Enterprise Tech Support Engineer — Observability & Incident Resolution

JobCubby

New York, Northern (NY, KY)

Hybrid

USD 90,000 - 150,000

Full time

2 days ago
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Job summary

SCAYLE in New York seeks an Enterprise Support/SRE-oriented specialist to troubleshoot and resolve complex issues for enterprise customers. You will read server-side code, leverage Datadog, and collaborate with engineering to improve observability and prevent incidents.

You will participate in on-call rotations, communicate clearly with customers, and contribute to knowledge bases to drive systemic improvements.

Qualifications

  • 2+ years in a Technical Support, Application Support, Site Reliability, or adjacent technical role.
  • Experience supporting enterprise (B2B) customers, ideally in a SaaS or cloud-based product environment.
  • Comfortable reading server-side code in at least one language to trace logic and verify code paths.
  • Hands-on experience with observability and central logging tooling - Datadog preferred; familiarity with Kibana/OpenSearch/Elasticsearch is a strong plus.
  • Solid SQL skills - able to query relational databases to verify system state and reproduce issues.
  • Working knowledge of distributed systems concepts — async vs. synchronous communication, queues, retries, idempotency, eventual consistency.
  • Comfortable with HTTP and API debugging - curl, response headers, status codes, basic DNS, REST and webhook flows.
  • Familiarity with cloud-based, multi-tenant SaaS architectures - tenant isolation and configuration delivery is a strong advantage.
  • Comfortable using AI tools in daily work and curious about their potential.

Responsibilities

  • Investigate technical issues reported by enterprise customers and diagnose root causes.
  • Use observability tooling (Datadog logs, traces, metrics, dashboards) to diagnose issues across distributed services.
  • Read code across multiple repositories to verify hypotheses and trace request flows.
  • Query databases when needed to confirm system state and reproduce issues.
  • Manage tickets through their full lifecycle, from intake to resolution, across the support → engineering escalation chain.
  • Communicate proactively and professionally with enterprise customers: structured updates, clear next steps, calibrated expectation management.
  • Partner with engineering teams when escalation is needed - frame issues clearly, provide reproducible evidence, advocate for customer impact.
  • Document findings, contribute to internal knowledge bases, and surface recurring patterns to drive systemic improvements.
  • Participate in rotational on-call coverage for high-severity incidents (evenings, weekends).

Skills

Technical Support
Enterprise support
Code reading
SQL
Distributed systems
API debugging
Cloud SaaS
AI tools
PHP (Nice to have)
Logging & Observability

Tools

Datadog
Kibana
OpenSearch
Elasticsearch

Job description

SCAYLE in New York seeks an Enterprise Support/SRE-oriented specialist to troubleshoot and resolve complex issues for enterprise customers. You will read server-side code, leverage Datadog, and collaborate with engineering to improve observability and prevent incidents.

You will participate in on-call rotations, communicate clearly with customers, and contribute to knowledge bases to drive systemic improvements.

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