Application Support Engineer, Trilogy (Remote) – $60,000/Year Usd

At Trilogy, we’ve revolutionized customer support across our 100+ enterprise software products. Our AI handles the routine—you tackle only the most complex challenges that defeat our advanced systems. Every ticket demands your full technical prowess and creative problem-solving abilities.

This role accelerates technical growth exponentially. You’ll master multiple enterprise products simultaneously while directly enhancing our AI capabilities. The pace is intense, the learning curve steep, and the expectation is excellence from day one.

If you thrive on complexity, learn independently, and want to be at the cutting edge of AI-human collaboration in technical support, this position offers unparalleled opportunity. The mediocre need not apply.

What You Will Be Doing

• Solve complex technical issues that have defeated our advanced AI systems
• Analyze patterns in escalated tickets to identify AI improvement opportunities
• Contribute technical expertise to enhance AI capabilities across multiple enterprise products
• Master new products rapidly to maintain exceptional resolution standards
• Implement creative solutions for our most challenging customer problems

What You Won’t Be Doing

• Handling routine tickets that our AI can resolve—we’ve eliminated the mundane
• Taking two months to get up to speed—you’ll be mastering multiple products within your first month
• Relying on managers for solutions—self-sufficiency is non-negotiable
• Working within a single product silo—your expertise will span across our diverse portfolio

Application Support Engineer Key Responsibilities

Seamlessly bridge the gap between advanced AI capabilities and complex technical challenges to deliver exceptional customer outcomes while continuously improving our AI systems.

Basic Requirements

• Minimum 3 years of experience in technical customer support roles
• Advanced generative AI proficiency beyond basic use cases (demonstrated ability to create automated workflows, develop custom GPTs, and integrate AI tools)
• Exceptional self-learning capabilities with proven track record of mastering complex technical concepts independently
• Current residence in North or South America

About Trilogy

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 by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

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. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-3330-US-Chicago-ApplicationSup.007