Business Development Sales Representative

Lightyear Media is hiring a proven Business Development Sales Representative to drive recent business for our premium digital screens in Times Square.

This is not an entry-level role. We’re looking for a true outbound hunter — someone who knows how to break into enterprise accounts, engage senior decision-makers, and consistently generate qualified pipeline.

You will own the top of the funnel and play a critical role in driving revenue by opening doors with top brands across North America & the world.

What You’ll Own
Full outbound prospecting strategy into enterprise and Fortune 500 accounts
Direct engagement with C-level, VP, and Director-level decision-makers
Building and managing a high-quality, conversion-focused pipeline
Turning market insights and company news into compelling outreach angles
Driving qualified opportunities that convert into revenue

What You Bring
2+ years of outbound sales / business development experience (media, advertising)
Proven track record of hitting or exceeding pipeline and/or revenue targets
Confidence selling to senior executives and navigating complex organizations




Strong discovery and qualification skills (you know what a real chance looks like)
Ability to craft personalized, insight-driven outreach — not generic messaging
High activity, high ownership mindset

Your Day-to-Day
Execute strategic, high-volume outbound
Research target accounts, campaigns, and industry trends to develop a strong approach
Qualify prospects based on budget, timing, and fit
Deliver sharp, value-driven pitches for premium OOH advertising
Partner with leadership and production to move deals toward close

What Success Looks Like
You consistently generate high-quality, sales-ready opportunities
Your outreach converts into meaningful conversations with the right stakeholders
You build a strong, predictable pipeline month over month
You take ownership of your number — and hit it

Why This Role Stands Out
Sell premium advertising inventory in one of the most iconic locations globally
High visibility impact — your work directly drives revenue
Performance-driven culture with strong earning potential
Chance to work with major brands and enterprise clients
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📌 Business Development Sales Rep Oakville
🏢 LightYearMedia
📍 Oakville