Job Description

About Us We’re Extenteam, a dynamic company revolutionizing the short term vacation rental industry. Our proven business model has generated consistent revenue, and we are now expanding from a professional services model to a scalable tech-based subscription-first model. As a scaling stage startup, we aim to grow our Monthly Recurring Revenue (MRR) to double our revenue by January 2026 by providing an AI assisted SaaS platform that works for all short term rental businesses regardless of their size. Extenteam is on a mission to streamline and support vacation rental businesses by providing top-notch solutions, including guest communication and property management support. We generate revenue through two primary streams: Dedicated Team Members : Providing trained overseas talent with a recurring premium model, replacing one-time recruitment fees. Tailwind - SaaS Platform : A guest communication Software blended with our shared services team, supporting smaller operators typically with less than 50 units - helping Extenteam increase profitability while growing our product market fit and expanding TAM and service levels. Extenteam is a small but mighty team of 50 consisting of Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product and Admin (IT, Data etc). We are spread out across the world but we have hubs in Miami, LA, Medellin, and actively expanding into Europe. Our 50 people core team is supported by 400+ DTMs (dedicated team members) that are servicing our customers. Our Values : Commitment to Excellence : Continuously raising the bar and setting new standards in guest communications and service delivery. Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. Unified Purpose : Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style. Our Leadership Philosophy Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture. To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore thislink . Understanding this mindset will provide valuable context for how we operate and what we value in our team members. Head of Operations / Chief of Staff Location: Hybrid—Miami Reportingto: Founder&CEO We'relookingfora trueoperator —someonewho’sscaledcompaniesfrom$10Mto$100M+ fromtheinside .Hands-on.Sleevesrolledup.Solvingforcomplexity,inefficiency,andgrowthbottlenecksinrealtime. Thisis not astrategistrole. Thisis not forconsultantsormanagerswhositonthesidelines. Ifyou’velivedthroughthewarzoneofscaleandbuilttheopsmachinefromthegroundup, thisistheroleforyou. AbouttheRole As HeadofOperations ,you’llleadandevolveouroperationalbackbone—overseeingHR,Accounting,Finance,CustomerSuccess,ProductOperations,andinternalsystems.You'llworkcross-functionallytoensurewescalewithclarity,efficiency,andprecision. You’llbeakeymemberoftheexecutiveteam,drivingoperationalexcellenceacrossalldepartments,designingsystemsthatunlockscale,andhelpingustransitionfromaservices-ledcompanytoaproduct-firstbusinesswithSaaS-levelperformance. AboutUs We’reatight-knitteamof50,spanningSales,PartnerSuccess,Marketing,HR&Recruiting,Engineering,Product,andAdmin.Weoperateglobally,withhubsin Miami,LA,Medellín ,andexpandingquicklyintoEurope.Ourcoreteamisbackedby400+DedicatedTeamMembers(DTMs)supportingourclients. Ourgoalisto doublerevenuebyJanuary2026 throughTailwind—ournewAI-assistedSaaSplatformthatsupportsoperatorsofallsizeswithguestcommunication,operationalefficiency,andintegratedservices. HowWeWork Beinghands-onandvisionary Stayingclosetoproductandcustomers Solvingproblemsdirectlyandcreatively Workingwithurgencyandownership Wevalueproactiveleadership,accountability,andradicalcollaboration.Thisroleisforsomeonewhothrivesinthatkindofenvironment.

