Senior Sales Manager

ExpandIQ

Full-Time | In-Office 4 Days/Week | Competitive Base + Variable + Equity

Are you a builder at heart who thrives in high-velocity, outbound-first sales environments? We’re working with a fast-moving tech company that makes critical tools for small business teams and is now scaling a new AI-powered product. They’re looking for a Senior Sales Manager to join their growing Toronto team as a founding sales leader.

About the Role

This is a foundational sales leadership role where you’ll:

Hire, onboard, and coach a high-energy team of 5–8 outbound sales reps
Define, implement, and iterate on playbooks for selling AI solutions to small and local business owners
Turn early traction into a repeatable, scalable revenue engine
Serve as a player-coach — joining calls, shaping strategy, and teaching by doing
Collaborate closely with Product, Marketing, RevOps, and People teams to align GTM execution

This role is hybrid in Toronto (4 days in-office) and requires someone who enjoys rolling up their sleeves, building from scratch, and driving measurable results.

What You Bring

Experience

5–8+ years in high-velocity B2B SMB sales with a heavy outbound focus
3+ years of people leadership experience managing and scaling sales teams
A history of growing a product from early ARR (~$1M) to meaningful revenue

Skills

Demonstrated ability to build and document sales processes from scratch
Strong understanding of the SMB buyer and ability to sell to non-technical, time-pressed owners
Comfortable explaining and selling AI-enabled products in clear, practical terms
A metrics-driven mindset with experience coaching to performance outcomesPlayer-coach mentality — you lead by example
Detail-oriented, process-minded, and comfortable in scrappy environments
Curious about using AI tools to enhance sales execution and productivity
Excited by building teams and motions, not just maintaining them

Nice to Have

Experience at SMB SaaS companies (HR tech, payroll, scheduling, POS, and similar)
A track record of working cross-functionally to drive GTM success

Why Candidates Love This Opportunity

Be a founding sales leader shaping the future of how AI is adopted by small business customers
Competitive compensation with base + variable + equity
Work with a bold, collaborative team that values curiosity and urgency
Help accelerate growth for a product used by thousands of businesses nationwide

#J-18808-Ljbffr

Apply

Vacancy posted 13 hours ago

Similar jobs that could be interesting for youBased on the Senior Sales Manager in Toronto, ON vacancy

