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Telephony & PBX Onboarding Specialist (Voice AI / Contractor)

Remote-first Full-time Now hiring

Who We Are TimeShark.ai is a growing startup reshaping how restaurants and hospitality businesses operate. We’re on a mission to empower operators with AI solutions that streamline communication, reduce inefficiencies, and create better outcomes for owners, staff, and guests. Our platform handles inbound calls, reservations, and customer interactions using voice AI—helping restaurants and hotels deliver great service without overloading their teams. As an official partner of OpenTable, we enable seamless voice-based reservation management. We believe communication is the heartbeat of every successful hospitality business—and we’re building the infrastructure to power it.

About the Role

We’re looking for a Telephony & PBX Integration Specialist to own the most critical (and most variable) part of our deployments: getting our voice AI reliably connected to real-world phone systems. You’ll work alongside our onboarding team, focusing specifically on telephony—configuring, integrating, and troubleshooting across a wide range of environments, from modern VoIP platforms to older PBX and carrier-based systems. This is a hands-on, technical role for someone who enjoys solving messy, real-world telecom problems. What You’ll Do

  • Own telephony setup for new client onboarding in partnership with our onboarding team
  • Configure and troubleshoot call flows, including forwarding, SIP routing, DIDs, and failover logic
  • Work across VoIP platforms such as Twilio, RingCentral, 8x8, and Vonage
  • Integrate with legacy and carrier-based systems such as Comcast Business and Verizon Business
  • Configure and adapt

PBX systems (cloud, on-premise, or hybrid), including:

  • Asterisk
  • FreePBX
  • 3CX
  • Avaya
  • Cisco Unified Communications Manager
  • Diagnose and resolve issues such as call routing errors, dropped calls, latency, and caller ID mismatches
  • Coordinate with client IT teams, telecom vendors, or on-site technicians when needed
  • Document edge cases and contribute to building more standardized, repeatable onboarding processes

What You Should Have

  • Hands-on experience with

telephony systems, VoIP, and SIP

  • Direct experience working with

PBX systems (on-premise or cloud)

  • Strong understanding of SIP trunking, IVRs, extensions, and call routing logic
  • Experience integrating or troubleshooting across multiple providers and environments
  • Ability to work with

legacy or poorly documented systems and still get things working

  • Clear communication skills—you’ll collaborate closely with internal teams and external stakeholders
  • A practical, problem-solving mindset (you know how to get things done, not just how they “should” work)

Engagement Details:

  • Part-time contract (10–20 hours/week to start)
  • Remote, flexible schedule (US time zone overlap preferred)
  • Opportunity to grow with the company as onboarding volume scales

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