Automation & AI Systems Architect (U.S.-Based Company, India Remote)

Automation & AI Systems ArchitectLocation: Remote (Global)Working Hours: U.S. Eastern Time, overlap requiredEngagement Type: Full-TimeCompany: Gather CircleAbout Gather CircleGather Circle is a U.S.-based, rapidly growing startup built at the intersection of real estate, systems, and education.The company was founded in wholesaling and creative finance, helping investors acquire properties through non-traditional structures. From there, it expanded into short-term rental ownership and operations, building and managing a growing STR portfolio.We are now launching several new business lines, including:A coaching and education program for real estate investorsInterior design services for short-term rental propertiesBookkeeping and financial reporting for real estate operatorsCost segregation studies and tax strategy supportAlongside these services, we operate a growing member community focused on practical execution, not theory. Everything we build is systems-driven, with a strong emphasis on clarity, leverage, and repeatable execution.Role OverviewWe are hiring an Automation & AI Systems Architect to become a long-term, embedded systems leader inside the Gather Circle ecosystem.This role blends visual systems architecture, hands-on implementation, and community leadership. You will designhow work flows, build the systems that run the business, and support our members and paid clients in implementing those same systems.This is not a short-term contractor role. We are looking for a long-term partner who will grow with the ecosystem and help shape its technical foundation.Role Phases & FocusFirst 3–6 Months: Internal Systems BuildYour initial focus will be on internal systems and tools, including:Designing and mapping core operational workflowsBuilding automation-first systems using Zapier, Make, and n8nImplementing AI tooling to reduce manual work and improve decision-makingSupporting the launch of coaching, design, bookkeeping, and cost segregation servicesHardening data pipelines and internal reportingEstablishing system standards and best practicesAfter 3–6 Months: Systems Ownership & Community SupportOnce internal systems are stable, your focus will shift to:Ongoing ownership and optimization of all core systemsManaging and evolving the automation and AI stackSupporting the Circle.so community with systems guidanceHelping members and clients implement tools correctlyLeading paid client implementations when neededActing as the go-to systems authority across the ecosystemWhat You’ll Be DoingVisual Systems Architecture & DiscoveryLead discovery sessions with internal teams, community members, and clientsTranslate messy real-world processes into clear, executable systemsDesign current-state and future-state workflowsMap workflows visually using Miro, Figma, or similar toolsAlign stakeholders before implementation beginsAutomation & ImplementationDesign, build, and maintain automations using Zapier, Make, and n8nReplace manual and repetitive work with resilient system logicOwn workflows end-to-end, from design through optimizationSolve edge cases and ambiguous challenges with confidenceBuild systems that scale without unnecessary complexityAI & LLM EnablementBuild custom GPT and Claude wrappers for operational useApply AI to workflows involving data cleanup, enrichment, analysis, and decision supportTurn AI into dependable tools teams rely on dailyContinuously identify new opportunities for AI leverageCommunity Leadership & Client ImplementationBe a visible, trusted presence inside our Circle.so communitySupport members with automation, AI, and systems implementationTeach systems thinking using real workflows and toolsSupport and lead paid client implementationsRepresent best practices across Gather CircleFuture Projects & Platform OwnershipYou will be expected to spearhead new technical initiatives, including:Building and managing a GoHighLevel white-label instanceDesigning and implementing custom property management pagesCreating new internal tools as the ecosystem growsEvaluating and integrating new SaaS platformsOwning technical execution for new services and programsCommunication & DocumentationComfortable creating and sharing Loom videos for:Internal team walkthroughsCommunity educationClient implementations and supportAble to clearly explain systems, workflows, and decisions asynchronouslyUses video and written communication to reduce meetings and increase clarityTool Stack You’ll Work WithZapierMaken8nGoHighLevelMiro, Figma (or similar workflow tools)SlackSmartSuiteClose CRMCircle.soHostawayBreezewayPriceLabsGoogle WorkspaceLoomYour role is not to connect tools.Your role is to make them run the business.Who We’re Looking ForA-player systems thinker with strong execution abilityComfortable designing visually and implementing technicallyDeep hands-on experience with Zapier, Make, and n8nConfident tackling complex SaaS, automation, and AI challengesComfortable leading discovery and owning ambiguous projectsClear communicator who can present systems simply and confidentlyComfortable being visible and trusted in a community settingSelf-directed, accountable, and outcome-focusedWhat Success Looks LikeInternal systems launch cleanly and scale smoothlyManual work continues to disappearAutomations run reliably with minimal oversightAI tools are embedded into daily operationsTeams and members trust system guidanceCommunity members implement systems successfullyYou become a core systems pillar inside Gather CircleWhy This Role MattersThis role is a technical cornerstone of the Gather Circle ecosystem.The systems you design and own will directly impact how fast we scale, how effectively our services launch, and how well our members succeed.We are building something long-term.We want someone who wants to build it with us.

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