Digital Billboard & Marketing Sales Representative (1099 Contractor)

Location: Clackamas County, OR

Company: Transparent Media

Compensation: 100% Commission (20% new business, 5% recurring, 100% first‑month billboard revenue)

About the Role

Transparent Media is expanding our indoor digital billboard network and digital marketing services across Clackamas County. We’re looking for disciplined, structured, and ambitious sales professionals who thrive in a fast‑moving environment and want the freedom to build their own book of business.

This is a sales‑first role. Your focus is simple: connect with local businesses, understand their marketing needs, and sell advertising solutions that help them grow. Once a campaign is implemented correctly, you are hands are free — no ongoing account management or fulfillment work. Just sales.

As a 1099 independent contractor, you control your schedule, your pipeline, and your income.

What You’ll Sell

You’ll represent a modern, high‑impact suite of advertising and marketing solutions, including:

Indoor digital billboard advertising placements across Transparent Media’s network
Digital marketing services tailored to local businesses
AI‑driven lead generation systems that help clients attract and convert customers
Websites and digital assets supported by AWS infrastructure for speed, reliability, and scalability
Bundled advertising packages that combine billboard + digital + AI tools for maximum impact

These tools give you a strong competitive edge when speaking with business owners.

Compensation Structure

This role is 100% commission, designed to reward high‑performing closers:

20% commission on all new business
5% monthly recurring commission on renewals and ongoing services
100% of the first month’s indoor billboard revenue

There is no cap on earnings. Your income is directly tied to your effort and discipline.

What You’ll Do

Prospect and engage local businesses throughout Clackamas County
Present Transparent Media’s billboard network, digital marketing services, and AI‑driven solutions
Build relationships with business owners, marketers, and decision‑makers
Move quickly on client needs and follow up with urgency
Close deals and hand off campaigns for implementation
Maintain a consistent pipeline and structured sales process

We’re looking for individuals who are:

Disciplined — you manage your time and pipeline with intention
Structured — you follow a repeatable, proven sales process
Ambitious — you want uncapped earning potential
Fast‑moving — you respond quickly and stay ahead of client needs
Independent — you’re comfortable operating as a 1099 contractor
Sales‑driven — you want to focus on selling, not fulfillment

If you’re motivated by results, enjoy autonomy, and want a role where your income reflects your performance, this is a strong fit.

Requirements

Prior sales experience (advertising, media, or B2B preferred but not required)
Strong communication and presentation skills
Ability to self‑manage and work independently
Reliable transportation for local travel
Comfort working on 100% commission as a 1099 contractor

Why Transparent Media

Flexible schedule — you work when and how you want
No micromanagement — you run your own book
High‑value product with strong demand from local businesses
Recurring revenue opportunities
Clear, simple compensation structure

Job Types: Full-time, Contract

Pay: From $80,000.00 per year

Benefits:

Flexible schedule
Opportunities for advancement

Work Location: On the road

Transparent Media LLC

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