Senior Technical Support Engineer - Customer Support (all genders)

SCAYLE; New York, Northern (NY, KY); Hybrid; USD 110,000 - 170,000; Full time

Job summary

SCAYLE is seeking a Senior Technical Support Engineer to join our Customer Support team in NYC. You will investigate enterprise issues, diagnose with Datadog and logs, and collaborate with engineering to resolve root causes. You will own technical domains and contribute to playbooks.

The role involves on-call rotations, strong communication with enterprise customers, and ongoing knowledge base improvements. On-site in New York with a fast-growing, innovative platform.

Qualifications

• 5+ Years: Hands-on technical support or systems engineering in a complex B2B SaaS or enterprise environment.
• Proven experience supporting enterprise (B2B) customers, ideally in a SaaS or cloud-based product environment.
• Experience improving how a support team works: documentation, playbooks, processes, quality standards.
• Experience supporting or mentoring less experienced colleagues.
• Comfortable reading server-side code to trace logic and verify paths.
• Hands-on with observability and central logging tooling e.g. Datadog; Kibana/OpenSearch familiarity is a plus.
• Comfortable searching logs, reading traces, querying metrics.
• Solid SQL skills to verify state and data models.
• Knowledge of distributed systems concepts and API debugging.

Responsibilities

• Investigate technical issues reported by enterprise customers and trace to root cause.
• Use observability tools (Datadog) to diagnose issues across distributed services.
• Read code to verify hypotheses and trace request flows.
• Query databases to confirm system state and reproduce issues.
• Manage tickets end-to-end across the support–engineering escalation chain.
• Communicate proactively with customers with structured updates and clear next steps.
• Escalate with engineering when needed and provide reproducible evidence.
• Contribute to knowledge bases and runbooks to drive improvements.

Skills

Technical support experience

Enterprise customers

SQL

HTTP/API debugging

Datadog

AI tooling

On-call experience

Tools

Datadog

Kibana/OpenSearch

SQL tooling

REST tools (curl)

Job description

Senior Technical Support Engineer - Customer Support (all genders)

Full-time

SCAYLE is one of the fastest-growing enterprise commerce platforms in the world, enabling brands and retailers to realize their D2C ambitions. SCAYLE stands for innovation, international collaboration, and a strong focus on data. We believe that stepping outside of our comfort zone and making bold decisions is key to growing both professionally and personally. Instead of seeing problems as obstacles, we approach them as opportunities to find better solutions. We work in an environment that encourages flexibility, creativity, and continuous development. What drives us is the shared motivation to make an impact and actively shape the future of eCommerce.

• Investigate technical issues reported by enterprise customers - analyse symptoms, form hypotheses, follow the evidence to the root cause


• 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), supporting our enterprise customers when issues cannot wait until business hours


• Take ownership of a technical domain within the platform and act as the reference point for the team in that area


• Develop and maintain investigation playbooks, runbooks, escalation paths, and knowledge base content the team relies on


• Analyse recurring failure patterns to drive platform improvements, and advocate for customer-impacting fixes by framing systemic risk and business impact to product and platform teams


• Apply AI tooling to our daily work - evaluate tools and agents, identify where they add leverage, and share what works with the team


• Support the onboarding of new team members and help raise the standard for technical investigation and customer communication

Nice to Have

• 5+ Years: Hands-on technical support or systems engineering in a complex B2B SaaS or enterprise environment


• Proven experience supporting enterprise (B2B) customers, ideally in a SaaS or cloud-based product environment


• Experience improving how a support team works: documentation, playbooks, processes, quality standards


• Experience supporting or mentoring less experienced colleagues


• 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 central logging platforms (Kibana / OpenSearch / Elasticsearch or similar) is a strong plus


• Comfortable searching logs, reading distributed traces, querying metrics


• Solid SQL skills - able to query relational databases to verify system state, reproduce issues, and understand data models


• Working knowledge of distributed systems concepts - async vs. synchronous communication, queues, retries, idempotency, eventual consistency


• Comfort with HTTP and API debugging - curl, response headers, status codes, basic DNS, REST and webhook flows


• Familiarity with cloud-based, multi-tenant SaaS architectures - understanding tenant isolation and configuration delivery is a strong advantage


• Hands-on with AI tooling - you already use AI in your daily work and have gone beyond typing into a chat window: built an agent, automated a workflow, written something against an API, or experimented seriously in your own time

All your information will be kept confidential according to EEO guidelines.

A Place Where You Can Be You We take it as our responsibility to create an environment where everyone feels welcome, exactly as they are. Different backgrounds and perspectives make us stronger and shape our culture in ways that matter. What we stand for internally, we stand for as a brand: acceptance, inclusion, and fairness.

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