Senior Associate, Growth

RealtyAds; Chicago (IL); On-site; USD 60,000 - 65,000; Full time

Benefits offered by this job

Unlimited PTO

Health, Dental & Vision insurance

Retirement benefits

Ongoing mentorship and development

Career advancement opportunities

Shape AI industry in real estate

Job summary

RealtyAds is seeking an ambitious sales professional to own the full sales cycle from prospecting to close. You will run discovery calls, deliver demos, manage opportunities, negotiate contracts, and close new business while continuing to build pipeline.

You’ll sit with experienced sales leaders, learn the CRE industry, and become a trusted advisor, shaping how AI transforms a traditional sales role. Office-based collaboration is encouraged for those early in their careers.

Qualifications

• Ability to own the full sales cycle from prospecting to close.
• Experience generating and managing opportunities and pipeline.
• Comfort with discovery calls and product demonstrations.
• Skilled at negotiating contracts and closing new business.
• Adept at building relationships with decision-makers across CRE organizations.
• Comfort using AI-driven workflows and sales automation.

Responsibilities

• Own the full sales cycle from prospecting and qualification through demos, negotiation, and contract execution.
• Research, identify, and engage CRE ownership groups and brokerage firms.
• Run tailored discovery calls and product demonstrations that clearly communicate business value.
• Build relationships with decision-makers across complex commercial real estate organizations.
• Utilize HubSpot, LinkedIn Sales Navigator, and internal tooling to manage opportunities.
• Develop repeatable prospecting systems and AI-powered workflows.
• Collaborate with leadership to refine messaging, sales process, and go-to-market strategy.
• Learn the CRE industry and become a trusted advisor to prospects and clients.

Skills

Full-cycle sales

Prospecting

Demo delivery

Negotiation

Contract execution

Relationship building

Ownership mindset

Coachability

AI familiarity

Multitasking

Tools

HubSpot

LinkedIn Sales Navigator

Job description

READY TO DO MORE THAN JUST BOOK MEETINGS?

A lot of sales roles put you in a box. You prospect all day but never learn how to close. Or you're handed opportunities without ever learning how to create your own pipeline.

That is not this role.

RealtyAds is building AI-native software for commercial real estate, and we're looking for someone who has already proven they can generate opportunities and is ready to take ownership of the entire sales process.

You'll sit directly with experienced sales leaders and top performers. You'll run discovery calls, deliver demos, manage active opportunities, negotiate contracts, and close new business. You'll also continue building pipeline because we believe the best salespeople know how to create opportunities, not just work them.

The best salespeople today aren't just selling AI products— they're using AI to out-research, out-personalize, and out-execute everyone else.

You'll Learn How To Do Both Here.

This role is designed for ambitious sales professionals who want to accelerate their development into elite closers and future sales leaders. And because we're a small team, your impact will be visible. Your pipeline, your deals, your ideas, and your wins will directly influence the growth of the company.

We'll teach you the industry.

We care much more about ownership, coachability, work ethic, and a desire to win than checking every box on a resume. 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 have already demonstrated success in sales and are excited to take the next step toward becoming elite full-cycle sellers.


• You've consistently performed in sales, business development, recruiting, leasing, or another results-driven environment


• You are competitive by nature and genuinely enjoy winning


• You bring strong communication skills and know how to build trust with prospects and clients


• You're coachable, self-aware, and actively seek feedback to improve your performance


• You take ownership of outcomes rather than waiting for direction


• You stay organized, move with urgency, and can manage multiple opportunities simultaneously


• You are excited by technology and curious about how AI is changing modern sales


• You want to be in the office, collaborating closely with experienced reps and leadership


• You're motivated by the idea of developing skills that compound throughout your career

What You’ll Be Doing

• Own the full sales cycle from prospecting and qualification through demos, negotiation, and contract execution


• Research, identify, and engage target CRE ownership groups and brokerage firms


• Run tailored discovery calls and product demonstrations that clearly communicate business value


• Build relationships with decision-makers across complex commercial real estate organizations


• Utilize HubSpot, LinkedIn Sales Navigator, and internal tooling to manage opportunities and improve performance


• Develop repeatable prospecting systems and AI-powered workflows that increase efficiency and effectiveness


• Collaborate closely with leadership to refine messaging, sales process, and go-to-market strategy


• Learn the CRE industry from the ground up while becoming a trusted advisor to prospects and clients

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 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: $60,000-$65,000


• On-target earnings (OTE): $100,000 (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.