Enterprise Business Development Executive

Advantax, Inc.

$75K — $100K *
Elgin, IL 60120In-Person
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years of B2B outbound sales experience
  • Proven success in prospecting decision makers
  • Experience managing complex, longer sales cycles
  • Strong consultative selling and discovery skills
  • Experience with Salesforce and LinkedIn Sales Navigator
  • Solid time management and CRM discipline
  • Bachelor's degree or equivalent experience required

Responsibilities

  • Develop enterprise-level opportunities through strategic outbound prospecting
  • Execute targeted outreach via phone, email, and LinkedIn
  • Build and manage multi-touch sales cadences
  • Conduct discovery conversations to identify client pain points
  • Communicate Advantax's value proposition consultatively
  • Cultivate long-term relationships with finance and tax leaders
  • Manage accounts through extended sales cycles
  • Maintain organized CRM records and follow-ups in Salesforce
  • Collaborate closely with sales leadership on strategy and pipeline
  • Engage in ongoing coaching and consultative sales training

Benefits

  • 32 paid days off annually, including company-wide paid holiday weeks
  • 401(k) plan with company match
  • Comprehensive medical, dental, and vision insurance
  • Disability and life insurance options
  • Gym reimbursement program
  • Paid parental leave policy
  • Charity matching program available
  • Collaborative and team-oriented work culture
Full Job Description
Enterprise Business Development Executive

Hybrid | Elgin, IL
$75,000+ Base Salary + Uncapped Commission + Profit Sharing Bonus

The Opportunity

This role is designed for experienced B2B sales professionals who understand how to:
  • Prospect into enterprise-level organizations
  • Execute targeted outbound outreach campaigns
  • Build relationships through persistence and professionalism
  • Navigate long and complex sales cycles
  • Create opportunities through thoughtful communication and follow-up
  • Develop trust with finance, accounting, and tax leadership teams

You will be responsible for generating and developing relationships with Controllers, CFOs, Tax Directors, and other senior finance professionals at large organizations throughout the United States.

The ideal candidate understands that enterprise B2B sales success is rarely about "quick wins." It is about consistency, strategy, patience, and execution over time.

What You'll Do
  • Develop enterprise-level B2B opportunities through strategic outbound prospecting
  • Execute highly targeted outreach through phone, email, and LinkedIn
  • Build and manage thoughtful multi-touch sales cadences
  • Conduct discovery conversations to uncover operational, compliance, and process-related pain points
  • Effectively communicate Advantax's value proposition in a consultative and professional manner
  • Build long-term relationships with finance and tax leaders across multiple industries
  • Manage and nurture accounts through extended sales cycles
  • Maintain highly organized CRM documentation and follow-up activity within Salesforce
  • Collaborate closely with sales leadership on account strategy and pipeline development
  • Participate in ongoing coaching, roleplay, and NEPQ-based consultative sales training

What Makes Someone Successful Here

The top performers at Advantax typically possess:
  • Strong B2B outbound prospecting experience
  • Excellent verbal and written communication skills
  • Executive-level professionalism on the phone and in writing
  • Emotional intelligence and active listening skills
  • Coachability and willingness to continuously improve
  • Persistence without becoming overly aggressive
  • Strong organizational and follow-up discipline
  • Comfort operating within long and complex sales cycles
  • Ability to think critically and ask thoughtful questions
  • A process-oriented mindset while remaining adaptable in live conversations
  • Mental toughness and consistency during slower periods
  • Ability to build trust over time with senior-level business leaders

Preferred Backgrounds

We are especially interested in candidates with experience in:
  • Enterprise B2B business development
  • SaaS sales
  • Payroll/HCM
  • Professional services
  • Staffing and recruiting
  • Financial services
  • Logistics/freight brokerage
  • Commercial insurance
  • Compliance-related services
  • Other consultative outbound sales environments

Qualifications
  • 3+ years of B2B outbound sales or business development experience
  • Proven experience prospecting into business decision makers and executive leadership
  • Experience managing longer sales cycles and multi-touch follow-up processes
  • Strong consultative selling and discovery skills
  • Demonstrated success with outbound prospecting and relationship development
  • Experience with Salesforce, ZoomInfo, LinkedIn Sales Navigator, or similar platforms
  • Strong time management, organization, and CRM discipline
  • Comfortable receiving coaching and operating within a team-oriented sales culture
  • Bachelor's degree or equivalent experience required

Compensation & Benefits
  • $75,000+ base salary
  • Uncapped commission structure
  • Tiered milestone-based commissions
  • Annual profit-sharing bonus
  • Hybrid work environment
  • 32 paid days off annually to start, including a Company-wide paid summer and winter holiday week
  • 401(k) with company match
  • Medical, dental, vision, disability, and life insurance
  • Gym reimbursement
  • Paid parental leave
  • Collaborative, team-oriented culture

  • Charity matching (Advantax matches your donation to your favorite charity)


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