Chicago, Illinois, United States · On-site
$60k–$65k/yr
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. Th…
Skills: Full-Cycle Sales, Prospecting, Lead Qualification, Product Demonstrations, Contract Negotiation
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Manage the full sales cycle from prospecting and qualification to delivering demos and closing new business. Develop AI-powered workflows and collaborate with leadership to refine the go-to-market strategy for commercial real estate software.
Proven success in sales, business development, or a results-driven environment with a competitive nature. Must be coachable, organized, and eager to work in-person while leveraging AI tools to optimize sales execution.
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.
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
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
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
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
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.
AI-Native Solutions for Real Estate
AI-Native. CRE-Focused. Results-Driven. Commercial real estate has long lagged in adopting solutions to find and nurture prospects, often spending heavily with limited return. The industry needed a modern strategy to reduce vacancy, strengthen portfolios, and drive profitability. RealtyAds answered with AI-native solutions that help properties and brands reach more prospects and turn interest into measurable results. Through AI-powered Advertising, Website, and Content Services, RealtyAds equips owners, brokers, and marketers to find, advance, and close more deals while reducing waste and maximizing efficiency. Today, leading CRE teams see RealtyAds’ AI-native approach as the new standard for tenant acquisition and portfolio growth. Backed by AI-powered solutions across Digital Advertising, Website Analytics, and Content Services, RealtyAds now supports clients across 125 markets in 10 countries, delivering measurable efficiencies and scalable results.
Offices: 515 N State St, 1750, Chicago, Illinois 60654, US
AI-Native Solutions for Real Estate
AI-Native. CRE-Focused. Results-Driven. Commercial real estate has long lagged in adopting solutions to find and nurture prospects, often spending heavily with limited return. The industry needed a modern strategy to reduce vacancy, strengthen portfolios, and drive profitability. RealtyAds answered with AI-native solutions that help properties and brands reach more prospects and turn interest into measurable results. Through AI-powered Advertising, Website, and Content Services, RealtyAds equips owners, brokers, and marketers to find, advance, and close more deals while reducing waste and maximizing efficiency. Today, leading CRE teams see RealtyAds’ AI-native approach as the new standard for tenant acquisition and portfolio growth. Backed by AI-powered solutions across Digital Advertising, Website Analytics, and Content Services, RealtyAds now supports clients across 125 markets in 10 countries, delivering measurable efficiencies and scalable results.
Offices: 515 N State St, 1750, Chicago, Illinois 60654, US
