[Remote] Account Executive – Full Cycle Outbound (Cold Calling Heavy) - Remote - Feb 2026 Start at Flamingo

Note: The job is a remote job and is open to candidates in USA. Flamingo is a Resident Retention Platform that helps large apartment companies boost resident retention with an all-in-one platform. The Account Executive role is designed for top-performing SDRs with outbound experience, focusing on high-volume cold calling, generating qualified meetings, and closing deals. Responsibilities Use a power dialer to make 80–100 dials/day into assigned building lists Drive first-touch conversations, qualify decision-makers, and pitch Flamingo’s Resident-Led Events App Log every call and outcome in HubSpot CRM Generate 20+ qualified meetings/month through consistent outbound activity Maintain high connect and conversation rates by adapting talk tracks and overcoming objections Run live demos (4–5/week) with property managers and regional decision-makers Present value clearly and handle objections Close ~6 new paying communities per month (~$21.6K ARR) Keep every account fully documented: call notes, decision-maker info, lead status Follow up with hot leads and nurture accounts that aren’t ready yet Work closely with Leadership, Marketing, and Customer Success to align messaging, targeting, and feedback loops Stay up to date on Flamingo’s product, customer success stories, industry news, and competitors Skills 1–3 years in a full-cycle sales or high-volume outbound SDR/AE role Comfort with 80–100 dials/day using a power dialer Track record of setting meetings and closing deals from cold outreach Strong objection handling and resilience — can handle rejection and push through Excellent communication skills, both phone and email Self-motivated and disciplined with a metrics-first mindset Ownership mentality – you take pride in your work and results Positive, coachable and eager to learn Familiarity with HubSpot or another CRM SaaS sales experience (especially SMB SaaS) Experience in multifamily, proptech, or startups Background in customer success, leasing, or property management is a plus Comfortable using LinkedIn Sales Navigator, Apollo, ZoomInfo, or similar tools Benefits Uncapped commission with a clear path to $100,000+. Strong coaching, playbooks, and RevOps support (you’ll never have to build your own sequences). Remote-first team with flexible work hours. Frequent virtual events, in-person meetups, and travel opportunities. Company Overview 400K+ units use Flamingo’s Resident Retention Platform to stop Retention Leak & hit 63%+ retention with one app for everything residents need, less logins for sites, automation for ops, ORM for marketing, & data for execs. It was founded in 2015, and is headquartered in Chicago, Illinois, USA, with a workforce of 11-50 employees. Its website is