Job Description
🌍 Global SaaS | $28M Series B Investment
💡 Sales Enablement & 1:1 coaching
📍 Toronto | 3+ days in-office ( 26 Wellington Street East, ON M5E 1S2) 💲 Uncapped Sales Bonuses
About CloudTalk
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.
The Challenge Ahead
We’re looking for an ambitious and skilled Expansion Account Executive to focus on upselling AI solutions to our growing base of customers. Your job is to deepen relationships, identify opportunities for growth, and drive adoption of our most strategic products - especially in the AI space.
What You Will Work On
- Own and grow a portfolio of existing CloudTalk customers, primarily in mid-market and growth-stage segments.
- Drive expansion opportunities by identifying business needs and positioning CloudTalk AI solutions (AI Voice Agent, AI receptionist, AI Dialer, Conversation Intelligence)
- Partner closely with Customer Success and Product teams to ensure seamless adoption and long-term value realization.
- Run the full sales cycle from discovery to close - qualifying needs, managing stakeholders, delivering demos, and negotiating contracts.
- Track pipeline, forecast revenue, and report performance in Salesforce.
- Serve as a trusted advisor, educating customers on market trends and the value of AI-powered calling
What’s In It For You:
🚀 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.
🎯 Have a front-row seat in our journey to $100M ARR
What Makes You a Great Fit:
- 2+ years of sales experience as an Account Executive or Account Manager, in SaaS or B2B tech
- Experience with AI, voice tech, or contact center solutions is a plus
- Solid discovery and consultative selling skills — you’re not just pitching, you’re solving
- Ability to navigate multiple stakeholders and align value to business goals
- Self-starter attitude with a bias toward action and results
- Business fluency in English and Spanish
Why you will love to be a CloudTalker:
Growth:
💡 1-1 Coaching sessions with our resident communications advisor
📚 Leaders Academy & Learning and Development Budget
Flexibility:
🏖 Unlimited Paid Time Off (with general guidelines)
🎗️ 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
What to expect from the hiring process:
- Initial Chat: Meet our Talent Acquisition team.
- Role Deep Dive: Connect with our VP of Sales
- Show Your Skills: Role-play and showcase your expertise.
- Culture Bar Raiser Call: Meet the team to ensure we’re a mutual fit.
🎯 Offer!
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 .
