Account Executive

Remote-first, Canada. Priority hiring in Toronto. 2 open roles.

About ChatFeatured

The way people discover businesses is changing. Instead of scrolling through search results, buyers are increasingly turning to ChatGPT, Gemini, Claude, Perplexity, and Google AI to find, compare, and choose products and services. This shift is creating an entirely new category:
AI Search Optimization (AEO).

ChatFeatured is building the platform that helps brands win in AI search.

We go beyond simply monitoring how brands appear in AI-generated answers. Our platform identifies opportunities to improve visibility and turns those insights into action through content creation, website optimization, and third-party publishing. We're building an end-to-end solution that doesn't just show businesses where they're falling behind, but helps them do something about it.

We're a venture-backed startup at the forefront of this rapidly growing market, building the technology that will define how brands compete in the age of AI.

• Growth: more than 30% month over month.
• Backers: Storytime Capital, Garage Capital and BY Venture Partners.
• Momentum: customers are switching to us from competitors that were not supporting them.
• Speed: customer feature requests regularly ship as generally available features the next day.

Why we are hiring

Inbound demand is outrunning our capacity to work it. Most of our pipeline comes in inbound, and right now good opportunities are waiting too long for a conversation with our team. We are adding two Account Executives to fix that. You will report directly to our Head of Growth and help build the sales motion while you run it. We expect to add more AEs soon, so you’ll be instrumental in leading the next cohort once we prove the playbook works!

What you will do

• Own the full cycle. Run every deal from first call to payment: discovery, live demo, proposal, negotiation and close. These deals can close fast, as prospects are often ‘wowed’ by our platform.
• Work high-intent inbound fast. Respond quickly to inbound demand and convert it while intent is hot. If you’ve worked in an environment like this, the adage “Time Kills all Deals” is likely burned into your brain.
• Run outbound with our GTM Engineer. Work the pipeline that is sourced for you, and self-source where you see an opening. The serviceable market here is enormous. We’re very excited about it.
• Sell to marketing leaders. Your buyers are CMOs, VPs and Directors of Marketing, Communications and Content at SMB and mid-market companies. 
• Lead with data. Run live AI visibility audits that show a prospect exactly where they appear in AI answers, where competitors beat them, and what it costs them.
• Feed the product. Bring customer feature requests back to the team. Our Product team is FAST. they can often ship the next day.
• Keep a clean CRM. Maintain accurate pipeline and forecast data in HubSpot.
• Use AI in your own workflow. Use AI for research, prep, follow-up and pipeline hygiene, not only as something you sell.
• Build the playbook. Help shape the talk tracks, objection handling and process the next ten AEs will use.

In your first 60 days, you should be fully ramped on the platform and confident running live AI visibility audits. You should also be closing at or near full monthly quota. Our whole team will be supporting you in your onboarding! Teamwork makes the dream work.

Who you are

Must-haves

• 2+ years of full-cycle closing experience in B2B SaaS, with a quota you can show you hit.
• Experience selling to marketing, communications or content leaders, and fluency in how they think about pipeline, brand and budget.
• AI fluent. You already use AI tools daily, and you will be able to explain how AI search works to a skeptical CMO.
• Curious. You want to understand why a model recommends one brand over another.
• Hungry, with a strong work ethic. You want to exceed your targets, and leave work proud of yourself every day.
• Coachable. You take feedback in a deal review and apply it on the next call.
• Fiercely focused. Efficiency is important here, and you can run a high volume of short cycles without dropping details.

Nice-to-haves

• SEO, AEO or GEO familiarity, or experience selling martech or content tools.
• Experience selling to or through agencies.
• Early-stage startup experience.

What you get

• Competitive compensation. Base salary plus uncapped commission.
• Remote-first. Work from anywhere in Canada. We are prioritizing candidates in Toronto.
• Co-working on us. If you want a desk outside your home, we will arrange a co-working space.
• Warm pipeline. You start with real inbound demand, not a cold list.
• A product that keeps pace. The product ships as fast as you can sell it, and your customer feedback shapes the roadmap.
• A ground-floor seat in a category being built right now. AI search is one of the fastest-moving markets in software.
• Team offsite/work abroad opportunities. We’re on track for some big milestones that will continue to make this a VERY fun place to work.

 

Interview Process

1. Intro call with our Head of Growth.
2. Panel interview with our CEO, CTO and Head of Growth. This includes a short project, so you can show us how you sell, not just tell us.
3. References.
4. Offer.

We expect a lot of interest in this role, and we’ll do our best to get back to everyone who applies. These are two existing vacancies that we are actively hiring for. We do not use AI to screen, assess or select applicants.