As a Small Business Sales Manager, you will be responsible for hiring, training, coaching, and leading a team of new and established Growth Specialist (Account Executives) in a fast-paced and rapidly changing environment. This role is only available to candidates that reside in Toronto or Quebec.  We welcome remote candidates but also offer the option to work out of our downtown Toronto office.

You are a leader, mentor, and team player with the ability to inspire your team to close deals at high velocity in a growing market. You are a self-starter with the drive to help your team quickly build a strong pipeline of new business and guide them toward deal closure. You possess strong business value presentation skills, are comfortable presenting at all organizational levels, and can coach your team to do the same.

We are looking for someone who:

• Is passionate about transforming sales, service, and marketing, and whose values align with HubSpot’s culture. We are on a mission to help every small and medium-sized business in the world grow better. We achieve our mission by being humble, empathetic, adaptable, remarkable, and transparent.
• Has high emotional intelligence—demonstrating genuine empathy, understanding the motivations of your team, and adapting your communication accordingly.
• Is a positive change agent, with a track record of leading and empowering teams to drive improvements while navigating change and achieving wins. You foster a culture of transparency, focus, and teamwork while having fun.
• Is committed to overachievement. You have a “never quit” attitude and inspire your team to exceed targets, regardless of any challenges faced.
• Is data-driven—leveraging and communicating using data to improve key KPIs that matter to your team, the Small Business segment, and to influence HubSpot’s strategic initiatives.
• Has experience managing or being managed within a structured sales environment (e.g., implementing sales methodologies, forecast methodologies, and structured deal management by sales stage).
• Exercises excellent judgment, especially when tasked with difficult decisions, and always displays integrity in decision-making.
• Is accountable—engaging in honest, transparent, and authentic communications with colleagues, regardless of personal outcomes.
• Is a team builder and coach—motivating not just individuals but the entire team towards a shared vision and fostering a positive team culture.
• Ideally has experience or demonstrates the ability to build a team in the Canadian market and to pioneer upmarket sales success in Canada.

Sales Managers at HubSpot:

• Excel at time management and organizational skills
• Possess an analytical mindset and leverage data in all interactions
• Are proven coaches with a strong track record
• Communicate and motivate effectively across multiple mediums, both internally and externally
• Support team members throughout the sales process and hold them accountable to KPIs
• Contribute to cross-functional projects that advance the business
• Attract, recruit, interview, and retain top talent

Qualifications:

• At least 2 years of experience leading and coaching a quota-carrying team
• 3+ years of software sales experience
• Experience selling and/or managing in the Canadian tech market preferred
• Experience building a new team, preferably in a new market
• Proven ability to mentor and lead others effectively
• Experience leading a consultative sales process
• Experience using CRM tools to manage and forecast sales opportunities
• Strong analytical skills to identify trends and patterns
• Excellent communication skills, written and verbal, including proficiency in PowerPoint
• Proven track record of sales excellence
• Comfortable driving results in ambiguous situations
• Superior professional presence, business acumen, and confidence when presenting to executives

We currently can only hire in Ontario & Quebec. 

As an Account Executive on the Small Business sales team, you will identify, source, and close good-fit prospects with 1-50 employees in Canada. This is an opportunity to contribute to building out the new Canadian segment, with the chance to develop and execute new plays and strategies to penetrate and expand the growing market. Using strong consultative selling skills, you will spend the majority of your time sourcing outbound leads and following up on warm inbound leads, leading discovery calls, demoing HubSpot, and negotiating and closing new business. Also, while partnering closely with internal stakeholders to achieve team goals, and working towards HubSpot’s mission of helping our customers grow.

In this role, you’ll get to:

• Position the value of HubSpot’s software to small businesses through 30-40 prospective and existing customer calls per day 
• Educate and guide prospects through the buyer’s journey to help them learn how HubSpot can grow their business 
• Manage a pipeline of mostly self-sourced leads and some inbound to identify, engage, and develop relationships with potential buyers by creating updated of 2 deals per day 
• Dissect and qualify prospects’ business goals to determine if HubSpot can be a strategic investment for their business growth
• Close business with new and exisiting customers at or above quota level by targeting 10-14 transactions per month when fully ramped 
• Partner with marketing and technology departments to execute sales strategy a the company introduces enhancements to existing solutions and/or releases new products 
• Bring your thinking, strategies, and ideas to advance our company’s values, unique culture, and visitation for the future 

We are looking for people who:

• Have 1+ or more years of quota-carrying experience with a consistent track record of quota attainment
• Are hunters who have the ability to source your own leads, experience as a BDR is advantageous
• Are consultative sellers and can easily share examples uncovering customer pain points and tracking them back to the product value. 
• Have strong business acumen and experience selling to C-level executives and Business Owners, experience selling to Sales, Marketing, Service, and IT teams is a bonus
• Have experience with high-velocity sales as our sales cycles are 14-60 days. This involves the ability to create urgency with customers to drive mutually beneficial outcomes
• Take severe ownership over everything they do and understanding the daily, weekly, and monthly activity leads to quota attainment
• Are coachable and have the ability to receive and implement feedback to strengthen their sales processes
• Are problem-solvers and have a strong ability to take responsibility for their successes and failures
• Are team players and are willing to share best practices and collaborate with your peers

🚀 Join HubSpot as an Outbound Business Development Representative (BDR)
📍 Remote (Ontario, Canada)
 🕔 Applications close on May 15th

We’ll be honest — sales isn’t easy, and it’s not for everyone. But for those who love a challenge, thrive on results, and want to launch a long-term path in sales, it’s incredibly rewarding.

