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Customer Support Specialist - LollyLaw

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Paradigm
Full Time position
Listed on 2026-11-01
Job specializations:
  • Customer Service/HelpDesk
    HelpDesk/Support, Technical Support, Customer Success Management, Customer Service Rep
Salary/Wage Range or Industry Benchmark: 55000 - 85000 USD Yearly USD 55000.00 85000.00 YEAR
Job Description & How to Apply Below
What is the role?

We have a reputation for excellent customer service. As a Lolly Law Customer Support Specialist, you will act as a client advocate to ensure that our customers are able to achieve positive business outcomes throughout their partnership with Lolly Law. Proactive, energetic, and self-driven, you will strive to understand our customers within the legal tech industry and work to be a trusted partner so that firms love and grow with Lolly Law.

In

this role, you will:
  • Support existing customers via chat, email, and phone
  • Diagnose and troubleshoot client issues
  • Onboard new customers with training calls and check-ins
  • Continuously acquire expertise in Merus Case features
  • Write and update help center materials
  • Improve client retention
  • Work with various stakeholders to help them understand evolving client needs
  • Other duties as assigned
Qualifications:
  • 1-2 years of customer support experience
  • SaaS experience preferred
  • Strong initiative and creative problem solving
  • Strong communication skills and introspection to understand customer needs
  • Able to work well with a team and independently
  • Excellent conflict management skills
  • Experience in the legal or consulting industry advantageous
Who is the ideal candidate?
  • You are a problem-solver and a go-getter who isn’t afraid to dive into projects and get your hands dirty
  • You articulate clearly, both written and orally, to build consensus, communicate ideas and deliver on-time
  • Ability to engage, influence, and inspire stakeholders to drive collaboration and alignment
  • Excellent with user-experience design principles and data analytics
Benefits/Perks:
  • Competitive salary
  • Paid vacation + sick and parental leave
  • Remote working flexibility
  • Company culture that encourages work / life balance
  • 100% paid PPO medical, dental, and vision insurance, 401k matching, equity grants
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