Aspire
Aspire is hiring: Western Media Sales Representative in Chicago
Aspire, Chicago, IL, US, 60290
NOW HIRING: Western Media Sales Representative
Remote - Midwest United States
$80,000 Base + $40,000 Commission at Plan + $20,000 Addendum Package
OTE: $120k+ (uncapped commission)
️ Start Date: January
Are you a pioneering sales professional who loves building relationships, winning new business, and creating an impact through media solutions? This fully remote, territory-based role offers the chance to partner with respected brands in the fire, EMS, and first responder sectors, combining travel, flexibility, and strong earning potential.
What You'll Do
Manage a Midwest territory with regular travel for client visits, trade shows & events
Bring in 15-20 new clients annually, generating $180k-$300k in new business
Inherit and grow 65+ established accounts worth $1.5M-$1.8M annually
Create tailored, cross-channel media proposals
Build strong client relationships and deliver measurable marketing results
Stay ahead of digital media trends & innovations
Use Salesforce to manage pipelines, forecast and convert revenue
Represent the business at key industry events (next major event: April - 37,000 attendees!)
What You'll Work With
You will receive warm inbound leads from a strong marketing engine - and will also be expected to generate self-sourced opportunities through outreach, networking, and market development.
You will:
✔️ Qualify prospects
✔️ Identify pain points
✔️ Book and run meetings
✔️ Close new opportunities
What You Bring
2+ years' sales experience (media, B2B, or digital advertising is ideal)
Proven success winning new business and growing accounts
Confident presenter with excellent communication skills
Strong negotiation & consultative selling ability
Highly organised with strong diary & pipeline management discipline
Salesforce proficiency
Creative, commercially minded, and comfortable in a commission-driven environment
Experience in Fire/EMS/First Responder markets is a bonus
Preferred Territory Coverage
Illinois
Indiana
Minnesota
Wisconsin
Michigan
Montana
Wyoming
North Dakota
South Dakota
Interview Process
Teams interview focused on sales capability, methodology, pipeline & closing
Discussion exploring digital marketing knowledge
Competency-based interview + candidate presentation
Final deep-dive meeting
Training & Support
Brand & product knowledge
Audience insights
Salesforce
Media processes & workflows
Why This Role Stands Out
⭐ Competitive compensation + uncapped earnings
⭐ Remote flexibility with approx. 30% travel
⭐ Work with respected brands in the fire/rescue community
⭐ Supportive team culture
⭐ Make a meaningful contribution within the first responder space
Interested? Apply now and take the next step in your media sales career!
We Are Aspire Ltd are a Disability Confident Commited employer
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