Director of Sales - DockMaster Software

DockMaster Software is currently looking for a Director of Sales to join our team!

We are seeking an experienced and strategic Director of Sales to lead our sales teams in driving growth across multiple revenue streams, including SaaS, Partnerships, and Reseller Networks. This senior management position is responsible for developing and executing comprehensive sales and marketing strategies, aligning with Dockmaster’s objectives to expand our market presence and revenue. The ideal candidate will have proven experience in the marina management or similar hospitality software industry, a strong record of success in sales leadership, and a collaborative approach to guiding a results-oriented sales team.

Here is a little window into our company: Dockmaster is a leading provider of innovative marina software solutions, dedicated to equipping our customers with the tools that streamline operations, improve operational efficiency while driving revenue growth. Our largest customer concentration is in North America but are quickly expanding to have a global presence.

Our motto is 'Be Humble, Stay Hungry!'

The successful candidate will be based anywhere in Canada, working in a remote work model!

What your day will look like:

Sales Team Leadership: Oversee a team of net new sales representatives and inside sales reps. Set clear sales targets, coach team members, and create a high-performance culture
Revenue Growth: Drive revenue generation across diverse channels, including SaaS, partnerships, and reseller networks, ensuring alignment with the company’s growth objectives
Sales and Marketing Strategy: Develop the overall sales and marketing plan, collaborating with the marketing team to create integrated, impactful campaigns within the allocated budget. Guide efforts on PPC marketing, software review site partnerships, and industry trade show participation
Budget Management: Manage the departmental budget and direct marketing spend to maximize ROI, identifying and investing in high-impact initiatives
Reporting and Analytics: Create and manage sales forecasting, performance reporting, and commission plans. Regularly present sales performance insights and strategies to the executive team
Cross-Functional Collaboration: Work closely with marketing, customer success, and product development teams to support a seamless customer journey and foster ongoing revenue growth
Tools and Technology: Utilize CRM and analytics tools (e.g., Salesforce) to manage leads, pipelines, and performance reporting
About You:

Education: A Bachelor's degree in Business, Marketing, Hospitality or a related field is required
Experience: 5+ years of experience in a senior sales leadership role, preferably within the marina management or hospitality software industry, with a proven track record of achieving or exceeding revenue goals
Skills:
Strong strategic thinking and business acumen with an ability to align sales strategies with company goals
Excellent communication, negotiation, and interpersonal skills
Proven experience in developing and managing budgets, commission plans, and sales performance metrics
Familiarity with SaaS sales models and channel partnership development
Experience in managing and analyzing sales and marketing data to inform business decisions
Preferred: Experience working with international teams and knowledge of regional market dynamics across North America, UK, EU and APAC
Travel: Ability to travel globally for industry events, trade shows, or team meetings
Fluent in English, both written and verbal, is essential
Legally authorized to work in Canada
Why Join Dockmaster?

At Dockmaster, you’ll have the opportunity to make a significant impact on our growth while working alongside a passionate team dedicated to transforming the marina management industry
This is a key leadership role, reporting directly to the CEO, with ample opportunity for professional growth, strategic influence, and direct impact on the company's success
What We Offer:

Competitive salary and bonus structure based on performance
Health insurance, 401(k) with company match, and paid time off
Opportunities for professional development and career advancement
For more information about DockMaster Software, please visit our website at: www.dockmaster.com

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted.