Digital Sales Manager

Who we are

Over 600 employees strong, Asure sees Human Capital Management (HCM) through the lens of entrepreneurs and executives with an owner’s mentality. We help businesses develop their “Human Capital” to get to the next level, stay compliant, and allocate their time, money and technology toward growth. Our HCM platform empowers more than 80,000 clients to build great teams and better manage their people while staying compliant in an ever-changing HR legislative landscape. Asure’s HCM offering includes Payroll & Tax, HR, and Time & Attendance software and HR Services ranging from online compliance tools to a fully outsourced HR department.

This position will be an on-site role out of our Tampa, FL location.

How you will contribute

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. Applicants should apply via www.asuresoftware.com/careers.

Benefits

• Medical, Dental, Vision, HSA, FSA- All effective on day 1!
• Company paid Basic Life Insurance, A+D, Long-Term Disability, and Short-Term Disability
• 401K Program with 3% safe harbor contribution
• Employee Stock Purchase Program
• Fitness Reimbursement Program
• Self-Managed PTO

Our Mission

To provide Human Capital Management (HCM) software and services that help companies grow, while nurturing a culture of growth around us.

• Helping customers grow by getting the most from their human capital
• Helping our employees grow personally and professionally
• Growing relationships in our communities that inspire goodness
• Grow shareholder value

Our Vision

Be the most trusted Human Capital Management resource to entrepreneurs everywhere.

Our Values

Reflect who we are and what we stand for as a company.

• Embrace Change
• Lead with Integrity
• Own the Outcome
• Deliver Awesome
• Be a Good Human

We are an equal opportunity employer. All candidates must be legally authorized to work in the US, as we are unable to sponsor or transfer Visas at this time. Criminal background checks conducted at employment offer.

NO AGENCIES PLEASE

Any unsolicited resumes sent to Asure Software from a third party, such as an Agency, including unsolicited resumes sent to Asure’s mailing address, fax machine or email address, directly to employees or hiring managers will be considered Asure property. Asure will not pay a fee for any placement resulting from the receipt of an unsolicited resume.