Account Executive - Remote (Chicago, IL)

Overview

PadSplit is seeking an Account Executive dedicated to growing its marketplace by recruiting traditional property owners in the Chicago area to join as PadSplit Hosts. This role plays a pivotal part in helping homeowners generate additional income while contributing to resolving housing affordability through shared living solutions.

Key Responsibilities

• Identify and qualify prospective property owners suitable for becoming PadSplit Hosts
• Implement outreach efforts including cold calls, emails, and networking to connect with owners
• Conduct discovery meetings to understand property owners' objectives and concerns
• Present compelling value propositions emphasizing increased income, ease of management, and social impact
• Build and maintain trust-based relationships, addressing questions and highlighting opportunities
• Customize hosting solutions considering financial analysis, property fit, and compliance
• Negotiate and close agreements with owners for onboarding
• Collaborate with internal onboarding teams to ensure smooth transitions for new Hosts
• Maintain detailed CRM records on outreach, conversions, and performance indicators
• Continuously monitor the real estate environment and regulatory changes to refine strategies
• Organize educational webinars or sessions to inform owners about PadSplit benefits and dispel misconceptions

Required Qualifications

• Proven track record in B2B or B2C sales, preferably within real estate or property management sectors
• Excellent interpersonal and communication skills to develop enduring client relationships
• Self-driven and capable of thriving independently in a remote, dynamic startup setting
• Strong problem-solving and adaptability to address diverse owner needs and objections
• Understanding of real estate investment, rental markets, and property management is highly beneficial
• Familiarity with CRM tools such as Salesforce and Hubspot, along with virtual communication platforms
• Confident presentation skills for both virtual and live engagements
• Analytical aptitude to interpret market data and demonstrate financial benefits clearly
• Effective collaboration skills to work with marketing, onboarding, and cross-functional teams
• An entrepreneurial attitude with resilience to navigate a fast-paced startup environment
• Alignment with PadSplit’s core values: compassionate directness, integrity, optimism, curiosity, work ethic, empathy, and self-awareness

Compensation and Benefits

• Competitive base salary of $70,000 annually with attainable commission incentives
• An annual commission target of $180,000 based on onboarding approximately 80 new Hosts yearly
• Equity incentive plan as part of the compensation package
• Medical, dental, and vision insurance options available nationwide
• Company life insurance policy
• Optional accidental insurance, FSA, and DCFSA benefits
• Unlimited paid time off including 11 observed company holidays
• 401(k) plan available
• Twelve weeks of paid leave offered for both birth and non-birth parents
• Opportunity to contribute meaningfully to addressing the affordable housing crisis

Additional Information

• Applicant screening includes multiple interview stages: PeopleOps phone interview, sales leadership video interviews, a panel interview with a case study presentation, and potentially an in-person meeting
• Employment contingent upon successful completion of the E-Verify process and authorization to work in the U.S.
• PadSplit is an Equal Opportunity Employer committed to diversity and inclusion
• Use of AI tools during the recruitment process may occur to assist but not replace human judgement