Join our Team

Heyday Homes is a small (but mighty) women-owned real estate team serving downtown Chicago and surrounding suburbs. We focus on helping women and growing families make intentional decisions about their homes. We aim to curate every detail of the buying and selling process to make it as stress-free and streamlined as possible and strive to be the friend that has clients’ back every step of the way.

Showing Assistant

Are you the type of person who...

  • Has an active real estate license + reliable car to drive clients around the CITY of Chicago looking at homes?

  • Is skilled at communicating with clients, customers, and vendors?

  • Can provide concierge-level support to a Lead Agent?

  • Is able to switch from task to task efficiently?

  • Has a passion for real estate and showing homes?

  • Is extremely organized loves implementing systems and routines?

  • Can ‘wow’ us with your attention to detail?

  • Exceeds expectations at every turn?

  • Thrives in a fast-paced environment?

  • Would love to show clients real estate as part of a team effort?

As a team, we value intentional decision-making, continuously growing and learning, putting relationships first, and celebrating everyday victories.

Bottom line: If you are known for providing top-notch care, getting stuff done, and want to be part of growing something bigger, let’s talk!

As the Heyday Homes Showing Specialist, you will work alongside a Lead Agent to ensure that clients have a smooth buying and selling experience from start to finish, and beyond.

This position is a full-time role, 100% commission, 40+ hours/week role, and involves frequent evening + weekend hours. You must have your own vehicle. Real estate experience + an active real estate license are required.

Senior Agent

Heyday Homes is looking for an experienced real estate agent who is ready to focus on doing what you love -- working with clients -- while maintaining a life outside of work.

Our agents benefit from a dedicated operations team and a showing agent model that optimizes their schedules, allowing for actual time off. We are committed to fostering meaningful client relationships and handling all the details on your behalf. As a member of our team, you will have access to a network of professionals dedicated to expanding their expertise and perspective, all while assisting you in achieving your goals.

The Heyday Homes agent’s primary focus is to lead generate for new business, consistently nurture a pipeline of leads, ensure a client gets from offer to contract to close, and provide an outstanding client experience before, during, and after the transaction.

Responsibilities

  • Lead Generation: Lead generate for 10-15 hours a week using the Heyday events as a tool

  • Lead Follow-Up: Follow up with all leads in a timely manner to convert into appointments

  • Sign Clients: Convert prospecting and lead generation activities to appointments to sign buyer + seller client agreements

  • Negotiate offers on behalf of sellers and buyers

  • Skill Practice: Participate in team skill practice 2-3x a week per team standards

  • Education: Develop expert knowledge regarding mortgage financing, neighborhoods, schools, and all homeownership issues

  • Dedicated Showing Partners: The lead agent will work closely with a showing partner who will attend buyer/seller showings, inspections, open houses, and appraisals

Qualifications

  • Active real estate license

  • 2+ years of proven real estate experience

  • Reliable car

  • Reside within the City of Chicago

You are an intrinsically motivated sales professional with a competitive spirit. You are excellent at building rapport, listening to the needs of others and identifying solutions. Prospecting and lead generation are your strength zones. Overcoming objections comes naturally. You are a strong communicator and committed to service.