Broker Associate

Company Description Milestone Partners at Tavola Realty is a client-focused real estate firm dedicated to helping individuals and investors achieve their property goals with clarity and confidence. The team combines deep local market expertise with modern marketing strategies and technology to deliver a seamless experience for buyers, sellers, and investors. Services include residential home buying and selling, luxury real estate, investment consulting, property marketing, and market analysis. Tavola Realty emphasizes integrity, transparency, and long-term relationships while supporting clients through negotiations, contract management, and relocation needs. The company’s mission is to simplify the real estate journey and help clients make informed, value-driven decisions at every stage.

Role Description The Real Estate Broker at Tavola Realty will manage the full real estate transaction cycle, including prospecting, property showings, market analysis, and contract negotiations. Day-to-day responsibilities include building and maintaining client relationships, advising clients on pricing and market trends, preparing and presenting listings, and coordinating inspections, appraisals, and closing activities. The broker will leverage local market knowledge to support residential, luxury, and investment clients, while using digital tools and marketing resources to promote properties effectively. This is a full-time, remote role based in Chicago, IL, requiring regular virtual meetings, property visits, and collaboration with internal team members and external partners such as lenders, attorneys, and inspectors.

Qualifications

• Strong foundation in Real Estate, including local Chicago market knowledge.
• Demonstrated experience in Sales, with a track record of closing transactions and meeting performance goals.
• Exceptional Customer Service skills, with the ability to communicate clearly, build trust, and maintain long-term client relationships.
• Active Illinois Real Estate Broker license (or willingness to obtain one); familiarity with state and local regulations and contracts a plus.
• Ability to conduct comparative market analyses, negotiate effectively, and manage contracts from offer to closing.
• Comfort with real estate technology platforms, CRM systems, and digital marketing tools.
• Strong organizational and time management skills, with the ability to manage multiple clients and listings simultaneously.
• Willingness to work flexible hours, including evenings and weekends, based on client and market needs.
• Prior experience in residential, luxury, or investment real estate is highly beneficial.

About Tavola Realty

A modern brokerage built on the belief that real estate should be smarter, more transparent, and deeply personal.

Why Tavola

Built for a better experience.

Tavola Realty was founded on a simple idea: real estate professionals and their clients deserve better. Better technology, better support, and a better understanding of the financial picture beyond the transaction.

We combine local expertise with modern tools and a unique integration of tax, legal, and financial advisory services — giving our clients and agents an edge that traditional brokerages simply can’t match.

Vision

Redefining Real Estate in Chicago

We envision a future where buying, selling, or investing in real estate is seamless, informed, and empowering — where technology enhances the human connection rather than replacing it.

Our Values

What we stand for

Excellence- We hold ourselves to the highest standards in every transaction, interaction, and decision.

Transparency- Honest communication and clear expectations — no hidden fees, no surprises.

Client-First- Every strategy, recommendation, and action is centered on our clients' best interests.

Community- We invest in the neighborhoods we serve and the people who call them home.

Pay: $25,000.00 - $250,000.00 per year

Benefits:

• Flexible schedule

Work Location: Remote