Advertising Sales Representative
TURN YOUR EXPERIENCE INTO UNLIMITED EARNINGS
Ready to Make What You’re Worth?
If you’ve built a track record selling digital or advertising solutions, you already know your value. Now it’s time to capture all of it. Winstar Interactive is looking for proven sales professionals who want complete control over their income and are ready to work for themselves while selling cutting edge advertising technology.
This is not a 9 to 5 job. This is a business opportunity for closers.
SELL TODAY’S HOTTEST CHANNELS
Work with premium inventory across all major digital advertising channels, not just one product. Build integrated strategies that customers actually want, powered by programmatic technology that delivers real results.
📺
Connected TV
Streaming audiences at scale
🎙️
Digital Audio and Podcasts
Engaged listeners, premium placements
🖥️
Display
High performance display networks
🏙️
Digital Out of Home
Real world reach, digital precision
YOUR ADVANTAGE
💰 Complete Control Over Your Income
Your earnings have no ceiling. 15% commission on everything you close, with lifetime payouts on every account you bring in. The more you sell, the more you make. No salary caps. No salary base. Just pure upside.
🚫 No Operational Stress, Just Sales
You focus on what you do best: finding prospects, pitching solutions, and closing deals. Our team handles the rest: strategy, execution, optimization, reporting. We built this so you can spend your time selling, not managing projects or troubleshooting campaigns.
📈 Sell Everything
Unlike other commission roles where you’re stuck with one product, you’ll sell across all four channels. This means more opportunities per prospect, bigger deal sizes, and more revenue per relationship.
⚡ Fast Deals
Campaigns launch in days, not months. Your customers see results fast. They come back for more. You earn recurring commission on their repeat business.
🏠 Work Your Way
Remote. Full autonomy. You decide your schedule, your pace, your pipeline. As long as deals close, nobody’s looking over your shoulder.
WHAT YOU’LL ACTUALLY DO
This isn’t about job duties. It’s about revenue generation.
- ▶ Prospect and build your book of business
- ▶ Pitch integrated media solutions to small businesses, brands, and agencies
- ▶ Close deals for CTV, audio, display, and DOOH campaigns
- ▶ Leverage Winstar’s support team to execute and deliver
- ▶ Collect recurring commission month after month, year after year
THIS IS FOR YOU IF…
THE NUMBERS
Lifetime payouts on all business you manage. Keep earning on client spend for as long as you work here. No cliffs. No penalties. No surprises.
WHAT WE NEED FROM YOU
- 01 5+ years in advertising or digital media sales — we want proven closers, not learners
- 02 Ability to generate new business and close deals independently
- 03 Comfort with programmatic, CTV, audio, display, or DOOH (or willingness to learn fast)
- 04 Strong communication and presentation skills
- 05 Existing industry relationships are a major plus
- 06 Self-discipline to run your own business and pipeline
READY TO OWN YOUR INCOME?
We’re looking for top performers who are done leaving money on the table. If you have the experience, the relationships, and the drive, let’s talk.
Submit your resume, cover letter, and a short note about why you’re ready for this opportunity.
Use subject line: Advertising Sales Representative
Include examples of closed deals or accounts you’ve managed — we want to see your track record.
Winstar Interactive Media is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.