Sales Development Representative-Real Estate
About The Position
OSG is seeking motivated and coachable recent graduates to join their Sales team as a Sales Development Representative. This role is ideal for individuals with curiosity, drive, and a passion for building relationships and solving problems, even without extensive prior experience. The successful candidate will be responsible for selling print, mail, and communication solutions specifically to property management companies, HOAs, and real estate organizations. OSG provides comprehensive industry training. The position involves learning the full sales cycle, from prospecting to closing deals and growing accounts. Daily activities include outbound outreach, attending industry events, conducting needs assessments, and presenting customized solutions to real estate decision-makers. New hires will receive support from experienced teammates and production/operations teams. The role offers territory coverage in the Chicago, IL (Midwest) or Phoenix, AZ (Southwest) markets and requires local travel for client meetings and industry events. This position can be based out of the Carol Stream, IL office or remote in the Phoenix, AZ area.
Requirements
- Bachelor's degree (Business, Marketing, Communications, or related field)
- Genuine interest in sales (internships, part-time sales roles, or side hustles count)
- Strong communication skills and the confidence to pick up the phone
- Organized, self-motivated, and comfortable with CRM tools and Microsoft Office
- Coachable attitude and a competitive streak
Nice To Haves
- Any exposure to real estate, property management, or B2B sales
- Familiarity with print, mail, or marketing services
- Enjoy talking to people
Responsibilities
- Learn the full sales cycle, from finding new prospects to closing deals and growing accounts
- Perform outbound outreach
- Attend industry events
- Run needs assessments
- Present tailored solutions to real estate decision-makers
Benefits
- Health Insurance (EPO & HRA options)
- Dental Insurance
- Vision Insurance
- Short & Long Term Disability
- Flexible Spending Accounts
- Life Insurance
- Accident & Critical Illness Insurance
- Company 401(k) Matching Contribution
- Paid Time Off (PTO)
- Employee Assistance Program (EAP)
- Structured training and mentorship
- A real book of business with cross-sell and upsell opportunities
- Territory coverage in the Chicago, IL (Midwest) or Phoenix, AZ (Southwest) markets
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Number of Employees
1-10 employees
