As an SDR, you will cold call real estate brokers to book demos, experiment with outreach strategies, and contribute to the startup's growth.
We’re looking for an ambitious SDR who thrives on cold calling to join us on a mission to turn a "fast-growing, promising startup" into a real estate industry #1 disruptor, impossible to ignore.
We’re a team of 14 hustlers who built an amazing product, found product-market fit, and are now scaling at the speed of light to take as much market share as possible.
Our customers are real estate brokers and team leaders — we know them all. Your job is to call them and book a demo. They respect people who can sell, because that's how they built their business.
This role is for you if…
- Are you the #1 dialer who actually enjoys cold calling?
- Do you get energy from finding prospects with real pain and helping them ACTUALLY solve it?
- Are you a self-starter who doesn’t wait for “the manager to help with X” but finds a way?
- Have you successfully filled a calendar with B2B sales meetings before?
- Do you want to be part of a team that is obsessed with what they do every day?
- If you’re nodding your head — keep reading.
This role is NOT for you if…
- You'd rather email or DM instead of dialing
- You think cold calling = bothering people
- You need step-by-step instructions for everything
- Rejection drains your motivation
- You prefer stable corporate environments over startup chaos
- You measure effort instead of results
No hard feelings — but we’re building something different here.
What you’ll actually do
- Cold call brokers and real estate team leaders
- If they don't pick up - we LinkedIn, we email, we find a way
- Book demos. Book demos. Book demos.
- Fill the calendar with qualified booked demos
- Experiment with outreach strategies and improve them
- Help build the early sales engine of a breakout startup
What makes someone successful here
- You love dialing
- Rejection pushes you forward; it doesn't slow you down
- You take ownership instead of asking permission
- You care about results, not activity metrics
- You want a team of great characters around you
What you get
- Competitive base + strong commission
- Equity — you’re joining early
- Direct access to founders
- A team that moves insanely fast
- Real ownership and impact
- Remote-friendly work
This isn’t a comfortable corporate job, but if we win...
How to apply
Send to: [email protected]
- Your LinkedIn or resume
- A short note summarizing your previous experience and your results in booking demos for B2B SaaS.
- We guarantee a reply within 24 hours.
Similar Jobs
Healthtech • Software
The Sales Development Representative will generate new business through outbound leads, maintain sales leads in the CRM, conduct market research, and collaborate with internal teams to meet sales goals.
Top Skills:
CRM
.png)
Software
The Sales Development Representative will generate business opportunities, conduct high-level discussions with executives, and coordinate with the sales team to close new business.
Top Skills:
Crm ToolsMS OfficeSalesforceWebex
Big Data • Information Technology • Machine Learning • Sales • Software • Database • Generative AI
The Senior Sales Development Representative will focus on outbound sales strategies, build relationships with senior executives, and create a pipeline for Enterprise Account Executives.
Top Skills:
OutreachSalesforceZoominfo
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
