{"schemaVersion":"jobsearcher.job.v1","id":"c97b5b01642bef77414a2a7c","url":"https://jobsearcher.com/jobs/c97b5b01642bef77414a2a7c","canonicalUrl":"https://jobsearcher.com/jobs/c97b5b01642bef77414a2a7c","title":"Lead Technical Support Engineer","description":"Lead Technical Support Engineer\nCOMPANY BACKGROUND\nflexEngage (formerly flexReceipts) is an innovative, retail technology startup headquartered in Downtown Orlando Florida. The company is a graduate of the prestigious business accelerator YCombinator, and is well funded by strong VC firms, including Bullpen Capital, Point Judith Capital, and Synchrony Financial.\nWe are the leading provider of personalized transactional communications for retailers, enabling brands like Under Armour, DXL, Michael Kors, GNC, and 5.11 Tactical, to transform standard transactional touchpoints (receipts, order and ship notifications, packing slips, curbside delivery, order tracking, etc.) into dynamic engagement channels that drive customer loyalty and revenue.\n\nRather than sending customers standard transaction information, flexEngage enhances every post-purchase touchpoint with deep personalization enabling a seamless brand experience, improved engagement with shoppers and incremental sales.\nTHE ROLE\nThe Lead Technical Support Engineer will lead a team of technical operations professionals on supporting current customers and onboarding new customers. The Lead Technical Support Engineer will also support the team by providing production technical support for existing flexEngage customers and retail software providers who have a native integration with the flexEngage products. Interaction with customers is required in this position.\nDUTIES / RESPONSIBILITIES\nManage and coach the technical operations team\nManage interns and contractors working for the technical operations team\nMake hiring decisions on new technical operations team members\nManage and prioritize onboarding and support tasks for the technical operations team\nWork with Director of Client Success Operations on providing training opportunities for the technical operations team\nWork with Director of Client Success Operations on executing team process improvements to service customer and onboarding requests efficiently and effectively.\nAct as an escalation point for the technical operations team for production support requests for existing customers and retail software providers while following the SLA requirements.\nAssist the technical operations team with executing technical tasks associated with the integration including: configuration, template coding, scripting, and scheduling feed jobs.\nAct as lead contact for onboarding new clients for the technical operations team\nPerform thorough troubleshooting and analysis using technical tools such as scripting languages, web services tools, and testing tools.\nEscalate Production issues to Engineering if needed.\nWork an on-call rotation schedule for off-hours production support\nWork effectively with customers, partners, contractors and internal team members on a regular basis\nRemain current with strong technical understanding of the flexEngage solution and technology\nAssist the Sales Team on sales calls with prospect’s technical team as needed\nPerforms other duties assigned as related to the role\nREQUIRED QUALIFICATIONS & SKILLS\nStrong knowledge of API interaction and REST\nStrong knowledge of JSON\nGeneral knowledge of BASH and Linux\nGeneral knowledge of HTML and CSS\nExperience in managing a technical team\nExcellent verbal and written communication skills.\nAbility to learn software programs and technology independently and quickly is required\nPREFERRED SKILLS\nExperience in ticketing and tracking systems; proficient in JIRA preferred\nExperience in office tools such as Microsoft Office or GSuite; Proficient in Gsuites preferred\nExperience in Python programming language preferred\nGeneral knowledge of SFTP and SSH preferred\nExperience in project task management and prioritization preferred\nGeneral knowledge of technologies such as: IT networking, internet technologies, web servers a plus\nGeneral knowledge of XML\nWorking knowledge of Java a plus but not necessary\nExperience with Microsoft Office Scripts or Google Apps Scripts a plus but not necessary\nExperience with JavaScript a plus but not necessary\nExperience with Handlebars a plus but not necessary\nFluency in other languages (ex: Spanish, French, German, Chinese) a plus but not necessary\nCOMPENSATION\nflexEngage offers a competitive compensation plan in line with the candidate’s experience and ability to drive results at target retailers. Compensation consists of an annual base salary, stock options, 401k match, Medical/Dental/Vision coverage options, unlimited PTO, flexible/remote schedules.\nWHY YOU’LL LOVE WORKING WITH US\n? Career mentorship\n? Passionate founders\n? Opportunity to create something – be part of an early stage startup in a fun industry\n? Opportunity to make a difference – your work will truly matter\n? Great personal upside potential – in learning, earnings, and future exit potential\n? Your voice will matter!","company":"Flexengage","rawCompany":"flexengage","city":"Remote","state":"OR","isRemote":false,"isActive":false,"createdAt":"2026-04-12T20:29:42.621Z","occupations":[{"code":"15-1299.09","title":"Information Technology Project Managers","slug":"information-technology-project-managers"},{"code":"11-3021.00","title":"Computer and Information Systems Managers","slug":"computer-and-information-systems-managers"},{"code":"15-1211.00","title":"Computer Systems Analysts","slug":"computer-systems-analysts"}],"industries":[{"code":"541511","title":"Custom Computer Programming Services","slug":"custom-computer-programming-services"},{"code":"513210","title":"Software Publishers","slug":"software-publishers"},{"code":"541512","title":"Computer Systems Design Services","slug":"computer-systems-design-services"}],"jobPosting":{"@context":"https://schema.org","@type":"JobPosting","title":"Lead Technical Support Engineer","description":"Lead Technical Support Engineer\nCOMPANY BACKGROUND\nflexEngage (formerly flexReceipts) is an innovative, retail technology startup headquartered in Downtown Orlando Florida. The company is a graduate of the prestigious business accelerator YCombinator, and is well funded by strong VC firms, including Bullpen Capital, Point Judith Capital, and Synchrony Financial.