Billboard Connection | 1460 S McCall Rd, #3G, Englewood, FL 34223 | On-site, Full-time
Pay: $38,000–$45,000 base, plus commission | OTE $55,000–$70,000+
The role
Billboard Connection is looking for someone who can own a sales pipeline from first call to close, who's just as comfortable jumping in to keep a deal moving behind the scenes and who has a desire to grow into a leadership position in the future.
All client contact happens by Zoom and phone — no windshield time, no in-person pitch meetings. That means how fast and how clearly you follow up matters more than how polished you look in a room. If you're the kind of person who replies quickly, listens before you talk, doesn't let things sit and feels a desire to grow, this role was built around that.
About Billboard Connection
Since 1997, Billboard Connection has helped companies and agencies of every size find, negotiate, and secure premium out-of-home billboard locations across the U.S. — published and unpublished. We know this market cold, and our clients count on us to move.
What you'll do
Sales (the majority of the role)
- Take leads from first contact through close — by phone and Zoom, start to finish
- Run qualifying calls that get to the real need quickly
- Present and negotiate proposals over video, not in person
- Build real relationships with clients — the kind that lead to repeat business, not just a signed contract
- Stay on top of your own pipeline and follow up before anyone has to ask you to
Media buying & coordination (the rest of it)
- Research, negotiate, and secure billboard placements with vendors and partners
- Track production timelines and catch issues early, before they become client problems
- Monitor call quality from our answering service and flag what needs improving
- Move between tasks easily — this role covers real range, and that's by design, not overflow
What you bring
- 1+ year of sales experience — B2B preferred, but a strong track record in any direct sales environment will get a look
- Someone who can work independently, but genuinely wants to stay connected to a team, not just check in when required
- Leadership skills
- Easy to work with — low-drama, cooperative — but not afraid to say the direct thing when it needs saying
- Comfortable with a pace that moves. Priorities shift, deals move fast, and you'd rather adjust and keep going than get thrown off
- Careful and detail-oriented without needing everything perfect before you move — you catch what matters and keep momentum
- Enjoys building things and working inside a process — this isn't a role for someone who needs to reinvent the wheel, or one who can't function without a script
- Proficient in Microsoft Office/Outlook; comfortable in Excel
Where this can go
This role is built for what the business needs today. That said — for the right person, there's real room to grow here, including future leadership opportunity down the road (2 to 5 years). That's not a promise made on day one. It's something we build toward together, once you've made yourself essential in the role you're actually hired for.
Compensation & benefits
- Base salary $38,000–$45,000, based on experience, plus uncapped commission
- 401(k) matching
- Paid time off
- Monday–Friday, full-time on-site in Englewood, FL
Billboard Connection is an equal opportunity employer.
Pay: Up to $45,000.00 per year
Benefits:
- 401(k) matching
- Paid time off
Application Question(s):
- Are you comfortable with a base pay plus commission structure?
- If given a growth path into leadership in the future (2 to 5 years), would this position still be of interest to you?
Experience:
- Media sales: 1 year (Preferred)
- B2B marketing: 1 year (Required)
Language:
Shift availability:
Ability to Commute:
- Englewood, FL 34223 (Required)
Work Location: In person
