Digital Sales Executive

Asure Software; Tampa (FL); On-site; USD 95,000 - 105,000; Full time

Benefits offered by this job

Medical benefits

401K program

Employee Stock Purchase Program

PTO (Self-Managed)

Fitness reimbursement

Job summary

Asure Software in Tampa, FL is seeking a Digital Sales Associate to generate new business and grow existing client relationships. You will use outbound prospecting, consultative selling, product demonstrations, and pipeline management to drive revenue and hit targets.

Engage with prospects via phone, email, social channels, and web leads; build proposals, present pricing, negotiate terms, and maintain an active sales funnel while collaborating with Customer Success and Marketing for growth.

Qualifications

• 1–2+ years in quota-driven B2B SaaS sales or related roles.
• Experience with CRM systems and virtual selling tools.
• Strong communication and relationship-building abilities.

Responsibilities

• Identify and develop new prospects and expand existing accounts.
• Meet and exceed monthly, quarterly, and annual targets.
• Conduct discovery calls, demos, and proposal presentations.
• Manage CRM pipeline and forecast opportunities.
• Collaborate with Customer Success and Marketing for growth.

Skills

B2B sales experience

SaaS sales

CRM systems

Communication skills

Quota-driven

Relationship-building

Education

Bachelor's Degree preferred

Tools

Salesforce

SalesLoft

LinkedIn Navigator

Gong

HubSpot/Pardot

Job description

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 is based at our Tampa, FL office.

How you will contribute

The Digital Sales Associate is responsible for generating new business opportunities and growing existing customer relationships across Asure's portfolio. This role combines outbound prospecting, consultative selling, product demonstrations, account management, and pipeline development to drive revenue growth and exceed assigned sales goals. The ideal candidate possesses a strong customer focus, a competitive drive to achieve results, and a desire to build a successful sales career in a fast-paced technology environment.

Sales Execution

• Identify and develop new prospects through working curated lists, self-generated opportunities, inbound inquiries, referrals, and business development activities.
• Contribute directly to revenue growth by meeting and exceeding monthly, quarterly, and annual sales targets.
• Conduct outbound prospecting activities through phone, email, social selling, and other channels to generate new opportunities.
• Manage and respond to inbound sales inquiries, web leads, and existing customer requests.
• Develop proposals, present pricing, negotiate terms, and close business opportunities.
• Maintain an accurate and active sales pipeline for forecasting and opportunity management.

Consultative Selling & Product Demonstration

• Conduct discovery conversations to understand customer needs, business challenges, and growth objectives.
• Present software demonstrations and solution overviews through virtual and phone-based presentations.
• Recommend solutions that align with customer needs and business objectives.
• Become a trusted advisor and subject matter expert across assigned product offerings.
• Effectively communicate value propositions, key differentiators, and return on investment.

Relationship Development

• Build and maintain strong relationships with prospective customers, existing clients, referral sources, channel partners, and reseller partners.
• Develop and maintain relationships with referral sources such as CPAs, Financial Advisors, Insurance Brokers, and other business partners where applicable.
• Maintain and grow business accounts through consultative relationship management.
• Identify opportunities for upselling, cross-selling, and account expansion.

CRM & Sales Technology

• Utilize sales technology platforms including Salesforce, SalesLoft, LinkedIn Navigator, HubSpot/Pardot, Gong, or similar systems to manage activities and opportunities.
• Accurately document sales activity, customer interactions, pipeline progression, and forecasting information within CRM systems.
• Leverage sales tools and virtual meeting platforms to improve efficiency and customer engagement.

Professional Development

• Maintain current knowledge of Asure products, services, market trends, and competitive solutions.
• Demonstrate a growth mindset and commitment to ongoing professional development.
• Collaborate effectively with internal teams including Customer Success, Marketing, Support, and Operations.

Qualifications

• Bachelor's Degree preferred; we value demonstrated ability, initiative, and potential.
• Experience with collegiate sales programs, sales or marketing-focused internships, competitions, certifications, leadership roles, athletics, or similar experiences is valued.
• Prior sales, marketing, recruiting, or customer-facing experience preferred.
• Driven, energetic, competitive, and motivated to succeed.
• Coachable, adaptable, and comfortable in a fast-paced, goal-oriented environment.
• Strong communication, relationship-building, and problem-solving skills.
• 1-2+ years of experience in quota-driven B2B sales, SaaS sales, HCM, HR Technology, Recruiting Technology, Advertising Sales, Payroll Sales, Marketing, or consultative selling environments preferred.
• Experience with CRM systems such as Salesforce, NetSuite, or comparable platforms.
• Experience using virtual selling tools such as Teams, Zoom, GoToMeeting, SalesLoft, Outreach, LinkedIn Navigator, or similar technologies preferred.

Compensation

The on target earning (OTE) for this position is $95,000 - $105,000 based on relevant experience, skills, and industry knowledge. The compensation package includes an uncapped commission structure. 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.

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.