MUST-HAVEREQUIREMENTS—DONOTAPPLYUNLESSYOUCHECKALL

Playedahands-onoperationalleadershiproleina SaaSorprofessionalservicescompany thatgrewfrom $10Mto$100M+inrevenue (or$10Mto$50MARR). Builtsystems,teams,andprocesses—notfromtheory,butby doing . Has 6–8+years insenioroperationsrolesideallyin tech,financialservices,orprivateequity . Drovetransformationalgrowth—suchastransitioningfroma services-basedtoaproduct-basedmodel ,orfrom sales-ledtoproduct-ledgrowth . Deepunderstandingofoperationalfailurepointsandhowtoproactivelysolvethem. Abletomapprocessesvisually,findinefficienciesfast,anddesign/implementscalableworkflows. Comfortableconnectingtoolsandplatforms(evenwithoutdirectAPIwork),withastrongsystems-thinkingmindset. Knowledgewithtoolslike HubSpot,Notion,Slack,Greenhouse andprojectmanagementtoolslike ClickUp . BuiltKPIdashboardsandperformancetrackingsystemsacrossfunctions. Stronganalyticalskillswithexperienceworkingwithlargedatasets,performingROIanalysis,andbuildingdashboardsviano-codetools. Advancedproficiencyin Excel ,withexpertisein financialmodeling,budgeting ,and forecasting .(Wehaveafinancialcontroller,butwewantthisroletobedatadriven) Thinksholisticallyacrossalloperations(HR,CS,FinanceOps,Product,etc.). Balancesstrategicforesightwithtacticalexecution.Getsintheweedswhenneeded. Process-firstmindsetwithhighattentiontodetail,andadaptabilityinfast-changingenvironments—understandstherolemayevolveevery6months. HiredandfiredinHRandCSfunctions. Ledmulti-layered,globallydistributedteamswithclarityandaccountabilityacrosstimezonesandcultures. Communicatesclearlyanddirectly—withtheCEO,clients,partners,andteam. Buildsstrongrelationshipsacrossdepartmentsandattheleadershiptable. Canchallengeandalignwiththefounderconstructively,alwaysputtingthecompanyfirst. Strongwrittenandverbalcommunicationskills,withatrackrecordofaligningstakeholdersanddrivingexecution. Comfortableoperatinginahigh-growth,fast-pacedenvironmentwithchangingpriorities. Willingnessto spend2–4weeksonboardingin-person withthefounder(USorEurope). Thispositionisahybridrole-Thisrolefollowsaflexiblehybridmodel.Tocollaboratecloselywiththefounderandotherkeystakeholders,you’lljoinuson-siteeveryotherweek(orseveraldayseachweek,ifpreferred).Wedon’tenforcearigidpolicy,butregularin-persontimeisimportanttothefounderandisconsideredessentialforyoursuccessintherole. WhoYouAre Youactlikean owner ,notanemployee. Youmovequickly,seearoundcorners,andsweatthedetails. Youdon’tlookforcredit—youlookforoutcomes. WhyJoinUs We'rebuildingsomething ambitiousandcomplex ,andweneedastrongoperatorto buildaworld-classoperationalengine . You’llhaveaseatatthetable,realinfluence,andthechancetodothebestoperationalworkofyourcareer. Ifthissoundslikeyourkindofchallenge— wewanttohearfromyou. Apply for this job * indicates a required field First Name * Last Name * Email * Phone * Resume/CV * Enter manually Accepted file types: pdf, doc, docx, txt, rtf Enter manually Accepted file types: pdf, doc, docx, txt, rtf Education School * Select... Degree * Select... Select... Start date year * End date year * LinkedIn Profile * Why are you interested in this role? * What excites you about Extenteam? * Why are you looking for a new role? * If you were to be selected for this role, when would you be available to start? Do you have a notice period with your current employer? * What type of work authorization do you currently hold? Will you need visa sponsorship at any point? * What are your salary expectations for this role? Please provide a range for the base salary, bonus, and any other compensation components you consider important. (Applications with unclear compensation responses will not be considered.) * Can you confirm your current location? Please specify the city - area where you are based. * As part of the onboarding process, would you be able to travel frequently to our HQ within the first three months? Do you have any commitments, like family or other obligations, that we should consider? * #J-18808-Ljbffr Extenteam

Job Tags

Temporary work, Overseas, Visa sponsorship,

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