Account Executive

Job Description: 

Account Executive

Location: Remote (Canada preferred)

Reports to: President

About LilYPad POS

LilYPad POS is a leading provider of point-of-sale solutions for the family entertainment industry. Our platform integrates POS, payments, customer management, and online sales into one seamless system that helps entertainment centers run better and grow faster. We’re expanding quickly, and this role is a chance to be part of that growth from the ground up.

The Role

We’re looking for a high-energy Account Executive to join our team. This is a highly outbound-focused role where cold outreach and persistence are key. You’ll be responsible for building new opportunities from scratch and driving them into the pipeline. This is not a “plug into the process” kind of role — it’s a chance to shape how LilYPad approaches outbound sales and marketing. You’ll take full ownership of our HubSpot CRM to keep data clean, campaigns on track, and reporting accurate. HubSpot expertise isn’t optional here — it’s mandatory.

What You’ll Do

• Prospect relentlessly – run outbound campaigns across phone, email, and LinkedIn.
• Book qualified demos and manage opportunities through the sales pipeline.
• Take complete ownership of HubSpot CRM – ensuring accuracy, adoption, and reporting.
• Build prospect lists, measure campaign success, and refine approaches to increase conversions.
• Collaborate with leadership and marketing on campaigns, tradeshows, and demand generation.
• Hit (and exceed) activity targets by staying organized, data-driven, and persistent.

What We’re Looking For

• Mandatory HubSpot expertise – confident in managing, reporting, and driving adoption.
• Proven outbound hunter – comfortable with cold calls, cadences, and high activity.
• Strong organizational skills with a passion for accurate data and CRM ownership.
• Clear communicator with the ability to present LilYPad’s value to decision-makers.
• Resilient, energetic, and motivated by growth targets.
• SaaS or technology sales experience preferred; family entertainment or hospitality experience a plus.

Why Join LilYPad

• Be part of a growing business in an industry with real momentum.
• Take ownership of sales tools and processes that shape our future.
• Join a collaborative team where your impact is clear and measurable.
• Competitive compensation, benefits, and room for growth as we scale.

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More About Jonas Software:

Jonas Software is the leading provider of enterprise management software solutions to the Country and Golf Clubs, Foodservice, Construction, Fitness & Sports, Attractions, Salon & Spa, Education, Radiology/Laboratory Information Systems, and Product Licensing industries. Within these vertical markets, Jonas is made up of over 65 distinct brands, which are respected and leaders within their own domain.

Jonas’ vision is to be the branded global leader across the aforementioned vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of ‘Software for Life’ and as an ambassador for technology, product innovation, quality, and customer service.

Jonas Software is the valued technology partner of over 60,000 customers worldwide in more than 30 countries. Jonas employs over 2,000 skilled individuals consisting of a cross-section of industry experts and technology professionals.  Jonas is headquartered in Canada and also operates offices throughout North America, the United Kingdom, Europe, Australia New Zealand and Africa.  Jonas is a 100% owned subsidiary of Constellation Software Inc., headquartered in Toronto and traded on the S&P/TSX 60.