Drive new business for Blueground's On-Demand division through outbound prospecting, full sales-cycle ownership, and strategic account development. Build and manage a high-quality pipeline, hit revenue targets, collaborate with internal teams for delivery, and represent the brand at events to drive growth and retention.
🌍 Redefining how people live.
Benefits
At Blueground, we believe that when your base is reliable, the world opens up. That’s why we’re building the world’s leading platform for living.
Every year, 350 million people move between cities—yet today’s housing options haven’t caught up with the needs of this modern, mobile generation. Blueground was built to change that.
With 40,000+ homes across the globe, available for stays from a few days to a year or more, we’re just getting started. We’re on an exponential growth path to redefine living and create an entirely new category. Our edge? Powerful proprietary tech, operational excellence, and a team that executes with speed and discipline.
Our culture is grounded in five principles:
- Guests First – Every decision starts with their experience.
- Move Fast – We value speed, momentum, and action.
- Dive In – The magic is always in the details, and we go deep.
- Embrace Change – Change isn’t a disruption; it’s how we grow.
- Keep It Honest – Transparency accelerates progress—and strengthens relationships.
If you’re ready to do the best work of your life and help reshape how the world lives, we’d love to meet you.
The RoleOur On-Demand division is rapidly growing, and we’re looking for a Sales Representative – New Business to drive that expansion by identifying, engaging, and converting high-value prospects into long-term clients.
If you’re a high-energy, strategic dealmaker who thrives on building relationships, closing complex B2B deals, and fueling business growth, this is your chance to make a measurable impact in a global PropTech leader.
What You’ll Own- Lead Acquisition & Prospecting: Proactively identify and qualify new business opportunities through outbound sales strategies utilizing our tech stack which includes; Outreach, ZoomInfo with Intent & Enrich, LinkedIn, SalesForce and others. Outbound prospecting occurs via Sequences built in Outreach involving emails, phone calls and LinkedIn messaging.
- End-to-End Sales Cycle: Own the full sales process from lead generation to contract close, tailoring solutions to meet client needs and driving decision-making with multiple stakeholders.
- Sales Strategy & Performance: Build and maintain a robust, high-quality sales pipeline. Consistently hit or exceed individual revenue and acquisition targets.
- Develop and leverage relationships with new and existing partners and associations.
- Collaborative Execution: Partner closely with internal teams (Operations, Housing Consultants, Marketing, and Leadership) to ensure flawless execution and post-sale delivery.
- Client Growth & Retention: Identify cross-sell and upsell opportunities within your portfolio, present Quarterly Business Reviews, and drive account expansion.
- Brand Representation: Attend industry events, conferences, trade shows, client meetings, and networking functions as the face of Blueground.
- 3+ years of outbound B2B sales experience, this experience should be focused on roles that involved outbound prospecting, conducting Discovery and presenting end-to-end solutions. While not required, experience in real estate, construction, hospitality, or relocation would be a plus.
- A proven track record of acquiring new clients and consistently exceeding revenue targets.
- Passion for working in a high-growth, entrepreneurial environment
- Hunter mentality with the ability to build a pipeline from scratch and close strategic, high-value deals
- Strong communication, negotiation, and relationship-building skills with the ability to influence across multiple levels
- Analytical thinking and a consultative approach to sales that balances client needs with business objectives
- Proficiency in Salesforce, ZoomInfo, and Google Workspace; experience with CRMs and outbound sales tools is a must
- Self-starter mindset with a bias toward action and ownership
Benefits
- Competitive salary and annual performance bonus ($75,000 - $85,000 + bonus)
- Flexible PTO
- Cigna Healthcare (Medical, Dental, Vision)
- 401k retirement plan
- Paid maternity/parental leave benefits for new parents
- Equipment provided by Blueground
- Complimentary accommodation in Blueground locations.
BLUEGROUND Chicago, Illinois, USA Office
20 W Kinzie St, Chicago, Illinois, United States, 60654
Similar Jobs
.png)
Greentech • Hardware • Internet of Things • Machine Learning • Software • Business Intelligence • Agriculture
Lead and coach a regional field sales team of Territory Managers across Indiana and Kentucky. Drive regional revenue and pipeline hygiene, forecast accuracy, recruitment, and localized execution of national strategy. Spend most time in the field (~60% travel), support deal escalation, surface customer insights to product and leadership, and build high-performing, growth-oriented sales culture.
Top Skills:
CRMSalesforce
Artificial Intelligence • Fintech • Insurance • Marketing Tech • Software • Analytics
Handle inbound and warm insurance sales leads remotely: consult customers, recommend Property & Casualty coverages, close policies, and meet performance goals. Paid training and licensing provided; must follow set schedules, meet work‑from‑home requirements, and obtain P&C license after hire.
Top Skills:
PcWired High-Speed Internet (100 Mbps Download / 20 Mbps Upload)
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Lead global brand media strategy end-to-end: strategy, agency management, creative partnership, experimentation, measurement, and budget ownership. Drive brand awareness via cross-functional collaboration, run brand health studies, analyze performance and scale effective channels.
Top Skills:
AI
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
