Business Development Representative -BDR – Time Square Digital Billboard Advertising Sales

Just Sales Jobs; Oakville; Hybrid; CAD 63,000 - 77,000; Full time

Benefits offered by this job

Uncapped commission

Health benefits

Education reimbursement

Training programs

Job summary

Just Sales Jobs seeks a Business Development Representative to sell premium Times Square advertising to US brands. You will self-source leads, cold-call CEOs/CMOs, and deliver tailored media kits, with 100% new business development. Hybrid Oakville office with US territory, reporting to the VP of Sales.

Base salary is CAD 70,000 with uncapped commission; Year 1 OTE ranges from CAD 100,000 to CAD 210,000, and top performers reach CAD 340,000. Training and growth paths are provided.

Qualifications

• Self-source your own lead lists daily using AI-assisted prospecting tools.

Responsibilities

• 100% New Business Development.
• Self-source fresh lead lists every day.
• Cold-call directly into the C-suite (CEO/CMO).
• Deliver tailored media kits and hand opportunities to VP of Sales.
• Shadow the close to build full-cycle skills.

Skills

Cold-calling

B2B outbound sales

AI prospecting

Lead sourcing

Communication

Education

High school diploma

Tools

AI prospecting tools

Lusha

Microsoft Teams

Microsoft Word

Job description

As a Business Development Representative, you will sell premium digital advertising on an iconic large-format screen in the heart of Times Square to senior executives at U.S. brands. You will cold-call directly into the C-suite — CEOs and CMOs — at companies of roughly $20M or more in revenue across tourism, hotels, travel, food and beverage, and Fortune 500 brands. This is a 100% new business development role: you self-source your own lead lists every day using AI-assisted prospecting tools — no warm leads or lists are provided. Your territory is the entire United States, prospected by phone from the Oakville head office on a hybrid schedule. These are multiple new openings on an expanding outbound team, reporting to the VP of Sales. The base salary is $70,000 CAD, plus uncapped commission.

COMPENSATION & BENEFITS

• $70,000 CAD base salary, plus uncapped commission
• Year 1 OTE: approximately $100,000 – $210,000 CAD, depending on deals closed
• Year 2 OTE: increases with tenure and pipeline as you build experience
• Top-performer OTE: approximately $340,000 CAD
• Uncapped commission, paid monthly on every closed deal — you keep your full commission even though the VP of Sales runs the final close
• Company-paid health benefits plus a health benefit allowance
• Employee recognition, gifts, and rewards
• Further-education reimbursement
• Company social events and bonus trips
• 10 vacation days, 5 sick days, and 5 personal days
• Five U.S. holidays plus paid time off between Christmas and New Year’s
• New external sales-training program being introduced

THE COMPANY & CULTURE

Our client was founded approximately 20 years ago and is a privately held, family-founded company now operating under new ownership and a new CEO. The team is roughly 19 people company-wide and is actively scaling. Based in Oakville, Ontario, the company sells premium digital advertising on an iconic large-format screen in the heart of Times Square — brands buy a full-year run, sold directly to senior executives.

The culture is family-like, people-first, and high-energy, with a young, hungry sales floor and an old-school sales spirit — a closed deal still earns a champagne toast on the floor. The company has been through a significant leadership change and now operates under a positive, nurturing, and structured culture. Brands that have run on the screen include Samsonite, Live Nation, Hard Rock Cafe, Cadillac, Iceland Air, Nassau Tourism, and Parlux.

OFFICE LOCATION & SALES TERRITORY

• Head office: Oakville, Ontario
• Work arrangement: Hybrid — 3 days in office (Monday, Thursday, Friday) and 2 days remote (Tuesday, Wednesday)
• Sales territory: National United States — no geographic boundaries or assigned accounts; reps self-source nationally and qualified prospects are protected through the sales cycle
• Ideal candidate location: GTA West, within commuting distance of Oakville (roughly 45 minutes), given the 3-day in-office requirement
• Working hours: 8:00 a.m. – 4:00 p.m., 40 hours per week, aligned to U.S. business hours — no mandatory evenings or weekends
• Overnight travel: None — the role is fully phone- and office-based
• No driver’s licence or vehicle required

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS

• 1–5 years of sales experience — time on the phone matters more than years of tenure
• High-volume, phone-based B2B outbound experience, with genuine comfort cold-calling and holding the attention of C-suite executives (CEO / CMO)
• Media or advertising sales background preferred but not required billboard / transit, radio, TV, digital media, magazine / publication, or event / sponsorship sales; the product will be taught
• Strong door-to-door / B2C canvassers who have moved into B2B are also a fit — the grit that motion builds is valued
• Must be able to self-source leads using AI-assisted prospecting tools and build their own lists
• Education: high school minimum; a degree is not a factor
• No CRM experience required
• Not a fit: pure SaaS / transactional or one-call-close backgrounds; low-activity or order-taker profiles; candidates unwilling to cold-call the C-suite.

