Strategic Mid-Market SDR — Remote, Flexible Week

Awin; Chicago (IL); On-site; USD 55,000 - 65,000; Full time

Benefits offered by this job

Flexi-Week

Flexi-Office

Work Expense Allowance

Home Office Furniture

Medical & Life Insurance

401(k)

Paid Vacation & Time Off

Job summary

Awin in Chicago, IL is seeking a Sales Development Representative to drive new business growth by identifying and nurturing outbound leads, turning prospects from cold to curious.

You will manage outbound prospecting, qualify leads, and schedule meetings with Senior Sales Managers, while collaborating with Sales Ops and Marketing to hit KPIs and sales targets. The role is hybrid with a comprehensive benefits package.

Qualifications

• 1+ years of sales experience in a fast-paced, high-growth environment.
• Ability to engage prospects with a strategic lens beyond basic email cadences.
• Proven ability to build strong personal connections, handle rejection, and stay persistent.

Responsibilities

• Outbound prospecting through phone, email, and social platforms.
• Qualifying leads and scheduling meetings or product demonstrations with Senior Sales Managers.
• Collaborating with Sales Operations and Marketing.
• Achieving and exceeding performance KPIs and sales targets.
• Onboarding and training new starters.
• Mapping potential accounts for expansion or new product lines.

Skills

Sales experience

Strategic prospecting

Relationship building

Organizational skills

Self-motivated/entrepreneurial

Communication skills

Tools

Salesforce

SalesLoft

MS Office

Job description

Awin in Chicago, IL is seeking a Sales Development Representative to drive new business growth by identifying and nurturing outbound leads, turning prospects from cold to curious.

You will manage outbound prospecting, qualify leads, and schedule meetings with Senior Sales Managers, while collaborating with Sales Ops and Marketing to hit KPIs and sales targets. The role is hybrid with a comprehensive benefits package.