Brussels, San Francisco, and Sydney. We are consistently recognized as a Leader in the Forrester Wave™ and a “Customers’ Choice” by Gartner® Peer Insights. What you can expect from Showpad We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you. We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity. This organization participates in e-verify For more information on e-verify, click here
For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is seeking change agents to join our East Coast Commercial Sales Team as an Account Executive. You will be responsible for increasing software sales and driving expansion across a territory of accounts. You will be motivated, passionate, and opportunistic. You will be a proactive and curious member of the commercial sales team, identifying growth opportunities for clients before they identify a need or gap for themselves. This remote role is part of the Commercial Sales team based in the US and reports a Manager, Commercial Sales. You Will: * Build and manage a sales pipeline to meet or exceed software and services sales quotas within your book of business * Execute a solution-based sales process encompassing multiple groups within our commercial mature accounts equivalent to (500-4,999 employee size) * Develop new business opportunities within existing customers by analyzing and proactively targeting high-value needs across multiple departments and lines of business * Leverage existing relationships to expand Smartsheet's footprint and drive revenue or growth during renewals * Expand Smartsheet brand awareness at the c-suite, operational and team level * Facilitate and manage partnerships with Sales Engineers, Solutions Consultants and Customer Success teams to support full sales cycle and close business * Create and maintain Joint Engagement Plans for strategic solution deals * Maintain accurate and up-to-date records in Salesforce leveraging MEDDICC qualification guidelines to accurately forecast * Utilize existing sales enablement tools to successfully implement a territory plan. Identifying top accounts through in-depth account research using internal tools as well as external customer-related resources Smartsheet footprint can add value to the client's business You Have: * 5+ years full sales cycle management with a history of proven performance in the SaaS space * 3+ years of experience managing customer relationships and maintaining relationships in a B2B environment * A thorough understanding of a SaaS evaluation process and have the ability to execute on each stage in the sales cycle * 3+ years of experience working with multiple functional departments and roles to manage customer life cycle from initial engagement through implementation to renewal * The ability to research accounts to uncover opportunities for up-sell within existing plans, and multi-thread opportunities across the organization * Experience using CRM and power BI software (Salesforce and Tableau) to track daily activities, key metrics and gain territory insights * Passion for working with new technologies and technical concepts * Bachelor's degree or the equivalent combination of other post-secondary education Current US Perks & Benefits: * Employer subsidized medical/vision and dental coverage for full-time employees * 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay) * Monthly stipend to support your work and productivity * 15 days PTO, plus Sick Time Off * Up to 24 weeks of Parental Leave * Personal paid Volunteer Day to support our community * Opportunities for professional growth and development including access to Udemy online courses * Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account * Teleworking options from any registered location in the U.S. (role specific) * US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans * US employees receive 12 paid holidays per year Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity. US Base Salary Pay Range $75,000—$95,000 USD Get to Know Us: At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together. Equal Opportunity Employer: Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know. #LI-Remote
For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is seeking change agents to join our Commercial Sales Team as an Account Executive. You will be responsible for increasing software sales and driving expansion across a territory of accounts. You will be motivated, passionate, and opportunistic. You will be a proactive and curious member of the commercial sales team, identifying growth opportunities for clients before they identify a need or gap for themselves. You will report to our Regional Director, Commercial Sales and can be based in our Bellevue, WA office, Boston, MA office or work remotely from anywhere in the US where Smartsheet is a registered employer. You Will: * Build and manage a sales pipeline to meet or exceed software and services sales quotas within your book of business * Execute a solution-based sales process encompassing multiple groups within Commercial accounts or equivalent to (2000-5000 employee size) * Develop and prospect new business opportunities within existing customers by analyzing and proactively targeting high-value needs across multiple departments and lines of business * Leverage existing relationships to expand Smartsheet's footprint into other departments within the account and drive revenue or growth during renewals * Articulate and demonstrate Smartsheet's unique organizational solutions and functional value * Facilitate and manage the partnerships with Sales Engineers, Solutions Consultants, Sales Development and Customer Success teams to support full sales cycle and close business * Create and maintain Joint Engagement Plans for strategic solution deals * Maintain accurate and up-to-date records in Salesforce leveraging MEDDICC qualification guidelines to accurately forecast * Utilize existing sales enablement tools to successfully implement a territory plan. Identifying top accounts through in-depth account research using internal tools as well as external customer-related resources Smartsheet footprint can add value to the client's business You Have: * 7+ years of years of full cycle sales experience (prospecting to close) in a technology oriented field. SaaS is highly preferred but not required. * 1+ years experience working with Enterprise level accounts (>2,000 employee size) * 3+ years of experience maintaining customer relationships and maintaining relationships in a B2B environment * Experience prospecting and managing a designated territory to maximize revenue growth * The ability to research accounts to uncover opportunities for up-sell within existing plans, and multi-thread opportunities across the organization * A data-driven sales approach that informs your process and guidance to customers * Ability to manage strategic interactions with senior level management * Experience using CRM and power BI software (Salesforce and Tableau) to track daily activities, key metrics and gain territory insights * Passion for working with new technologies and technical concepts * Bachelor's degree or the equivalent combination of other post-secondary education Current US Perks & Benefits: * Employer subsidized medical/vision and dental coverage for full-time employees * 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay) * Monthly stipend to support your work and productivity * 15 days PTO, plus Sick Time Off * Up to 24 weeks of Parental Leave * Personal paid Volunteer Day to support our community * Opportunities for professional growth and development including access to Udemy online courses * Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account * Teleworking options from any registered location in the U.S. (role specific) * US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans * US employees receive 12 paid holidays per year Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity. US Base Salary Pay Range $85,000—$115,000 USD Get to Know Us: At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together. Equal Opportunity Employer: Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information. If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know. #LI-Remote