Territory Sales Representative - Advertising Subscription Sales - Base Salary to

Territory Sales Representative - Advertising Subscription Sales - Base Salary to 65k/year - Bloomington, IL
Our client, a well‑established subscription‑based advertising company, is seeking a Territory Sales Representative for their established Illinois region to be based in Bloomington, IL or another central location relative to this territory for a base plus commission sales role. The position focuses on developing relationships with local businesses and community partners to generate recurring subscription revenue that supports community‑based initiatives. New hires will participate in a structured 3–6 week training program, including field mentorship and ride‑alongs, followed by ongoing coaching and development to support continued success in the role.

Responsibilities

Manage and grow a protected, geographically assigned territory through consistent in‑person sales activity

Conduct

50–60 face‑to‑face sales calls per week

with small businesses, funeral homes, and community sponsors

Generate new business through prospecting, referrals, and repeat visits within assigned towns

Close

6–8 new sales per week

while actively working within a territory

Maintain and track pipeline activity, leads, and customer interactions

Renew existing accounts on a

two‑year sales cycle

Travel

3–4 nights per week

within the assigned territory

Submit contracts, sales activity reports, and required documentation on a weekly basis

Participate in ongoing training, coaching, and ride‑alongs with sales leadership

Qualifications

1+ years of outside B2B sales experience with in‑person client interaction

Documented experience conducting high‑volume in‑person sales calls (e.g., 30+ per week)

Experience closing new business in a quota‑driven or commission‑based sales role

Ability to travel overnight 3–4 nights per week within a defined territory, including maintaining reliable transportation for in‑person client visits

Ability to work within a defined geographic territory, including rural or small‑market areas

Compensation

Base salary to $65k/year for first year ramp up, potential to earn more

Transition to commission‑based earnings after approximately 15 months

Top performers earn six‑figure total compensation

$400 weekly travel expense (rolling balance)

$500 monthly car allowance

Medical, dental, vision, life, and disability insurance

401(k) planPaid vacation

Protected territory with opportunities for territory expansion and long‑term leadership roles as the company grows

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