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Trilogy, working with Crossover as a Contractor of Record, seeks an Application Support Engineer to resolve escalated tickets with AI-assisted troubleshooting.
You will analyze logs, REST API calls, and JSON payloads to diagnose issues, then provide precise customer communications and hands-on remediation across multiple tech stacks.
The difficult tickets require more than someone who can follow a script. They demand an engineer capable of navigating unclear context, misconfigured systems, conflicting evidence, upset customers, and AI-generated noise—then determining what actually went wrong. This position is designed for the support engineer drawn to the unsolved problem: replicating the issue, analyzing logs, tracking API behavior, examining JSON payloads, distinguishing a 401 from a 404 from a 429, and leveraging AI aggressively without blind trust.
Most support organizations still operate on queues, macros, handoffs, and "known issue" documentation. We are constructing something different. Routine inquiries are increasingly managed by AI and L1 processes, which reserves human judgment for the hardest challenges. AI is not your competitor in this role. It is the instrument you control, validate, test, and confirm.
This position is not about copying AI responses, making hasty guesses, waiting for direction, or escalating the instant an issue becomes unfamiliar. It is not suited for someone who specializes deeply in one product and struggles when the following ticket involves a different technology stack. It is about delivering the correct answer with the minimum customer interactions the problem permits: replicating before proposing solutions, investigating across tickets, Slack threads, knowledge bases, logs, configurations, and tangible evidence before escalating, and composing customer communications clear enough to defuse tension. The technical fundamentals are assumed: REST APIs, JSON, HTTP status codes, command line, and logs. Those are entry requirements. Sound judgment amid ambiguity is what makes you effective.
In this position, your responsibility is to retain ownership of the issue until resolution or clean escalation, with diagnostic logic valuable enough for the subsequent agent and the subsequent AI workflow. You will thrive in this role if the ticket that defies explanation is the one you prefer most. You will dislike it if you require one product, one procedure, and someone else to remove obstacles.
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, innovating new technology, and incubating new businesses.
Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack.
Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career in leaps and bounds.
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $30 USD/hour, which equates to $60,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly.