About Keyway
Keyway is building the AI infrastructure powering the future of real estate.
Our multi-agent platform automates high-impact workflows—from comp analysis and underwriting to document abstraction and investment scoring.
We’re trusted by leading investors like Starwood Capital and Two Sigma and backed by top-tier venture firms that have supported companies such as Stripe, Opendoor, Palantir, and Uber.
The Role
As a Sales Executive at Keyway, you’ll play a pivotal role in driving revenue growth and expanding our market footprint by strategically advancing our flagship AI platform. You’ll connect with investors, operators, and other real estate professionals to showcase how Keyway’s technology transforms deal-making—faster, smarter, and more efficient.
What You’ll Do
- Sales Strategy Execution: Manage the full sales cycle—from identifying and qualifying prospects to negotiating and closing deals.
- Client Engagement: Deliver exceptional client experiences by understanding prospect needs and presenting tailored solutions powered by Keyway.
- Market Expertise: Leverage knowledge of real estate trends in your region to drive relevance and credibility in every conversation.
- Performance & Metrics: Consistently achieve and exceed sales quotas through strong prospecting (50–80 cold calls/day), disciplined pipeline management, and closing skills.
Who You Are
- Experienced Sales Professional: 3+ years in an inside sales environment in PropTech, SaaS.
- Industry Insight: Familiar with the challenges real estate professionals face and skilled at positioning solutions that build trust and deliver measurable value.
- Skilled Communicator: Exceptional written, verbal, and in-person communication skills, able to explain complex solutions with clarity.
- Goal-Oriented: Proven track record of meeting and exceeding measurable sales goals under pressure.
Personal Qualities
- Entrepreneurial mindset with a drive to refine strategies and deliver results.
- High-energy, detail-oriented, and results-driven.
- Analytical, data-informed, and adaptable to a fast-moving environment.
- Low-ego team player with a can-do attitude and flexibility to prioritize what matters most.
Why Join Us
At Keyway, you’ll be part of a team reshaping the future of commercial real estate through AI innovation. You’ll have the chance to grow your career in a fast-paced startup environment, backed by world-class investors and industry leaders.
We are proud to be an equal opportunity workplace and believe diversity is core to our mission.
Top Skills
What We Do
Keyway is the AI-powered real estate investment manager.
We are a team of experienced real estate professionals, operators, engineers and data scientists who leverage our real estate expertise and innovative technology to unlock value and drive financial returns.
Data-driven: Keyway leverages AI, machine learning and data science to make better real estate investment decisions and achieve superior outcomes.
Efficient: We use technology at every stage of the real estate lifecycle – sourcing, underwriting, transacting, managing and selling – to achieve smoother, faster and lower-cost deals.
Transparent: Our proprietary technology aggregates highly-fragmented data into a centralized platform, providing increased transparency in a traditionally non-transparent asset class.
Our current commercial real estate strategies focus on Multifamily and Net Lease investments. For Multifamily, we are focused primarily on small-scale Class B properties in the Sun Belt due to its population and job growth. As values-based investors, we believe in making housing more affordable and accessible, while also improving the health, safety and wellness of our residents through ESG integration and other resident-first upgrades.
In addition to Multifamily investing, we partner with small businesses, particularly in the medical sector, to optimize the value of their underlying real estate portfolio. Our goal is to scale up the acquisition of net lease properties by becoming long-term capital providers and expansion partners to business owners, operators and investors.
Why Work With Us
We are a team of experienced real estate professionals, operators, engineers and data scientists who leverage our real estate expertise and innovative technology to unlock value and drive financial returns.
We are changing the future of real estate and using AI, machine learning and data science to change the landscape.
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