Outside Sales Representative (NY, Chicago, LA, SF, Miami, Dallas)

This listing is synced directly from the company ATS.

Role Overview

This is a mid-level Outside Sales Representative role focused on B2B sales in key U.S. markets, requiring 3-6 years of experience. Day-to-day responsibilities include driving outbound prospecting, building strategic partnerships with property owners and developers, managing a high-activity pipeline, and closing multi-site agreements through consultative selling. The hire will work independently as a hunter to expand the company's digital media footprint, impacting growth by securing long-term deals and providing market intelligence.

Perks & Benefits

The role is fully remote, likely with flexibility in time zones given the national market focus, and offers opportunities for career growth in a fast-scaling tech environment. Benefits may include a competitive commission structure, CRM tool access like HubSpot, and a collaborative culture that values innovation and building from the ground up. It suits professionals motivated by ambiguity and high-impact sales in a dynamic startup setting.

Full Job Description

Life Space Digital is reshaping the out-of-home media landscape through the deployment of digital screens in high-traffic office, multifamily, and retail environments. Our platform delivers content-rich experiences and targeted advertising directly to building occupants and visitors — starting in elevators, lobbies, and shopping center concourses. Backed by an experienced leadership team and aggressive growth targets, we are scaling across key U.S. markets with a focus on speed, precision, and long-term value for our partners.

We are seeking Outside Sales Representatives to drive growth across key markets by building strategic partnerships with owners, developers, and operators in the office and multifamily space. You will develop territory strategies, cultivate new relationships, and guide deals from prospecting through close. This role is suited for a high-performing sales professional with strong real estate aptitude, proven ability to open doors and build trust from scratch, and the drive to exceed targets in a fast-scaling environment.

We partner directly with leading property owners to modernize buildings, elevate tenant experience, and unlock new revenue opportunities through digital media. At Life Space Digital, we combine high design with smart technology to redefine what people expect from everyday spaces.

Your Focus in the Sales Funnel:

  • Drive outbound prospecting and relationship-building with new accounts

  • Execute high-volume outreach and convert leads into qualified opportunities

  • Navigate complex sales cycles and close multi-site partnerships

What you'll get to do in this role:

  • Identify and pursue new business opportunities across assigned markets

  • Build relationships with property groups and portfolio owners from initial contact through partnership

  • Manage a high-activity pipeline with strong conversion metrics and deal velocity

  • Close long-term, multi-site agreements through consultative selling and value demonstration

  • Collaborate with internal teams to refine messaging and improve sales processes

  • Provide market intelligence on landlord priorities, competitive landscape, and emerging opportunities

Who you are:

  • Three to Six years of B2B sales experience, ideally with exposure to commercial real estate, property management, multifamily, hospitality, or facility management buyers

  • Proven success in quota attainment through high-activity prospecting and relationship building

  • Experience selling into property-related verticals — you understand how buildings are managed, who makes buying decisions, and how to position value to property stakeholders

  • Strong hunter mentality with the ability to create opportunities, build trust quickly, and close deals independently

  • Excellent communication and presentation skills with the ability to engage property executives and decision-makers

  • Comfortable with ambiguity and motivated by the opportunity to build something from the ground up

  • Proficiency with CRM systems (HubSpot experience preferred)

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