Two Chicks With A Side Hustle

If you’re the kind of support pro who can calm a frustrated customer, troubleshoot tech without panicking, and still keep it warm and human, Skylight wants you. You’ll be the concierge-level help that keeps families smiling, from unboxing to “it works perfectly.”

About Skylight
Skylight is a consumer tech startup creating simple, family-connecting products like Skylight Frame and Skylight Calendar. They’re bootstrapped, profitable, and scaled to $180M+ in annual revenue while serving millions of customers worldwide.

Schedule

  • Remote, part-time (16–29 hours/week)
  • Concierge Team operates 7 days/week, 8:00 AM–8:00 PM ET
  • Shifts in 4- or 8-hour blocks; at least 2 days off/week
  • Nights and weekends required; widest availability gets priority
  • Peak seasons: May and November–January
  • Required to work during the weeks of Mother’s Day, Thanksgiving, and Christmas
  • Must reside in the Greater Pittsburgh, PA region
  • In-person interviews: Friday, March 13 or Saturday, March 14
  • Full-day, in-person training: Tuesday, March 24
  • Monthly in-person team days in Pittsburgh (local co-working office)

What You’ll Do

  • Provide 1:1 “concierge” support for Skylight Calendar and Frame customers from purchase through long-term use
  • Assist customers across phone, chat, email, and social channels in a high-volume environment (about 6–8 customers/hour, sometimes 10–12)
  • Resolve escalated issues involving complex hardware/software challenges
  • Spot and flag patterns in tickets and customer feedback to help prevent future issues
  • Support team leads and help cover core and troubleshooting queues as needed
  • Contribute to project-based work that improves the customer experience
  • Participate in monthly in-person team days with local leadership and staff

What You Need

  • 2+ years of high-volume, front-line customer service experience (email, phone, chat, and social support)
  • Experience with Zendesk or a similar CRM/ticketing tool
  • Strong written and verbal communication, with empathy and clarity
  • Patience, attentiveness, and confidence teaching customers step-by-step
  • Comfort working in an agile startup environment with changing priorities
  • Ability to learn new tech quickly and become a product expert
  • Reliable Wi-Fi connection
  • Ability to attend the required in-person interview/training dates and monthly in-person team days
  • Residency in the Greater Pittsburgh, PA region

Benefits

  • Pay: $20/hour
  • 64 hours of accrued sick time annually
  • Loaned laptop provided
  • Loaned Skylight Calendar provided

Those interview and training dates are a hard gate, so if you’re available, don’t wait and miss the window.

If you want a part-time role where “customer service” actually means care, ownership, and craft, this one’s worth your shot.

Happy Hunting,
~Two Chicks…

APPLY HERE

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