Digital Sales Executive

asuresoftware; Tampa (FL); Hybrid; USD 95,000 - 105,000; Full time

Benefits offered by this job

Medical, Dental, Vision, HSA, FSA

401K with match

Employee Stock Purchase Program

Fitness Reimbursement

Self-Managed PTO

Job summary

Asure Software in Tampa, FL is seeking a Digital Sales Associate to generate new business opportunities and grow relationships across our HCM portfolio. You will combine outbound prospecting, consultative selling, product demonstrations, and pipeline management to drive revenue in a fast-paced tech environment.

The role requires strong communication, a customer-focused mindset, and a track record in quota-driven SaaS sales. Hybrid work and competitive compensation apply.

Qualifications

• Bachelor's Degree preferred; demonstrated ability, initiative, and potential.
• 1–2+ years of quota-driven B2B sales, SaaS sales, HCM, HR technology, recruiting tech, advertising sales, marketing, or consultative selling experience preferred.
• Experience with CRM systems such as Salesforce, NetSuite, or comparable platforms.
• Experience using virtual selling tools like Teams, Zoom, GoToMeeting, SalesLoft, Outreach, LinkedIn Navigator, or similar technologies.

Responsibilities

• Identify and develop new prospects through curated lists, self-generated opportunities, inbound inquiries, referrals, and business development activities.
• Meet and exceed monthly, quarterly, and annual sales targets.
• Conduct outbound prospecting via phone, email, social selling, and other channels to generate new opportunities.
• 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.

Skills

Quota-driven B2B sales

SaaS sales

Relationship-building

Consultative selling

Education

Bachelor's degree

Tools

Salesforce

NetSuite

HubSpot

SalesLoft

LinkedIn Navigator

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 will be a hybrid position out of our Tampa, FL location.

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.

NOAGENCIES 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.