Sales Development Representative-Real Estate

Ready to launch your sales career? We want to talk to you .OSG is looking for hungry, coachable recent grads to join our Sales team. You don't need years of experience — you need curiosity, drive, and a genuine passion for building relationships and solving problems.You'll sell print, mail, and communication solutions to property management companies, HOAs, and real estate organizations. We'll teach you the industry. You bring the energy!You'll learn the full sales cycle — from finding new prospects to closing deals and growing accounts. Day to day, that means outbound outreach, attending industry events, running needs assessments, and presenting tailored solutions to real estate decision-makers. You'll be paired with experienced teammates and supported by our production and operations teams, so you're never figuring it out alone.What We're Looking ForBachelor's degree (Business, Marketing, Communications, or related field)Genuine interest in sales — internships, part-time sales roles, or even side hustles countStrong communication skills and the confidence to pick up the phoneOrganized, self-motivated, and comfortable with CRM tools and Microsoft OfficeCoachable attitude and a competitive streakBonus PointsAny exposure to real estate, property management, or B2B salesFamiliarity with print, mail, or marketing servicesYou actually like talking to peopleWhat We OfferStructured training and mentorship — we invest in your developmentA real book of business with cross-sell and upsell opportunitiesTerritory coverage in the Chicago, IL (Midwest) or Phoenix, AZ (Southwest) marketsLocal travel for client meetings and industry eventsA team that rewards hustle, not just tenureThis role is based out of our Carol Stream, IL office or remote in Phoenix, AZ area.Ready to break into sales with a company that'll actually teach you the craft? Apply now.BenefitsHealth Insurance (EPO & HRA options)Dental InsuranceVision InsuranceShort & Long Term DisabilityFlexible Spending AccountsLife InsuranceAccident & Critical Illness InsuranceCompany 401(k) Matching ContributionPaid Time Off (PTO)Employee Assistance Program (EAP)OSG offers equal employment opportunity and will not discriminate on the bases of race, religion, color, sex (including pregnancy, gender identity, and sexual orientation), parental status, national origin, age, disability, family medical history or genetic information, political affiliation, military service, or other non-merit based factors.