Chief People Technology Officer, Trilogy (Remote) - $400,000 / year USD

September 14, 2026

Join to apply for the Chief People Technology Officer, Trilogy (Remote) - $400,000 / year USD role at TrilogyBase pay range200.00 / hr - $200.00 / hrReady to revolutionize HR through AI-driven automation? We're seeking a visionary who believes in the power of systems over traditional management hierarchies.Picture this :A workplace where performance is driven by intelligent dashboards, not micromanagement.Where coaching happens through sophisticated feedback loops, not impromptu check-ins.Where HR processes flow seamlessly through AI-powered tools, not endless email chains.At Trilogy, we've made a bold move :eliminating traditional management layers in favor of data-driven systems and AI-powered solutions.As our Chief People Technology Officer, you won't be building teams - you'll be building the future of workplace automation.You're the architect of autonomous HR operations.From conceptualization to implementation, you'll craft systems that make conventional management obsolete.Working directly with the CEO, you'll transform high-stakes decisions into streamlined processes.If you're still wedded to hierarchical structures or office politics, this isn't your calling.But if you're ready to prove that intelligent systems can outperform traditional management, we want to talk.The future of HR is automated, data-driven, and manager-free.Are you ready to build it?What You Will Be DoingArchitecting next-generation HR systems with AI at their coreCreating and deploying automated workflows using cutting-edge low-code platformsSpearheading critical people operations while building automation pathwaysDeveloping real-time performance analytics and intelligent monitoring systemsTaking full ownership of talent lifecycle management from onboarding to offboardingWhat You Won't Be DoingOverseeing traditional HR teams or coordinating with HR business partnersSupporting legacy systems or outdated HR processesParticipating in bureaucratic approval processesDepending on engineering teams for tool developmentGetting bogged down in static documentation systemsChief People Technology Officer Key ResponsibilitiesPioneer and implement a fully autonomous HR ecosystem that scales global operations without traditional management structures or manual interventions.Basic RequirementsDemonstrated success in architecting operational systems using AI and low-code solutions (including tools like Cursor, Windsurf, Lovable, Bolt, Retool, Zapier, Airtable)Portfolio of successful automation projects personally delivered from concept to completionExpert-level data analytics capabilities with proven ability to transform complex people data into automated decision frameworksProven track record of executing critical talent decisions independentlyThrives in fast-paced, autonomous environments typical of high-growth companiesU.S.-based position with preference for Austin location or willingness to travel monthlyMust be authorized to work in the U.S.without sponsorshipNice-to-have RequirementsProfessional background spanning operations, engineering, analytics, or product developmentHands-on experience developing AI-first solutions in rapid-growth environmentsDeep understanding of contemporary AI platforms and emerging development culturesAbout TrilogyHundreds 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 usThis 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 $200 USD / hour, which equates to $400,000 USD / year assuming 40 hours per week and 50 weeks per year.The payment period is weekly.Consult / help-and-faqs for more details on this topic.Crossover Job Code :LJ-5644-US-Washingt-ChiefPeopleTec.001Seniority levelExecutiveEmployment typeFull-timeJob functionHuman Resources, Information Technology, and ManagementIndustriesSoftware Development, Human Resources Services, and IT Services and IT ConsultingReferrals increase your chances of interviewing at Trilogy by 2xWashington DC-Baltimore Area 15 hours agoWashington, DC $130,000 - 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