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    Sales Representative

    Careerswift

    🇺🇸 United States
    Remote
    E-Commerce
    Hybrid
    See your match score
    Posted 3 weeks ago
    $45k–$60kOTE

    Hybrid

    Work Type

    Remote

    Vertical

    E-Commerce

    Source

    himalayas

    About this role

    Bilgewater Group is a Chicago-based diversified services company founded in 2003. We operate across two core divisions: food service and care.Our food service division manages a network of quick-service and counter-service locations across the greater Chicagoland area, serving thousands of customers every day at high-traffic venues, including commercial districts, transit hubs, and retail centers.

    ABOUT THE ROLEWe are looking for a Sales Representative to help grow our business by identifying potential customers, building relationships, and supporting the sales process from initial outreach through follow-up. This role is well suited for a motivated communicator who enjoys working with people and achieving results in a remote environment.

    WHAT YOU WILL DO Identify and contact potential customers through phone, email, and other channels Respond to inquiries and provide information about our services Build and maintain relationships with prospective and existing customers Follow up on leads and ongoing sales opportunities Maintain accurate customer and sales information Coordinate with internal teams to support customer needs Keep track of sales activities and follow-ups

    WHAT WE ARE LOOKING FOR Previous experience in sales, customer service, business development, or a similar role Strong communication and interpersonal skills Confident and professional approach to customer conversations Good organization and follow-up skills Comfortable working with computers and customer information systems Self-motivated and able to work independently in a remote environment Reliable internet connection and workspace Legally authorized to work in the United States NICE TO HAVE Previous remote sales experience Experience with CRM or sales management systems Experience in food service, hospitality, retail, or care environments Experience with outbound sales or lead generation COMPENSATION$45,000–$60,000 per year, depending on experience and

    qualifications.HIRING PROCESSApplication Revie

    Tools & Tech Stack

    Outreach

    Commission Structure

    Base Salary

    Not disclosed — ask in interview

    Commission

    Structure not specified

    OTE

    $60k (range: $45k–$60k)

    Ramp Period

    Not mentioned — clarify timeline

    Selling Motion

    Prospecting

    Channel / Partner

    Sell through partners, resellers, or alliances

    Buyer Persona

    C-Suite

    Selling to executive decision-makers

    Requirements at a Glance

    Bachelor's Degree·Required
    Lead Generation·Required skill

    Typical Day — Sales Rep

    High-volume calls50–80/day
    Quick demos6–10/week
    Activity metricsDaily

    Estimates based on role type and selling motion — actual may vary by company.

    Role Signals

    Green Flags

    ✓
    Remote Friendly

    Location flexibility

    E-Commerce — Interview Intel

    Typical Sales Cycle

    14–60 days (SMB merchants) · 2–6 months (enterprise retail)

    Common Buyer Objections

    • "Platform migration is too risky mid-season"
    • "Our current solution is "good enough""
    • "Need to see ROI within first quarter"
    • "Integration with our fulfillment stack"

    Key Industry Metrics

    GMV (Gross Merchandise Value)Conversion RateAOV (Average Order Value)CAC:LTV RatioReturn RateCart Abandonment Rate

    Hot Topics to Reference

    • • Social commerce and TikTok Shop
    • • AI-powered personalization
    • • Headless commerce architecture
    • • Same-day delivery expectations

    Use these insights to speak the buyer's language in interviews.

    Tags

    Sales
    —

    Why are you interested in this role?

    Template question
    —

    What motivates you in a sales environment?

    Template question
    —

    How do you handle rejection?

    Template question
    Research Careerswift's product, recent news, and key competitors
    Prepare 2-3 specific deal stories with quantifiable outcomes
    Prepare to discuss your home office setup and self-management discipline
    Review the job description and map your experience to each requirement
    Role Insights

    This sales representative position with Careerswift offers an opportunity to develop your sales career in a competitive market.

    Revenue targets may be tied to merchant onboarding or GMV growth.

    This remote-friendly role provides geographic flexibility while maintaining access to a e-commerce market.

    The compensation range of $45k–$60k OTE suggests a standard package for this market segment.

    Are you a closer?

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