Customer Support Specialist

PerkSpot is searching for a Customer Support Specialist to join our Customer Support 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 a Customer Support Specialist, you will provide top-notch technical support to the community members of PerkSpot. You’ll become an expert in PerkSpot’s tools and website, while constantly interacting with PerkSpot customers and internal teams to ensure that we are offering the best possible support to our client partners and their employees.

This position is required to be in the office 3 days a week on Tuesday, Wednesday, and Thursday. Our offices are located in River North just north of downtown Chicago, IL.

Working Schedule: Tuesday – Saturday from 8:00 am – 4:00 pm Central Standard Time

What you’ll accomplish:

• Become an expert of PerkSpot’s services and processes, as well as our website and user portal
• Provide exceptional and timely support to customers via phone, email, and live chat
• Document active tickets every step of the way, from inquiry to solution and completion
• Actively prioritize support tickets and escalate issues appropriately
• Assist with new user setup, account maintenance, and sales projects as needed
• Take part in high-level problem-solving in collaboration with your team members and our Customer Support Manager
• Develop relationships with PerkSpot’s internal teams and customers to maintain and improve customer satisfaction
• Solicit feedback from customers on PerkSpot’s service and product; relay feedback to applicable internal teams
• Attend regular team and staff meetings to address feedback, changes, and new ideas
• Constantly strategize ways to make the PerkSpot experience better and more effective for our members

What we’re looking for:

• 3+ years of experience in customer support, managing support tickets in various mediums and prioritizing issues according to importance
• Basic understanding of computer and home networking terminology, including but not limited to terms like: operating systems, browsers, routers, modems, etc.
• Knowledge of Zendesk and background in IM/chat support preferred
• Exceptional written and verbal communication skills, with proven interpersonal skills
• Highly organized, detail-oriented, and analytical approach to problem-solving
• Positive, helpful attitude with the ability to handle challenging conversations in a professional demeanor
• Collaborative, team-focused mindset
• Ability to work autonomously and manage your own workload
• Proven understanding of PerkSpot’s values as a whole and a willingness to work hard to achieve overall company goals

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 spend quite a bit of time with your fellow Customer Support Specialists, as well as our Senior Manager of Customer Support.
• 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 customer support processes, our website’s functionality, as well as the tools that we use (Zendesk).
• See your impact! Provide daily support to our members and advocate for their needs to ensure the best user experience as possible!
• 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 position pay is $21.10/per hour plus $2,000 annual bonus.

What We Offer:

• 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.

Offering a diverse, equitable, and inclusive culture 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.