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Sales Development Representative (Midwest) - MI or IL

AE Perkins

Illinois, United States Remote permanent

Posted: January 9, 2026

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Quick Summary

The Sales Development Representative is responsible for driving sales growth by diligently following up on existing pipeline opportunities, supporting territory expansion, setting qualified appointments for the sales team and driving specific, measurable outcomes.

Job Description

NOTE: The ideal candidate for this role resides in Michigan or Illinois.

Position Summary:

The Sales Development Representative is responsible for driving sales growth by diligently following up on existing pipeline opportunities, supporting territory expansion, setting qualified appointments for the sales team and driving specific, measurable outcomes.. The ideal candidate is a service-oriented, motivated, and competitive self-starter who is comfortable with cold calling, utilizing CRM tools, and analyzing sales data. This role is essential in introducing the Ameriflex business model to prospective clients, assisting with territory growth, and achieving ambitious client acquisition and revenue targets.

The Sales Development Representative will play a key role in supporting the company’s growth by driving client acquisition, nurturing existing client relationships, and meeting sales performance goals. This position requires a proactive, self-motivated individual who excels in a sales-driven environment and has a passion for helping clients achieve their objectives.

Principal Duties & Responsibilities:

• Sales Prospecting & Outreach:
• Utilize CRM and other company resources to consistently prospect, qualify, and conduct cold calls/emails to potential clients. (Advanced)
• Collaborate with Client Experience teams to upsell additional Ameriflex products to existing clients. (Intermediate)
• Schedule new business meetings and current client meetings for territory VPs of Sales and Regional Sales Managers (RSMs). (Intermediate)

• Maintain a thorough understanding of Ameriflex products, services, and overall sales strategies, effectively communicating these to brokers and clients. (Intermediate)

• Sales Support & Client Engagement:
• Participate in virtual meetings with clients and prospects alongside assigned regional sellers to support sales initiatives. (Intermediate)
• Conduct portal and technology demonstrations for current and prospective clients to showcase Ameriflex solutions. (Intermediate)

• Pipeline Management & Reporting:
• Use CRM tools to track sales opportunities, manage the sales pipeline, and maintain territory management records. (Intermediate)
• Meet and exceed daily, monthly, and annual targets for scheduled meetings, sales activities, and performance objectives. (Advanced)
• Maintain and report on daily performance metrics to monitor progress toward sales goals. (Advanced)

• Brand Representation & Learning:
• Act as a brand ambassador for Ameriflex by communicating the value of the company's solutions over the phone, virtually, and in person. (Advanced)
• Continuously learn about Ameriflex products, services, and the employee benefits market to enhance sales effectiveness. (Intermediate)

• Collaboration & Continuous Improvement:
• Partner with territory sales leaders and other internal teams to refine sales strategies and improve client acquisition approaches. (Intermediate)
• Identify opportunities to enhance sales processes and contribute to the development of best practices within the sales organization. (Intermediate)
• Maintain proper business etiquette and professionalism in all communications, including email, phone calls, and in-person meetings. (Advanced)


Requirements:
Knowledge, Skills, and Abilities Required:

• Sales Skills & Abilities:
• Demonstrated ability to conduct outbound phone sales and manage the sales process from prospecting to closing. (Advanced)
• Strong negotiation and problem-solving skills, with a solutions-oriented mindset. (Intermediate)
• Ability to clearly articulate the value of professional services to qualified prospects and clients. (Advanced)

• Communication & Interpersonal Skills:
• Excellent verbal and written communication skills, with a professional demeanor and positive attitude. (Advanced)
• Ability to listen effectively, analyze client needs, and offer appropriate solutions. (Advanced)
• Experience in building relationships and engaging with clients in a B2B environment. (Intermediate)

• Technical Proficiency:
• Proficient in CRM tools (Salesforce), Google Suite Apps products (Sheets, Docs, Slides), and internet search tools for prospecting. (Intermediate)
• Experience using CRM systems for tracking sales activities and managing client data. (Intermediate)
• Comfortable with technology and tools used for virtual presentations and communication (e.g., Zoom, Teams). (Intermediate)

• Organizational & Time Management Skills:
• Strong time management abilities to prioritize tasks effectively and meet tight deadlines. (Advanced)
• Capability to thrive in a fast-paced, high-volume work environment, such as sales, collections, telemarketing, or customer service. (Advanced)

Credentials & Experience:

• Education:
• Associate’s Degree or Bachelor’s Degree preferred, but not required.

• Experience:
• 1-2 years of B2B sales experience or business-to-consumer service experience preferred.
• 1-2 years of cold calling experience, with a proven track record of success.
• Experience in business development, customer engagement, or account management is an advantage.


Benefits:
NOTE: The base salary for this position is between $50,000.00 - $55,000.00 annually with monthly and annual bonus potential.

BENEFITS

• Medical Insurance
• Vision Insurance
• Dental Insurance
• 401(k) Matching
• Flexible Spending Accounts
• Health Savings Accounts
• Disability & Life Insurance
• Employee Assistance Program
• LegalShield
• ID Shield
• Commuter Reimbursement Plan
• Tuition Reimbursement

Bonus Pay

• Commission is paid on actual revenue invoiced for services sold
• Commission rates on products and services range from 8-18% depending on number of products sold, new or existing client and pricing structure
• Commissions are paid with the last paycheck of each month for the revenue invoiced from the previous month

ADDITIONAL BENEFITS INCLUDE:

• Wellable membership
• Telescope Health (telehealth) through Accresa
• Intellect (mental health) application
• Employee engagement activities, including voluntary events, raffles, book club, and more!

PHYSICAL DEMANDS AND WORKING CONDITIONS:

Work in an office environment; sustain posture in a seated position for prolonged periods of time; use hands to grasp and reach; occasionally stoop or kneel; see, hear, and speak with sufficient acuity to successfully perform all aspects of the job; use telephone and write or use a keyboard to communicate through written means; lift up to ten pounds of weight.

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