Senior Enterprise Account Executive (Retail + Restaurant) at TapMango

Toronto, Ontario, Canada -

Full Time

Start Date

Immediate

Expiry Date

08 May, 26

Salary

250000.0

Posted On

07 Feb, 26

Experience

5 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

Enterprise Sales, Account Management, Negotiation, Relationship Building, Sales Strategy, Customer Engagement, Presentation Skills, Cross-Functional Collaboration, Mentoring, Complex Deal Closing, Market Analysis, Stakeholder Management, Sales Cycle Management, Upselling, Onboarding, Customer Success

Industry

Advertising Services

Description

Base: $160k | OTE: ~$230–250k Location: Toronto, Ontario (Hybrid) Type: Full-time About the Role TapMango is seeking a Senior Enterprise Account Executive to drive enterprise revenue across multiple verticals, including retail and restaurant midmarket/enterprise, in addition to thrift. This role is designed for experienced enterprise sellers who can independently manage complex, multi-stakeholder deals and architect solutions across different operating environments. You’ll own larger accounts, lead sophisticated buying groups, and help build repeatable enterprise success across verticals. What You’ll Do Own the full enterprise sales cycle—from prospecting through close—targeting thrift organizations, retail, and restaurant groups (typically 20–75+ locations) Lead discovery, demos, and stakeholder presentations across complex buying groups including Operations, Marketing, IT, and Executive teams Negotiate contracts, design customized deal structures, and manage multi-stakeholder buying processes Build relationships with enterprise customers and identify expansion and upsell opportunities Operate autonomously across multiple enterprise sales motions and verticals Partner cross-functionally with Implementation and Customer Success to support onboarding, rollout, and long-term account success Develop tailored rollout strategies by vertical and identify patterns to refine messaging and sales playbooks Travel up to ~20% for conferences and onsite meetings Manage deals with strong organization, communication, and follow-through Mentor junior AEs and contribute to overall deal and account strategy What We’re Looking For 5+ years quota-carrying Account Executive experience (enterprise or upper midmarket) Proven success closing complex, multi-location deals Experience selling into retail and/or restaurant environments strongly preferred Strong executive presence and negotiation skills Ability to manage long sales cycles independently Comfortable operating across multiple verticals About TapMango At TapMango, we provide companies with one of the highest quality customer engagement platforms on the market. We’re currently powering thousands of merchants across Canada, the US and Europe, and we have just begun! Our mission is to empower businesses to do 3 things; retain customers, upsell to existing customers, and acquire new customers. We provide merchants with all the necessary tools to run their very own loyalty program including an integrated suite of customized consumer facing technology, easy-to-use merchant tools, and automation algorithms, all aimed to enhance the customer experience. Why Join our Team? Our platform is truly a game changer in the small business arena and we need your help to empower as many vendors as possible. TapMango helps merchants compete with larger chains, so you can feel good about supporting local businesses and a diverse economy. Join a fun team with an amazing culture, tons of opportunities for growth and development, competitive pay and lots more! What We Offer Generous time off plan Base: $160k | OTE: ~$230–250k Hybrid work & support to assist with making your home office space as comfortable as possible! Continuous virtual coaching and support Comprehensive health benefits Subsidized gym membership Performance recognition Professional development program Growth opportunities (we really mean it!) TapMango welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. Notice Regarding Automated Decision-Making We may use artificial intelligence and automated tools to assist in reviewing job applications. These tools support our hiring team, but all final decisions are made by human reviewers.

Responsibilities

The Senior Enterprise Account Executive will own the full enterprise sales cycle, targeting thrift organizations, retail, and restaurant groups. They will lead discovery, demos, and presentations while managing complex buying groups and building relationships with enterprise customers.