TaivVerified Job Source

VP, National Ad Sales

Winnipeg, MB
Hybrid
Posted Sep 11, 2026
1 position

US$150,000–US$200,000 / year

Opens an external site

Employment type: Full-time
Experience level: Senior · 5+ years
Minimum education: Bachelor’s degree
Apply by: Mar 9, 2027
Posting language: English
Working hours: 40 hours per week
Seniority: Executive

Job summary

Build and lead the national advertising business from the ground up for a tech startup. Sell complex ad products targeting live sports in bars and restaurants across the country.

Job details

Who We Are: Taiv is a fast-growing tech startup located in Winnipeg, Canada. Taiv uses AI to make business TV more fun, engaging, profitable, and easier to manage, starting with bars and restaurants. We've built proprietary tech that uses computer vision to watch live TV and improve the content with contextually-aware commercials, content, and games. Our tech also automates the manual AV tasks that venues have to do every day, to make bar management easier, standardized, and more profitable. We're venture-capital backed and graduated from Y Combinator, the world's top tech accelerator, in winter 2020. Program alumni include Airbnb, Instacart, DoorDash, etc. (www.ycombinator.com/topcompanies). We are looking for a VP, National Ad Sales to join our sales team! What We're Looking For: We're bringing national advertising to Taiv, and we need a senior sales leader to build it. You'll sell a technically complex ad product against live sports in bars and restaurants across the country, working relationships across the media buying world, especially in digital and video. This is a hunter role with a lot of room to grow as we scale: you'll help build and lead the ad business from the ground up. Who You Are: You have deep experience selling national media, especially linear TV or video. You're relentlessly proactive in outreach and follow-up, and you show up every day ready to hunt for new business. You've sold complex or early-stage products before and know how to win trust when brand recognition is low. You're deeply connected in the U.S. agency world and can get meetings with top media buyers. You work independently and enjoy solving problems that don't have a clear playbook yet. You have a track record of exceeding sales targets and generating meaningful revenue. Your Qualifications: Minimum 5+ years of experience in national ad sales Strong network with agency and brand-side digital/video buyers Experience selling non-traditional or startup advertising solutions Based in New York, Chicago, or Los Angeles (or willing to relocate) Bachelor's degree preferred Perks: Employee stock options 100% employer-covered health benefits Flex-time & unlimited paid vacation Hybrid work model Job Details: Job Type: Full-time Salary: $150,000 – $200,000 USD base salary + commission + equity. Further breakdown on compensation takes place during the interview process. Schedule: Monday to Friday Based in New York, NY, Chicago, IL, or Los Angeles, CA (required)

What you’ll do

Build and lead the national advertising business from the ground up for a tech startup. Sell complex ad products targeting live sports in bars and restaurants across the country.

Requirements

Requires at least 5 years of experience in national ad sales with a strong network of agency and brand-side buyers. Must be based in or willing to relocate to New York, Chicago, or Los Angeles.