Senior Floor Manager
...Floor Manager – Yonge St. Warehouse Join the Warehouse Team Yonge St. Warehouse is seeking an experienced and motivated Floor Manager to join our management team. We are looking for a confident hospitality professional who thrives in a fast-paced, high-volume environment...
Senior
Full time
Part time
Flexible hours
Shift work
Night shift
Afternoon shift
Yonge St Warehouse
Toronto, ON
12 days ago
Sales Manager - Toronto
$80k - $85k per year
...have come across some of our brands such as Cover Direct and Seniors Choice. We have evolved from our origins in the UK, where the... ...in addition to our UK operations. We are seeking a Sales Team Manager with exceptional skills and talents. In this role, you will lead...
Senior
Full time
Internship
Immediate start
Neilson Financial Services
Toronto, ON
5 days ago
Sales Enablement Manager
$140k - $160k per year
...owners do the work to get what they want: sales growth and profit growth. Owner does the work... ...for a sales-first Revenue Enablement Manager to own and progress the enablement program... ...Work With Your day-to-day partners are senior sales leaders and frontline managers, Sales...
Senior
Remote job
Full time
Work at office
Local area
Owner.com
Toronto, ON
14 days ago
Senior Sales Engineer
...monitoring, catalog, lineage, observability, and reference data management, ensuring data is consistent and explainable. This quality-... ...Customer Centric Candid and Caring Aim High As a Senior Sales Engineer, you will work closely with Account Executives to drive...
Senior
Long term contract
Full time
Worldwide
Flexible hours
Ataccama
Toronto, ON
14 days ago
Senior Manager, Sales Operations
...accelerating our revenue-generating teams. We directly support Sales, Marketing, Channel and Product by providing insights, reducing... ...leader during a pivotal phase of the company’s explosive growth. As Senior Manager, Sales Operations, you will play a critical role in optimizing...
Senior
Work at office
Local area
Flexible hours
Clio
Toronto, ON
4 days ago
Manager, Sales Support
$93k - $113k per year
...-being of Canadians. As a leading wealth management organization, we are committed to leadership... ...to fill an opening for a Manager, Sales Support to join our AM Wealth Distribution... ...reporting, regularly presenting updates to senior management and identifying areas for improvement...
Senior
Full time
Internship
Work at office
3 days per week
1 day per week
Aviso Wealth
Toronto, ON
22 days ago
Senior Customer Analytics Manager (Sales & Partnerships)
$151.2k per year
...Are you passionate about using data to drive impactful business decisions? We’re looking for a Senior Customer Analytics Manager (Sales & Partnerships) to be part of our Analytics team. Jobber exists to help people in small businesses be successful. We work with small home...
Senior
Long term contract
Full time
Internship
Work at office
Local area
Shift work
Jobber
Toronto, ON
more than 2 months ago
Account Sales Manager
$54.6k - $60.35k per year
...Company Description Reporting to the District Sales Manager, the Account Sales Manager's (ASM) primary function is to perform outside sales of product inventory while driving an assigned route of accounts. You will increase product sales and placement of product displays...
Full time
Red Bull
Toronto, ON
7 days ago
Manager, Inside Sales - Enterprise
...better operations, across 13.9 million managed assets and 79.5 million completed work... ...happened, and it is ours. We're hiring a Manager, Inside Sales to lead a team of 5-6 ISRs, coach them... ...or formally mentoring reps (team lead, senior ISR/AE, or first-time manager ready to...
Senior
Full time
Maintainx
Toronto, ON
13 days ago
Senior Client Account Manager, Large Customer Sales (Financial Services)
...largest sources of information. For more information, visit . We are looking for a Senior Client Account Manager to join the Financial Services vertical of our Large Customer Sales team. This person will closely collaborate with a Client Partner on campaign execution and...
Senior
Remplacement
For contractors
Flexible hours
Reddit
Toronto, ON
2 days ago
Senior Program Manager
...MongoDB’s Incident & Escalation Management (IEM) function coordinates cross-functional responses... ...respond over time. We’re looking for a Senior Program Manager to strengthen the... ...Engineering, Product, Customer Success, Sales, and other teams in the Americas, Asia Pacific...
Senior
Full time
Worldwide
Mongodb
Toronto, ON
9 days ago
Senior Product Manager
$120k - $145k per year
...purpose is to help our customers free up their time by making people management ridiculously easy, so they can focus on their passion. Our... ...Work day to day with design, engineering, QA, support, sales and customer success Build the go-to-market plan with our customer...
Senior
Full time
Work at office
Local area
Remote work
Push Operations
Toronto, ON
13 days ago
Senior Product Manager
$120k - $135k per year
...-being of Canadians. As a leading wealth management organization, we are committed to leadership... ...We are looking to fill an opening for a Senior Product Manager to join Aviso’s Product... ...functions such as customer experience, finance, sales, marketing, operations, compliance and...
Senior
Full time
Internship
Aviso Wealth
Toronto, ON
17 days ago
Sales Enablement Program Manager
...Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools... ...integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments...
Full time
Local area
Worldwide
Block
Toronto, ON
6 days ago
Sales Manager_Onshore Canada
...social conscience. The Opportunity: We are looking for an driven, commercially minded and relationship-focused Regional Sales Manager – Onshore Canada to grow Bayswater’s presence and student recruitment across the Canadian market , across our three centres in...
Long term contract
Full time
Local area
Work from home
Bayswater Education
Toronto, ON
9 days ago
Senior Growth Marketing Manager
$139.5k - $170.5k per year
...offers across Performance, Influencer, Partnerships, Demand Gen and Sales. Audit what exists, why, who uses it, how it pays out and where... ...owned incentive-driven acquisition at scale. You’ve designed and managed offers across channels like affiliate, publisher or referral, and...
Senior
Full time
Internship
Relay
Toronto, ON
6 days ago
Regional Sales Manager
...Work With As a team member of the Arista Sales team, you are the face of Arista to our customers... ...available for a Regional Sales Manager in the Toronto metro area to lead an accomplished... ...Sales leadership experience leading a senior sales team Experience selling into large...
Senior
Full time
Local area
Arista Networks, Inc.
Toronto, ON
a month ago
Senior Engineering Manager, Release Engineering
$180k - $272.8k per year
...growing rapidly and hiring top talent with leading AI skills across engineering, sales, product, marketing, and beyond as we build the leading digital operations platform. Senior Engineering Manager, Release Engineering AI has changed how fast PagerDuty writes code....
Senior
Full time
Work at office
Local area
Flexible hours
Pagerduty
Toronto, ON
7 days ago
Regional Sales Manager
...Regional Sales Manager Job description Our client is a leading manufacturer of Medical equipment across North America. They are looking to add an experienced Regional Sales Manager to their team. Your new role In this newly created role, you will report...
Ignite Talent Solutions
Toronto, ON
27 days ago
Territory Sales Manager (Canada)
...Job description Position/Title: Territory Sales Manager Exempt/Non-Exempt: Exempt Reports to: Regional Sales Manager GENERAL SUMMARY OF POSITION: Achieves maximum sales profitability, growth and account penetration within an assigned territory and/or market...
Remote job
Full time
Contract work
Work at office
Local area
Night shift
Weekend work
Afternoon shift
Garland Co Inc
Toronto, ON
16 days ago
Senior Manager, Sales- Discover Payment Network
$184k - $210k per year
161 Bay Street (93021), Canada, Toronto,Toronto, Ontario,Senior Manager, Sales- Discover Payment Network About Capital One Canada For 30 years, we’ve been on a mission to change banking for good. We challenge the traditional bank stereotype, fostering a culture where innovation...
Senior
Long term contract
Work at office
Work from home
Capital One Canada
Toronto, ON
13 hours ago
Senior Project Manager
$100k - $115k per year
...750+ global experts deliver intelligent solutions trusted by 500 million people. About The Role Konrad is looking for a Senior Project Manager to join our Digital Delivery team. You'll lead cross-functional teams through medium and large-scale digital and AI projects,...
Senior
Full time
Work from home
Flexible hours
Shift work
Konrad Company
Toronto, ON
5 days ago
Inside Sales Manager- Toronto
$196k - $314k per year
...that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. As an Inside Sales Manager, you are pivotal to the growth of the Toast brand in your district. You will report into a Regional Vice President and will hire,...
Full time
Manual labor
Work at office
2 days per week
Toast
Toronto, ON
19 days ago
Senior Account Manager
...and network of partnered tech companies. Our Account Management team is organized into pods, consisting of Senior Account Managers (SAMs), Junior Account Managers (... ...recommend strategies to improve account performance across sales, traffic, conversion, profitability, inventory,...
Senior
Long term contract
Full time
Apprenticeship
Internship
Remote work
Amz Advisers
Toronto, ON
29 days ago
Regional Sales Manager, Central
$150k - $190k per year
...Eaton’s Electrical division is currently seeking a Regional Sales Manager, Central to join our CPDI (Critical Power Distribution Infrastructure) team. This hybrid position that is based out of our Toronto, ON Eaton location and offers a company vehicle for local travel to...
Remplacement
Full time
Contract work
Local area
Relocation package
Eaton Corporation
Toronto, ON
21 days ago
Senior Account Manager
...individual who wants to take their account management to the next level! In this role, you will... ...- Product and Development, Marketing, Sales, CS Teams to communicate customer feedback... ...insights to our internal teams, including our Senior Leadership Team, on key learnings from...
Senior
Remote job
Full time
Contract work
Internship
Work from home
Home office
Flexible hours
Loopio
Toronto, ON
28 days ago
Senior Program Manager
$153k - $197k per year
...Lead the future of insider risk management by delivering strategic controls that protect our clients, strengthen governance, and enable... ...and stakeholder management skills with the ability to influence senior leaders across business and technology functions. Experience...
Senior
Full time
Internship
Immediate start
Capco
Toronto, ON
12 days ago
Sales Operations Manager
..., while shaping the future of managed services for our global partners... ...clarity for the people who manage the technology businesses rely... ...About The Role The Sales Operations Manager is a critical... ...learn directly from founders and senior leaders who’ve scaled multiple...
Senior
Long term contract
Full time
Temporary work
Internship
Remote work
Work from home
Shift work
Scalepad
Toronto, ON
a month ago
Senior Project Manager
$65k - $115k per year
...the Role We are looking for a strategic, results-driven Senior Project Manager with a strong foundation in CRM and Customer Experience (CX... ...Nice to have ~ Hands-on experience with Salesforce (Sales Cloud, Service Cloud, or Marketing Cloud) (a plus) . ~ Proficiency...
Senior
Full time
Work at office
VML Canada
Toronto, ON
29 days ago
Senior Customer Success Manager
$100k - $110k per year
...of workplace communication. Staffbase is looking for a Senior Customer Success Manager to join our team in North America and support our strategic... ..., working cross-functionally with Product, Support, and Sales teams to ensure customer success, proactively demonstrate value...
Senior
Long term contract
Full time
Local area
Flexible hours
1 day per week
Staffbase
Toronto, ON
20 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Senior Sales Manager. Be the first to apply!