TECHNICAL SKILLS

• Microsoft Teams — Basic
• Microsoft Word — Basic
• AI-assisted prospecting and list-building tools — comfort required (e.g., AI research assistants, Lusha)
• No CRM experience required — there is no CRM in use

THE PRODUCT / SERVICE / SOLUTION

• Premium digital advertising on an iconic large-format screen in the heart of Times Square
• Full-year advertising runs — a brand stays on the screen for a full year, including every premium holiday with no blackouts and no holiday premium
• Customized media kits produced in-house for interested brands

PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S)

• U.S. brands of roughly $20M or more in revenue
• Verticals: tourism boards, hotels, travel, food and beverage, and Fortune 500 brands
• Customers are located nationwide across the United States
• Decision-makers: the C-suite — CEO and CMO — reached directly

SALES CYCLE / ORDER VALUE / ACCOUNT SIZE

• Each deal is a full-year advertising commitment — a high-value annual contract
• The motion is fast at the BDR stage: open with a tailored hook, deliver the pitch, and trigger a customized media kit
• Once a media kit goes out, the VP of Sales takes over follow-up and the close; the rep shadows the close to build full-cycle skills

COMPETITIVE ADVANTAGES

• The only full-year run in the market — competitors sell one-week to one-month, high-share-of-voice campaigns, while this product keeps a brand on the screen for a full year
• Every premium holiday included (New Year’s, Christmas, Black Friday, Thanksgiving) with no blackouts and no holiday premium
• Iconic, high-traffic Times Square location with a New Year’s Eve ball-drop backdrop and social amplification
• A long-term branding position sold direct to the C-suite — not a short-term performance buy
• An established roster of recognizable national and global brands

TYPICAL DAY & DUTIES

• 100% New Business Development

On a typical day you will self-source a fresh lead list using AI-assisted prospecting tools, cold-call directly into the C-suite at U.S. brands, deliver a tailored hook and the Times Square pitch, and — when an executive is interested — trigger a customized media kit and hand the opportunity to the VP of Sales. You will also sit in on post-kit follow-up calls to build full-cycle skills.

LEADS

• 100% self-sourced and self-prospected through daily cold outreach — you build your own lists
• 0% warm or supplied leads, with the rare exception of an occasional trending social-media lead pushed out by the VP’s executive assistant
• Lead sources: AI-assisted prospecting and list-building tools; you continuously research industries, brands, and trending social moments to identify timely prospects
• High daily outbound talk time and call volume are core expectations of the role

OVERNIGHT TRAVEL

• None — 0%. The role is fully phone- and office-based; no vehicle or licence is required

SUPPORT & TRAINING

• Full product training on the Times Square offering — media or advertising experience is not required
• Hands-on coaching from the VP of Sales, an 18-year Times Square media-sales veteran who closes the deals and coaches reps toward the Account Executive path
• You sit in on post-kit follow-up calls and negotiations to build objection-handling and full-cycle competency
• A new external sales-training program is being introduced
• A clear Business Development Representative to Account Executive career path for strong performers

WHY YOU SHOULD APPLY

• Uncapped monthly commission with a real six-figure earnings story — you keep your full commission even though the VP of Sales runs the close, and top performers earn well into the six figures
• A truly iconic product — a full-year run on an iconic Times Square screen, an exciting and easy product to pitch to the C-suite
• A clear path from BDR to full-cycle Account Executive, with mentorship from an 18-year media-sales veteran
• A people-first, high-energy culture that celebrates wins and invests in its reps
• A timely tailwind — Q3/Q4 is peak season and America’s 250th anniversary drives a second New Year’s Eve ball drop in Times Square in 2026
• No vehicle, no licence, and no overnight travel — a phone-based role on a hybrid schedule close to home

EQUAL OPPORTUNITY EMPLOYER

Just Sales Jobs and our clients are equal opportunity employers. We do not discriminate. All candidates are evaluated solely on performance merit and organizational fit.

#IND1