Ai jobs in Canada

🌍 Global SaaS | $28M Series B Investment
💡 Sales Enablement & 1:1 coaching
📍 Toronto | 4 days in-office (26 Wellington Street East, ON M5E 1S2)
💲 Uncapped Sales Bonuses

Powered by a January 2024 $28 million Series B investment from top investors like KPN Ventures, Lead Ventures, Point 9, and HenQ, CloudTalk's AI-powered business communication platform helps 4,000+ sales and support teams make customer experience the greatest competitive advantage for driving more revenue.

CloudTalk works seamlessly for businesses of all sizes, from scale-ups like Deel and TIER to big players like Nokia, Glovo and Rakuten. Modern businesses all around the world can lead meaningful conversations while managing calls and messages from one place.

CloudTalk is on a mission to create a unified ecosystem for sales and customer service teams' communication where every professional can engage in more productive and meaningful conversations.

We’re expanding rapidly in Tier 1 markets, with a key focus on North America.

To accelerate this growth, we’re looking for a full-cycle Account Executive, someone who thrives on outbound prospecting, consultative selling, and closing their own pipeline in the SMB segment.

🚀 Be part of one of Europe’s fastest-growing SaaS companies
🤖 Sell cutting-edge AI products in a high-growth market
🌱Top-tier coaching & enablement – 1:1 sales training and mentorship to elevate your game
🌍 Join a global team – work with talented CloudTalkers across Europe, the US, and Asia, both in-person and remotely. Check out our Life at CloudTalk on Instagram
🎯 Get a front-row seat on our journey to $100M ARR

• Build and manage your own outbound pipeline (prospect → deal close).
• Conduct structured discovery and demos using CloudTalk dialers and CI.
• Qualify leads via BANT/MEDDP(IC)-lite frameworks.
• Negotiate and close deals independently.
• Maintain CRM hygiene and forecasting discipline in HubSpot.
• Execute consistent outreach through calls, email, and WhatsApp sequences.
• Use Conversation Intelligence insights for continuous improvement.
• Collaborate on post-sale handoffs and feedback to CSM / Enablement.

• Experience:
  • you have at least 1 year as Account Executive, managing the full sales cycle
  • you have 1 year in the SaaS space
• Tools proficiency: you are comfortable with HubSpot CRM, Lusha, Apollo, Clay, or similar tools
• Metrics-driven mindset: you understand connect rate, talk ratio, and conversion funnel.
• Languages: you are native or bilingual in English (Spanish is a plus).
• Coachability: you are receptive to feedback from enablement and CI analytics.
• Tech-savvy: you are comfortable with automation tools and AI-driven call review.
• Resilience: you thrive in high-activity outbound environments.

Growth:
💡 1-1 Coaching sessions with our resident communications advisor
📚 Leaders Academy & Learning and Development Budget

Flexibility:

🏖 Unlimited Paid Time Off
🎗️ Volunteering Days
🤩 Home office budget
⏳ Flexible working hours
💻 MacBook for work

Well-being:
🏖Recharge Fridays once per quarter
🏋🏼♀️Fitness Allowance
🏥 Private HealthCare

Connectedness:
💲 Referral bonuses
👥 Virtual & physical team buildings
👕 Company merchandise

1. Initial Chat: Meet our Talent Acquisition team.
2. Role Deep Dive: Connect with our Business Development Leader
3. Show Your Skills: Role-play and showcase your expertise.
4. Culture Bar Raiser Call: Meet the team to ensure we’re a mutual fit.
   🎯 Offer!

Are you ready to make an impact at CloudTalk and grow your career in a dynamic, fast-paced SaaS environment? We’d love to hear from you!

Apply now and be part of our journey to $100M ARR!

By submitting your application, you acknowledge that Cloudtalk will process your personal data based on Cloudtalk’s legitimate interest in finding the most suitable candidate and a pre-contractual relationship with you. For more information on how Cloudtalk processes your personal data, please refer to our Privacy Notice.