The Role At Square, we’re re-imagining how mid-market businesses grow. As a Senior Mid-Market Account Executive on our Mid-Market Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You’ll run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution. If you’re 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 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 Square’s ecosystem and tailor them to each merchant’s 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 7+ 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), specifically within a target-account motion. Experience closing complex, multi-threaded deals with longer sales cycles. Ability to build a pipeline from scratch using targeted, strategic outreach. Exceptional communication, presentation, and negotiation skills acro
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Job description
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. The Mid-Market Sales Executive is responsible for sales and revenue growth in their assigned, targeted accounts. This individual is responsible for building a sales pipeline, managing a sales process for their mid-market brands/group with 40 to 500 units. This role can be based in Sydney, Melbourne or Brisbane. A day in the life (Responsibilities) Lead efforts to grow Toast market share in the multi-unit restaurant industry through establishment and cultivation of ongoing relationships at the C-Suite level through research, cold-calling and networking to develop a qualified pipeline of prospects. Create demand by educating prospects on the Toast value proposition of products and solutions through demons
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A day in the life (Responsibilities) Lead efforts to grow Toast market share in the multi-unit restaurant industry through establishment and cultivation of ongoing relationships at the C-Suite level through research, cold-calling and networking to develop a qualified pipeline of prospects
Department · Sales : International : Horizon 2
Hiring company
Toast
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