Mid-Market Sales Development Representative (f/m/d)

Awin • Chicago, IL

1d • $55,000 - $65,000 • Hybrid

About The Position

As a Sales Development Representative, you will drive new business growth by identifying and nurturing outbound leads, transforming prospects from cold to curious. You will prospect and qualify potential customers, arrange meetings and product demonstrations with Senior Sales Managers, collaborate across departments, and contribute to account expansion opportunities. The role also includes onboarding and training new starters.

Awin offers a four-day Flexi-Week at full pay, a hybrid working model, a monthly work-expense contribution, and furniture to support a home workspace. Benefits include health, vision, dental, and life insurance; 401(k) contributions; paid vacation, sick days, and special leave; and global wellbeing, learning and development, and peer-recognition initiatives. The compensation range is $55,000–$65,000 OTE.

Requirements

• At least 1 year of sales experience.
• Ability to engage prospects strategically, beyond simply sending email cadences.
• Ability to build strong personal connections, handle rejection, and remain persistent.
• Excellent organizational skills and ability to manage shifting priorities.
• Self-motivated, ambitious, entrepreneurial, and proactive approach.
• Proficiency in MS Office.
• Strong verbal and written communication skills.

Nice To Haves

• Sales experience in a fast-paced, high-growth environment.
• Experience with Salesforce and Sales Engagement software such as SalesLoft.

Responsibilities

• Conduct outbound prospecting by phone, email, and social platforms.
• Qualify leads and schedule meetings or product demonstrations with Senior Sales Managers.
• Collaborate with departments including Sales Operations and Marketing.
• Achieve and exceed performance KPIs and sales targets.
• Onboard and train new starters.
• Map potential accounts for expansion or new product lines.

Benefits

• Four-day Flexi-Week at full pay, with one lighter or fully disconnected day per week and no reduction to annual holiday allowance.
• Hybrid working model.
• Monthly work-expense contribution.
• Furniture package to support a home workspace.
• Health insurance, with premiums fully covered for the employee and 50% covered for eligible spouses.
• Vision insurance.
• Dental insurance.
• Life insurance.
• 401(k) contributions.
• Paid vacation and sick days.
• Paid special leaves, including maternity and paternity leave.
• Health and wellbeing initiatives.
• Learning and development through Awin Academy.
• Peer-to-peer recognition programmes.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed