Senior Sales Account Executive

Toronto - Canada

Monthly Salary: Not Disclosed

Posted on: 20 hours ago

Vacancies: 1 Vacancy

Job Summary

Since we opened our doors in 2009 the world of commerce has evolved immensely and so has Square. After enabling anyone to take payments and never miss a sale we saw sellers stymied by disparate outmoded products and tools that wouldnt work together.

So we expanded into software and started building integrated omnichannel solutions to help sellers sell online manage inventory offer buy now pay later functionality book appointments engage loyal buyers and hire and pay staff. Across it all weve embedded financial services tools at the point of sale so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth enabling sellers to capture the next generation shopper increase order sizes and compete at a larger scale.

Today we are a partner to sellers of all sizes large enterprise-scale businesses with complex operations sellers just starting as well as merchants who began selling with Square and have grown larger over time. As our sellers grow so do our solutions. There is a massive opportunity in front of us. Were building a significant meaningful and lasting business and we are helping sellers worldwide do the same.

The Role

At Square were re-imagining how small and midsize businesses grow. As a Senior Sales Account Executive on our Outbound Team youll bring Squares ecosystem to new sellers across diverse industries by building shaping and closing your own pipeline. Youll run sophisticated multi-product deals from the first touch to final close blending hunter instincts consultative depth and strategic execution.

If youre an experienced closer who thrives in outbound environments loves solving meaningful business challenges and consistently delivers against ambitious targets this is your role.

You Will

Own the full outbound sales cycle from prospecting to negotiation to close with SMB and mid-market merchants.
Build and manage a high-quality pipeline through cold outreach social selling targeted campaigns and creative outbound strategies.
Develop multi-product solutions across Squares ecosystem and tailor them to each merchants unique needs.
Partner with Business Development on lead flow while independently driving net-new logo acquisition.
Conduct high-impact discovery demos and negotiations with decisiveness across multi-stakeholder deals.
Act as a consultant and trusted advisor seamlessly flexing across BDR AE and AM responsibilities when needed.
Collaborate cross-functionally with Product Marketing Implementation and Operations to deliver cohesive solutions.
Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
Consistently hit and exceed revenue goals monthly and quarterly.

You Have

3 years of full-cycle B2B sales experience with consistent quota achievement.
Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
Experience closing complex multi-threaded deals with longer sales cycles.
Ability to build pipeline from scratch using targeted strategic outreach.
Exceptional communication presentation and negotiation skills across phone video and written channels.
Strong consultative selling skills diagnose business challenges and map tailored solutions.
A hunters mindset resilient creative and driven to win.
Ability to work independently while contributing to a team-first environment.
Advanced proficiency with Salesforce and modern sales tools.

Pay Transparency

Block takes a market-based approach to pay and pay may vary depending on your location. Canada locations are categorized into one of two zones based on a cost of labor index for that geographic area. The successful candidates starting pay will be determined based on job-related skills experience qualifications work location and market conditions. These ranges may be modified in the future.

Zone A:

CA$152300.00-CA$228500.00 CAD

Zone B:

CA$152300.00-CA$228500.00 CAD

Were working to build a more inclusive economy where our customers have equal access to opportunity and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team and always assess candidates on an individualized basis. We believe in being fair and are committed to an inclusive interview experience including providing reasonable accommodations throughout the recruitment process. If you require an accommodation let your recruiter know. Want to learn more about what were doing to build an inclusive workplace Check out our Inclusion & Diversity page.

Required Experience:

Senior IC

The Role

If youre an experienced closer who thrives in outbound environments loves solving meaningful business challenges and consistently delivers against ambitious targets this is your role.

You Will

Own the full outbound sales cycle from prospecting to negotiation to close with SMB and mid-market merchants.
Build and manage a high-quality pipeline through cold outreach social selling targeted campaigns and creative outbound strategies.
Develop multi-product solutions across Squares ecosystem and tailor them to each merchants unique needs.
Partner with Business Development on lead flow while independently driving net-new logo acquisition.
Conduct high-impact discovery demos and negotiations with decisiveness across multi-stakeholder deals.
Act as a consultant and trusted advisor seamlessly flexing across BDR AE and AM responsibilities when needed.
Collaborate cross-functionally with Product Marketing Implementation and Operations to deliver cohesive solutions.
Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
Consistently hit and exceed revenue goals monthly and quarterly.

You Have

3 years of full-cycle B2B sales experience with consistent quota achievement.
Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
Experience closing complex multi-threaded deals with longer sales cycles.
Ability to build pipeline from scratch using targeted strategic outreach.
Exceptional communication presentation and negotiation skills across phone video and written channels.
Strong consultative selling skills diagnose business challenges and map tailored solutions.
A hunters mindset resilient creative and driven to win.
Ability to work independently while contributing to a team-first environment.
Advanced proficiency with Salesforce and modern sales tools.