Senior Enterprise Sales Development Representative

Hey there! We’re ContactMonkey 👋

Our mission? To power measurable employee engagement worldwide. And we’d love for you to join us!

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here at ContactMonkey, we’re not just sending out traditional emails with our internal comms software; we’re changing the way companies connect and communicate with their people. Brands like IKEA, Roku, KMPG, and countless others are using our solution to transform employee engagement.

Our all-in-one platform—featuring a drag-and-drop email builder, engagement tools, and analytics—makes it easy for businesses to create, send, and measure their internal email campaigns directly within Outlook or Gmail. This way, internal communications go from being ignored to binge-worthy, sparking more opens, clicks, and conversations.

Your Impact as a Senior Enterprise Sales Development Representative 

• Collaborate with VP & Director of Sales on ContactMonkey’s outbound playbook (A/B testing outbound cadences and personalized, targeted email campaigns) 
• Creating new disruptive and creative outreach  strategies to stand out,  leveraging a multi-channel approach against 3+ more ICP contacts (Linkedin, Email, Video, Cold Calls, Gifting) 
• Executing Account Based Strategy playbook to convert Enterprise Accounts (5K DL and above)
• Meet KPIS and generate 6 Sales Qualified Opportunities monthly 
• Contact and qualify prospects through cold calls, emails, and discovery meetings, with the goal of booking qualified demos for the Senior Account Executives
• Developing strategies to maximize your success and collaborate with Senior Account Executives, Product and Marketing

About you

• 6+ Months of BDR/SDR experience with a proven track record of exceeding targets
• Relentless grit & drive – demonstrated persistent nature and experience overcoming objections. 
• An honest and thoughtful communication approach that inspires confidence and builds enthusiasm
• Exceptional written and verbal communication skills
• Strong organization skills & attention to detail
• Self starter and someone who welcomes feedback 

How you can stand out 

• Proficient in Salesforce, Salesloft, Sales Navigator, and ZoomInfo

What we bring to the table 

🏥 100% employer-paid benefits and a health spending account from day one 

🌎 Work from anywhere in the world for up to 6 weeks

💰 Stock option plan for a stake in our success

🏝 Generous vacation package to take well-deserved breaks

📚 Personal development budget to fuel your growth

☀️ Summer Fridays in July and August (enjoy that extra long weekend)

🧖 One personal day and one volunteering day to give back to the community 

🍎 Five health days per year

💼 Beautiful downtown Toronto office for hybrid work—stocked with all the best snacks

Who We Are 

We’ve been on an explosive growth streak over the past few years, and we’re not slowing down anytime soon. Here’s a bit of what we’re proud of:

• Ranked by the Globe & Mail as one of Canada’s fastest-growing companies
• Recognized in 2023 Deloitte Technology Fast 50™ awards for the highest revenue growth over the past four years
• Recognized in 2023 Deloitte Technology Fast 500™ as one of the fastest-growing companies in North America
• Raised a record $55 million Series A financing for a Canadian tech company in 2023

Our values 

As we pursue our mission, our core values shape who we are and guide everything we do. Here’s our manifesto:

1. Driven by curiosity: We solve challenges through continuous learning.
2. The best ideas win: We thrive on collaboration—there’s no room for ego.
3. Bias for action: We act like owners, decisively making things happen.
4. Performance matters: We hold ourselves accountable to our ambitious goals.
5. Customer success is our success: We're dedicated to helping our community thrive.
6. Stay playful: We don’t take ourselves too seriously and believe in enjoying the journey.

Diversity is our strength

At ContactMonkey, we are building diverse products and we need a diverse team to do that. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. 

We are committed to creating an accessible experience for all candidates. If you require any accommodations or adjustments during the interview process or beyond, please inform us, and we will work with you to ensure the necessary support is in place. We are continually striving to enhance our accessibility practices and welcome any feedback or suggestions on how we can better serve candidates with accessibility.