Account Executive

PerkSpot is searching for an Account Executive to join our Client Sales team! At PerkSpot, our mission goes beyond discounts—it's about empowering employees everywhere to make smarter spending decisions so they can do more of what they love. We believe every dollar saved can become a stepping stone to a brighter future, whether that's a special family vacation, a first home, or simply extra peace of mind.As an Account Executive, you'll work to source and sign on new employer clients, as well as engage and convert marketing-driven inbound leads. Through research, sourcing, and building relationships, you'll manage the sales process and eventually close deals for your assigned territory. Your work will serve to grow the PerkSpot community, ultimately providing exclusive perks and deals to a growing number of members throughout the country.This position is required to be in the office 3 days a week on Tuesday, Wednesday, and Thursday. Our office is located in the Merchandise Mart in downtown Chicago, IL.What you'll accomplish:Manage and organize your assigned geography of 250 – 500 Account prospects (Accounts, industry concentration, ICP fit, whitespace, competitors) to prioritize high-value accounts and execute targeted, multi-channel outreach that converts the territory into qualified pipeline.Identify and target outbound activity to potential clients, creating a base of interest within accounts in your territory with the goal of influencing an evaluation of PerkSpot for their staff and converting them into clients.Own/Manage the full acquisition sales cycle execution and lead discovery, demo, proposal calls with prospects.Meet or exceed relevant KPIs (Pipeline Generated/Total Eligible Users Closed)Follow PerkSpot's defined sales processes for qualifying leads, through to contract signing and onboarding/launchDeliver proposals and contracts; oversee negotiations, including contract redlinesWork with Sales Onboarding and Client Success teams on pre-closing calls with key prospect stakeholdersWork with team leadership to optimize PerkSpot's sales process for the betterAttend regular team and staff meetings to go over company goals, success benchmarks, and sales strategiesWhat we're looking for:3 – 5 years of experience in a full-cycle sales role, ideally within the B2B spaceProven knowledge in sales; must be well-versed in prospecting, selling, and negotiatingPast success meeting or exceeding monthly and quarterly KPIsExperience using Salesforce/ZoomInfo preferredStrong communication skills, with a self-disciplined attitudeAbility to multitask and manage your own deadlinesCurious, positive, and organized mindsetCommitment to collaboration and teamwork - when one of us succeeds, we all do!Positive attitude and a thoughtful approach to business development and contract negotiationProven understanding of PerkSpot's values as a whole and a willingness to work hard/take ownership to achieve overall company goalsDesire to learn and grow - if you're looking to expand your enterprise sales experience, this is your chance!About PerkSpot:At PerkSpot, we believe that life is about getting the most out of every dollar, every moment, and every opportunity. We don't just see a discount; we see a doorway to craft a lifestyle that balances smart choices with meaningful experiences. We celebrate the relentless pursuit of value, the satisfaction of finding that perfect deal, and the sense of confidence that comes from spending with intention. Every dollar saved is a step closer to the life you envision—one that's rich in memories, secure in planning, and full of everyday wins that bring joy and fulfillment.Our journey began in Chicago back in 2006 with a vision of helping employees stretch their paychecks without sacrificing what they love. What began as a small company with a big vision has evolved into a discount shopping solution employees across the globe rely on to stretch their paychecks. In 2018, PerkSpot raised $50M from Susquehanna Growth Equity and today the business serves more than 22 million employees from top employers including Southwest Airlines, Mayo Clinic, and Humana. We saw an opportunity to do more—to build something that brought genuine, life-enhancing value to employees' everyday financial decisions.Your first few months as a PerkSpotter:Providing value doesn't have to wait, from day one we are open to your big ideas. In your first few months, you will:Meet the team! We think our people are pretty great so we want to ensure you're introduced to all of the right team members to help you succeed. You'll report to the Senior Manager, Client Sales, and spend quite a bit of time with your fellow Client Sales team members.Get to know PerkSpot! Immerse yourself in the business, engage with internal stakeholders, and participate in monthly company-wide All Hands meetings.Sharpen your skills! You will become very familiar with our sales process, how our product works, how we prospect, and how we nurture our leads.See your impact! You'll build strong relationships of your own with prospective clients, eventually seeing your leads through to signing their contracts!Participate in company-wide events! Whether it's office miniature golf or a raffle gameshow, company culture is at the forefront of our business.The pay:PerkSpot offers competitive industry rate salaries with the goal of retaining and growing talented individuals. We regularly review and adjust our compensation structure as needed to ensure equity and across teams and levels. The base salary range for this position is $65,000 - $75,000 plus uncapped sales commission . The expected On-Target Earnings (OTE) range is $120,000 - $130,000.The perks and benefits:Competitive salary, matching 401K, and company paid disability.Comprehensive medical, dental, and vision insurance is effective on your first day of employment!Time off is required. We want our team members to rest, relax, and recharge, so we encourage employees to take 20 days off each year. Plus, we offer 8 paid company holidays and our office is closed from Christmas Eve through New Year's Day.Summer Fridays are great and are an annual tradition between Memorial Day and Labor Day every year.To help you get a jump start on company holidays, we close at 1 pm the day prior to each company holiday as "holiday eve."Tenure is valued and rewarded. In addition to PTO, we offer a paid Sabbatical for up to 3 months to employees at 5 years and 10 years of service.Commuting can be expensive – we get it. So, we provide a monthly transportation stipend and free lunch every Wednesday.Connection and relationship building is everything. We offer regular outings, virtual events, fun community-interest Slack channels, and occasional happy hours.How to apply:All applications will be kept strictly confidential. Please submit a resume and cover letter telling us how you stack up to the qualifications, plus any other information you feel would be relevant to PerkSpot. Don't be afraid to show your spark and personality!All positions require a full background screening.PerkSpot is an equal opportunity employer. Offering a diverse, equitable, and inclusive work environment is a priority at PerkSpot. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin, disability or protected veteran status, or any other legally protected basis, in accordance with applicable law.Powered by JazzHR