Block
Mid-Market Account Executive
Toronto, Ontario, Canada. Posted 8 days ago
The role
You will bring Square's ecosystem to new mid-market sellers by building and closing your own pipeline. You will run multi-product deals from initial touch to final close.
What you will do
- Own the full outbound sales cycle with mid-market merchants.
- Build and manage a high-quality pipeline through cold outreach, social selling, and targeted campaigns.
- Develop multi-product solutions tailored to merchant needs.
- Partner with Business Development on lead flow and drive net-new logo acquisition.
- Conduct discovery, demos, and negotiations for multi-stakeholder deals.
- Act as a consultant and advisor across BDR, AE, and AM responsibilities.
- Collaborate cross-functionally with Product, Marketing, Implementation, and Operations.
- Maintain pipeline management and forecasting accuracy in Salesforce.
- Hit and exceed monthly and quarterly revenue goals.
Required qualifications
- 3+ years of full-cycle B2B sales experience with consistent quota achievement.
- Proven success in outbound prospecting and net-new business creation.
- 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.
- Strong consultative selling skills.
- A hunter's mindset.
- Ability to work independently while contributing to a team-first environment.
- Advanced proficiency with Salesforce and modern sales tools.
- BA/BS degree or equivalent experience
Nice to have
- SaaS or fintech experience
Benefits
- Remote work
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning
Before you apply
- Candidates may submit up to 9 active applications within a 60-day period.
- Reapplications to the same role are accepted 90 days after a previous application has been reviewed.
- Automated AI tools may be used to evaluate job applications.
About the company
Block, Inc. builds technology to increase access to the global economy through brands like Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.