Remote Account Executive - Real Estate & Affordable Housing

Medium; Chicago (IL); On-site; USD 65,000 - 180,000; Full time

Benefits offered by this job

Equity incentive

Medical coverage

Life insurance

Paid time off

401(k) plan

Holidays

Job summary

PadSplit is hiring an Account Executive to expand our marketplace by engaging property owners to become PadSplit Hosts in Chicago, IL. This role drives outreach, lead qualification, and onboarding, with a focus on delivering compelling value propositions and building lasting owner relationships.

You’ll conduct discovery calls, tailor hosting solutions, and collaborate with onboarding teams to ensure smooth setup.

Qualifications

• Proven success in B2B or B2C sales in real estate or property management.
• Strong relationship-building and communication skills.
• Self-motivated and independent, comfortable with remote startup environments.
• Adaptable with problem-solving ability to tailor solutions.
• Knowledge of real estate markets and rental dynamics.
• Proficient with CRM systems (Salesforce, HubSpot) and virtual tools.
• Strong presentation skills for virtual or live meetings.
• Analytical thinking; able to evaluate market data and ROI.
• Team collaboration across marketing and onboarding.
• Entrepreneurial mindset and resilience.
• Alignment with PadSplit core values.

Responsibilities

• Prospect and qualify leads by researching potential property owners.
• Conduct outreach via cold calls, emails, and networking.
• Host discovery calls to understand owners' needs and barriers.
• Deliver tailored value propositions showing income benefits.
• Build and nurture relationships with property owners.
• Tailor hosting solutions including financial modeling and compliance.
• Close deals and onboard hosts with negotiated terms.
• Collaborate with onboarding teams for smooth setup.
• Track outreach and conversion metrics in CRM.
• Stay informed on market trends to refine outreach.
• Host educational sessions to explain PadSplit benefits.

Skills

Sales experience

Relationship building

Self-motivation

Adaptability

Real estate knowledge

CRM tools

Presentation skills

Analytical skills

Team collaboration

Entrepreneurial mindset

PadSplit values

Tools

Salesforce

HubSpot

Job description

PadSplit is hiring an Account Executive to expand our marketplace by engaging property owners to become PadSplit Hosts in Chicago, IL. This role drives outreach, lead qualification, and onboarding, with a focus on delivering compelling value propositions and building lasting owner relationships.

You’ll conduct discovery calls, tailor hosting solutions, and collaborate with onboarding teams to ensure smooth setup.