If you’re looking to “try out” sales or just dip a toe in, this probably isn’t the role for you. But, if you’re the kind of person who wakes up hungry to compete, thrives on setting and smashing goals, and wants to build a career in tech sales from the ground up — we want to talk to you.

At HubSpot, our BDRs are not only the first point of contact for our prospects—they’re also developing the skills and mindset to become our next generation of Account Executives. This is not a placeholder job — it’s the first chapter of a high-growth sales career designed for those who want to build skills, embrace feedback, move fast, and grow even faster.

The Role:
As an Outbound BDR, you’ll play a key role in HubSpot’s growth engine. You'll be the first touchpoint for many of our future customers, sparking conversations through strategic outreach, uncovering pain points, and qualifying leads. You’ll partner closely with Account Executives to deliver high-quality meetings that drive pipeline, impact, and revenue. Along the way, you’ll sharpen your sales toolkit daily and gain exposure to a world-class sales organization.

Compensation & Career Track:
This is the first of three levels in our BDR program — designed to take you from prospecting pro to promoting to a full-cycle closer.
💰 Base salary: $50,600 CAD
📈 On-target commission: $20,700 CAD
🎯 OTE (on-target earnings): $71,300 CAD
With each promotion, both salary and commission increase — along with your impact.

What You’ll Do:

• Own and execute outbound prospecting through high-volume outreach (60–100+ activities/day) via phone, email, and LinkedIn.
• Collaborate with Account Executives to target strategic accounts and refine outreach strategy.
• Qualify leads based on fit, need, and urgency — and book quality discovery meetings.
• Hit (and exceed) KPIs for activity, meetings delivered, and pipeline impact.
• Grow fast. Learn fast. Get coached. Apply it. Repeat.
  
  

What You Won’t Do:

• Coast. We move fast, we test, we iterate, and we compete.
• Wait for someone to tell you what to do. We value self-starters who take ownership.
• Treat this as “just a job.” This is a foundational role, setting you up for a successful long term career in sales.
  
  

We’re Looking For People Who:
✅ Are eager to grow long-term within a sales path–if your focus is split between sales and other paths like customer success, marketing, operations, etc, this role likely won’t be the best fit.
✅ Are resilient, coachable, and crave feedback to improve.
✅ Are curious and ask why, not just how.
✅ Set high standards for themselves — and hit them.
✅ Are technologically fluent, adapting to new technologies and leveraging AI in your day-to-day.
✅ Communicate clearly, write thoughtfully, and can confidently conduct a cold call.
✅ Are energized by a fast-paced environment and a bit of friendly competition.
✅ Either have past sales success or have demonstrated excellence in goal-driven roles (think: fundraising, athletics, service industry, etc).

Tools We Use (and You’ll Learn):

• HubSpot (of course)!
• LinkedIn Sales Navigator
• AI Powered Tools across all aspects of the role for research & outreach
• Slack, Zoom, LeadIQ, Google Suite, Zoominfo, and more
  
  

To Apply:
📝 No cover letter required.
📄 Submit your resume.
👉 If you're new to sales, show us your grit: include examples of how you've hit ambitious goals in other roles.
📊 If you’ve been in sales before, highlight metrics like quota attainment.

Bottom Line:
We’re looking for future stars, not just seat-fillers. If you want to grow into an elite sales professional and are ready to work hard, get uncomfortable, and see what you're really capable of — this is your shot.

We can only hire candidates in Ontario & Quebec at this time. 

As a Growth Specialist (Account Executive) on the Direct sales team you will identify, source, and close good-fit prospects with 51-500+ employees in Canada. This is an opportunity to contribute to building out the new Canadian segment, with the chance to develop and execute new plays and strategies to penetrate and expand the growing market. Using strong consultative selling skills, you will spend the majority of your time sourcing outbound leads and following up on warm inbound leads, leading discovery calls, demoing HubSpot, and negotiating and closing new business.  Also while partnering closely with internal stakeholders to achieve team goals and working towards HubSpot’s mission - of helping our customers grow.

In this role, you’ll get to:

• Position the value of HubSpot’s software and the Inbound methodology to medium-sized businesses
• Educate and guide prospects through the buyer’s journey to help them learn how HubSpot can grow their business
• Manage a pipeline of mostly self-sourced leads and some inbound to identify, engage, and develop relationships with potential buyers
• Dissect and qualify prospects’ business goals to determine if HubSpot can be a strategic investment for their business’ growth
• Close business with new and existing customers at or above quota level
• Partner with marketing and technology departments to execute sales strategy as the company introduces enhancements to existing solutions and/or releases new products
• Bring your thinking, strategies, and ideas to advance our company’s values, unique culture, and vision for the future

We are looking for people who:

• 2 or more years quota carrying experience with a track record quota attainment and overachievement
• 2 or more years of full cycle sales experience, including heavily prospecting and driving their own leads
• Past experience building a book of business, 80% of your leads are self sourced 
• Have a severe level of ownership that begins with exceeding daily activity targets, including cold calling and setting up nurture campaigns 
• Have experience with LinkedIn Sales Navigator, ZoomInfo & CRM tools
• Are consultative sellers and can easily share examples uncovering customer pain points and tracking them back to the product value. . 
• Have strong business acumen and experience selling to C-level executives and Business Owners, experience selling to Sales, Marketing, Service, and IT team is a bonus
• Have experience closing multi-threaded, complex deals with multiple buyer personas 
• Take severe ownership over everything they do and understand the daily, weekly, and monthly activity leads to quota attainment
• Are coachable and have the ability to receive and implement feedback to strengthen their sales processes
• Are problem-solvers and have a strong ability to take responsibility for their successes and failures
• Are team players and are willing to share best practices and collaborate with your peers