Account Executive

Location: Canada (Toronto preferred) 

Start Date: As soon as possible

Compensation: $70,000 CAD base salary (OTE $120,000+ CAD) 

Application Deadline: May 1 at 11:59 PM ET

About Girlboss

Girlboss is a modern media company on a mission to give ambitious women the tools and mindset to succeed on their own terms. We create engaging content for our audience of 2.4M+ across our daily newsletter, Instagram, podcast, and website. Powered by a small, fully remote team — with a Toronto hub and monthly in-office meetups for local team members.

The Opportunity

Reporting to the General Manager, the Account Executive will drive revenue growth at Girlboss, a brand with 2M+ Instagram followers, 100K+ newsletter subscribers, and a highly engaged community of ambitious women.

We're looking for a proven seller with great instincts: someone who builds their own pipeline, knows which brands belong in the Girlboss world, and is motivated by owning and exceeding a revenue goal. You'll pitch with confidence, close deals you're proud of, and collaborate closely with our team to bring campaigns to life. If that's you and you have the track record to prove it, this role is for you.

Requirements

• Owning and exceeding a monthly revenue quota through a consistent mix of outbound prospecting, pitching, and closing direct brand partnerships
• Building a healthy pipeline from the ground up, with a high-volume cadence of cold outreach, warm follow-ups, and agency meetings
• Bringing the right brands into the Girlboss ecosystem; ones that resonate with our audience and add genuine value to our community
• Developing creative, consultative proposals that align brand objectives with Girlboss's content and channels
• Maintaining an accurate, up-to-date CRM (Pipedrive) and forecasting revenue with confidence
• Collaborating closely with our editorial, content, and account management leads to ensure campaigns are executed seamlessly
• Reporting on pipeline health, KPIs, and campaign performance on a regular basis

What We’re Looking For

• 2+ years of quota-carrying digital media, advertising, or B2B sales experience, with a proven track record of independently owning and exceeding a monthly revenue target, and a clear story on how you got there.
• Experience building an outbound pipeline independently, not just managing inbound leads
• Comfortable owning the full sales cycle: prospecting, pitching, negotiating, and closing
• Experience selling multi-channel or integrated media packages
• Existing brand or agency relationships you can activate quickly
• Sharp written and verbal communication: you can build a deck, write a cold email, and run a pitch meeting with equal confidence.
• Genuine excitement about the Girlboss brand and the women's media space

Benefits

• Flexible remote culture
• Comprehensive medical and dental benefits
• 3+ weeks of vacation 
• Annual holiday shutdown (fully paid, offline between Christmas and New Year’s)
• 1 additional paid day off for your birthday
• Pregnancy and parental leave top-up
• Home office credit