Hybrid
Remote
E-Commerce
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
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
Typical Day — Sales Rep
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
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
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
Why are you interested in this role?
Template questionWhat motivates you in a sales environment?
Template questionHow do you handle rejection?
Template questionThis 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.
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