Growth Associate, Sales

RealtyAds; Chicago (IL); On-site; USD 50,000 - 90,000; Full time

Benefits offered by this job

Unlimited PTO

Health/Dental/Vision insurance

Retirement benefits

Mentorship

Career growth

Collaborative culture

AI industry impact

Job summary

RealtyAds is hiring an ambitious entry-level sales role in Chicago to build a pipeline from scratch and learn modern sales approaches. You will work directly with experienced reps and leadership, receiving constant feedback, coaching, and mentorship.

The position emphasizes energy, interpersonal skills, and a proactive, AI-enabled selling mindset. You will start in outbound pipeline generation and rapidly grow toward higher responsibility, including closing and leadership tracks for top

Qualifications

• Hungry to learn and grow quickly in a high-accountability environment.
• Energetic communicator with genuine curiosity about people, business, and technology.
• Coachability, self-awareness, and a drive to improve through feedback.

Responsibilities

• Research, identify, and qualify CRE ownership groups and brokerage firms to target.
• Use HubSpot, LinkedIn Navigator, and internal tools to build and manage pipeline.
• Learn how CRE organizations operate to reach the right stakeholders.

Skills

Energy

Communication

Curiosity

Work Ethic

Coachable

Organized

In-person teamwork

Tools

HubSpot

LinkedIn Sales Navigator

Job description

DO YOU WANT TO LEARN MORE THAN A SCRIPT?

Most entry-level sales jobs suck.

You get handed a script, thrown into a giant SDR org, and spend a year (or two) doing copy/paste outreach with very little coaching or growth.

That is not this role.

RealtyAds is building AI-native software for commercial real estate, and we're looking for someone ambitious who wants to learn how modern sales works.

You'll sit directly with experienced reps and leadership. You'll get constant feedback. You'll learn how to break into companies, start conversations, build relationships, and create pipelines from scratch - using both timeless sales fundamentals and the AI workflows that are reshaping the craft right now.

The best young salespeople today aren't just selling AI products - they're using AI to out-research, out-personalize, and out-work everyone else. You'll learn how to do both here.

This role starts in outbound pipeline generation, but it is intentionally designed to grow quickly for high performers. We are hiring with the explicit goal of developing future closers and sales leaders.

And because we're a small team, your work will actually matter. Your meetings, your pipeline, your ideas, and your wins will visibly impact the business.

We'll teach you the industry. We care much more about energy, communication skills, curiosity, and work ethic. We believe the next generation of great salespeople will be AI-native, highly personable, and relentless learners.

We are confident that RealtyAds is one of the best places to become a modern sales operator, and so does LinkedIn (voted one of LinkedIn's Top Startups in 2025). If this sounds exciting to you, we want to hear from you.

Who Thrives Here

This role is a great fit for people who are hungry to learn, competitive by nature, and excited to grow fast in a high-accountability environment.

• You’ve competed and performed somewhere before - whether in sales, leasing, hospitality, athletics, customer service, or any environment where results mattered
• You bring energy, strong communication skills, and genuine curiosity about people, business, and technology
• You’re coachable, self-aware, and motivated to improve quickly through repetition and feedback
• You stay organized, move with urgency, and can manage multiple priorities without constant oversight
• You want to be in the office, on the sales floor, learning in real time alongside experienced reps and leadership
• You’re excited by the idea of building skills that compound over the rest of your career

What You’ll Be Doing

This role starts with outbound pipeline generation, but it’s intentionally designed to grow quickly for high performers.

• Research, identify, and qualify target CRE ownership groups and brokerage firms worth targeting
• Utilize HubSpot, LinkedIn Sales Navigator, and internal tooling to build and manage pipeline
• Learn how complex CRE organizations actually operate so you can reach the right stakeholders
• Learn and execute the full sales cycle alongside senior reps, with a direct path to carrying your own quota
• Develop repeatable prospecting systems and AI workflows that help you work smarter and faster
• Learn the CRE industry from the ground up - we will teach you everything you need to know

A FEW THINGS WE BELIEVE

• Sales is a real skill - and great salespeople are built, not born
• AI is going to completely reshape how top sales teams operate
• The best young salespeople will combine strong people skills with AI workflows
• Being in-person matters, especially early in your career
• Ambitious people improve faster when surrounded by other ambitious people
• Small teams create more opportunity, ownership, and visibility

Compensation & Perks

• Base salary: $50,000-$55,000
• On-target earnings (OTE): $80,000-$90,000 (uncapped)
• Unlimited PTO
• Health, Dental & Vision insurance
• Retirement benefits
• Ongoing professional development and mentorship
• Collaborative culture with room for upward mobility for high performers
• Opportunity to help shape how AI transforms an entire industry

Company Overview

RealtyAds is devoted to reimagining real estate through AI-native solutions that help the industry find, advance, and close more deals. Founded in 2019, RealtyAds has grown to support clients across 125 markets and 10 countries, making us the first and most trusted AI-native firm in commercial real estate. Our platform combines hyper-targeted advertising, smarter websites, and performance-driven content to transform how properties and brands reach and secure clients. By pairing cutting-edge AI with deep industry expertise, RealtyAds empowers owners, brokers, and marketers to achieve measurable success.