\nWe are the leading provider of personalized transactional communications for retailers, enabling brands like Under Armour, DXL, Michael Kors, GNC, and 5.11 Tactical, to transform standard transactional touchpoints (receipts, order and ship notifications, packing slips, curbside delivery, order tracking, etc.) into dynamic engagement channels that drive customer loyalty and revenue.\n\nRather than sending customers standard transaction information, flexEngage enhances every post-purchase touchpoint with deep personalization enabling a seamless brand experience, improved engagement with shoppers and incremental sales.\nTHE ROLE\nThe Lead Technical Support Engineer will lead a team of technical operations professionals on supporting current customers and onboarding new customers. The Lead Technical Support Engineer will also support the team by providing production technical support for existing flexEngage customers and retail software providers who have a native integration with the flexEngage products. Interaction with customers is required in this position.\nDUTIES / RESPONSIBILITIES\nManage and coach the technical operations team\nManage interns and contractors working for the technical operations team\nMake hiring decisions on new technical operations team members\nManage and prioritize onboarding and support tasks for the technical operations team\nWork with Director of Client Success Operations on providing training opportunities for the technical operations team\nWork with Director of Client Success Operations on executing team process improvements to service customer and onboarding requests efficiently and effectively.\nAct as an escalation point for the technical operations team for production support requests for existing customers and retail software providers while following the SLA requirements.\nAssist the technical operations team with executing technical tasks associated with the integration including: configuration, template coding, scripting, and scheduling feed jobs.\nAct as lead contact for onboarding new clients for the technical operations team\nPerform thorough troubleshooting and analysis using technical tools such as scripting languages, web services tools, and testing tools.\nEscalate Production issues to Engineering if needed.\nWork an on-call rotation schedule for off-hours production support\nWork effectively with customers, partners, contractors and internal team members on a regular basis\nRemain current with strong technical understanding of the flexEngage solution and technology\nAssist the Sales Team on sales calls with prospect’s technical team as needed\nPerforms other duties assigned as related to the role\nREQUIRED QUALIFICATIONS & SKILLS\nStrong knowledge of API interaction and REST\nStrong knowledge of JSON\nGeneral knowledge of BASH and Linux\nGeneral knowledge of HTML and CSS\nExperience in managing a technical team\nExcellent verbal and written communication skills.\nAbility to learn software programs and technology independently and quickly is required\nPREFERRED SKILLS\nExperience in ticketing and tracking systems; proficient in JIRA preferred\nExperience in office tools such as Microsoft Office or GSuite; Proficient in Gsuites preferred\nExperience in Python programming language preferred\nGeneral knowledge of SFTP and SSH preferred\nExperience in project task management and prioritization preferred\nGeneral knowledge of technologies such as: IT networking, internet technologies, web servers a plus\nGeneral knowledge of XML\nWorking knowledge of Java a plus but not necessary\nExperience with Microsoft Office Scripts or Google Apps Scripts a plus but not necessary\nExperience with JavaScript a plus but not necessary\nExperience with Handlebars a plus but not necessary\nFluency in other languages (ex: Spanish, French, German, Chinese) a plus but not necessary\nCOMPENSATION\nflexEngage offers a competitive compensation plan in line with the candidate’s experience and ability to drive results at target retailers. Compensation consists of an annual base salary, stock options, 401k match, Medical/Dental/Vision coverage options, unlimited PTO, flexible/remote schedules.\nWHY YOU’LL LOVE WORKING WITH US\n? Career mentorship\n? Passionate founders\n? Opportunity to create something – be part of an early stage startup in a fun industry\n? Opportunity to make a difference – your work will truly matter\n? Great personal upside potential – in learning, earnings, and future exit potential\n? Your voice will matter!","datePosted":"2026-04-12T20:29:42.621Z","dateModified":"2026-04-12T20:29:42.621Z","hiringOrganization":{"@type":"Organization","name":"Flexengage","sameAs":"https://jobsearcher.com"},"jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Remote","addressRegion":"OR","addressCountry":"US"}},"identifier":{"@type":"PropertyValue","name":"JobSearcher","value":"c97b5b01642bef77414a2a7c"},"url":"https://jobsearcher.com/jobs/c97b5b01642bef77414a2a7c"}}