Digital Sales Manager

This position will be an on-site role out of our Tampa, FL location. Digital Sales Manager leads, coaches, and develops a team of Digital Sales Associates responsible for generating new business, expanding existing customer relationships, and driving revenue growth across Asure's portfolio. This leader creates a high-performance, high-accountability culture while guiding the team through inbound and outbound prospecting, consultative selling, product demonstrations, account management, pipeline development, and closing. The ideal candidate is a proven sales leader who combines strong business acumen, analytical discipline, and a passion for developing people with a deep commitment to the customer experience. Major Duties and Responsibilities Attract, hire, onboard, coach, and retain a high-performing team of Digital Sales Associates. Establish a high-performance, high-accountability culture that consistently meets or exceeds monthly, quarterly, and annual sales targets. Provide hands-on coaching across the full digital sales cycle, including territory and account planning, outbound prospecting, discovery, consultative selling, virtual product demonstrations, proposal development, negotiation, and closing. Guide the team in developing opportunities from curated lists, self-generated prospects, inbound inquiries, referrals, channel partners, reseller partners, and business development activities. Participate in prospect and customer calls, review recorded calls, and provide deal strategy and closing support tailored to each Digital Sales Associate. Ensure the team conducts effective discovery, communicates value propositions and return on investment, recommends solutions aligned to customer objectives, and serves as a trusted advisor across assigned product offerings. Build a customer-focused sales motion that strengthens relationships with prospects, existing clients, referral sources, and business partners while identifying upsell, cross-sell, and account expansion opportunities. Develop, own, and monitor key performance indicators for activity, conversion, pipeline coverage, revenue, and forecast accuracy; use data to identify gaps and improve team execution. Maintain a deep understanding of active opportunities and business trends and provide timely, accurate forecasts and performance updates to senior management. Drive consistent adoption and accurate use of sales technology, including Salesforce, SalesLoft, LinkedIn Navigator, HubSpot/Pardot, Gong, virtual meeting platforms, or similar tools for activity management, pipeline progression, forecasting, and customer engagement. Maintain current knowledge of Asure products, services, market trends, and competitive solutions, and ensure the team develops strong product and industry expertise. Collaborate with Customer Success, Marketing, Support, Operations, and other internal partners to improve customer experience and support revenue growth. Required Qualifications Bachelor's degree preferred; equivalent demonstrated experience, leadership ability, and business results will be considered. At least 2 years of experience leading or managing an inside, digital, or virtual sales team. At least 3 years of successful quota-carrying sales experience, preferably in SaaS, HCM, HR technology, recruiting technology, payroll, or another consultative technology sales environment. Demonstrated record of meeting or exceeding sales goals as both a people leader and an individual contributor. Strong knowledge of digital sales practices, including outbound prospecting, inbound lead management, discovery, virtual demonstrations, pipeline management, negotiation, closing, and account expansion. Proven ability to coach, motivate, and develop sales professionals while setting clear expectations and holding the team accountable for results. Analytical mindset with the ability to translate activity, conversion, pipeline, and forecast data into practical action plans. Experience with Salesforce or a comparable CRM and with digital selling tools such as SalesLoft, Outreach, LinkedIn Navigator, HubSpot/Pardot, Gong, Teams, Zoom, or GoToMeeting. Excellent verbal, written, listening, presentation, relationship-building, and problem-solving skills. Credibility and professionalism with direct reports, customers, candidates, cross-functional partners, and senior management. Results-oriented, customer-focused, adaptable, organized, and able to manage multiple priorities in a fast-paced environment. Compensation The on target earning (OTE) for this position is $168,000-$183,000, based on relevant experience, skills, and industry knowledge. Asure Software offers a variety of employee benefits. Salary information is determined by market location and is provided in accordance with state and local pay-transparency laws.