Area Sales Manager

Workbox Holdings, Inc.
Chicago, IL

ABOUT WORKBOX

Workbox is a national workspace operator that provides professionals with a platform to connect. In addition to office space and coworking solutions, we offer access to a range of investors, professional specialists, and high growth businesses across our entire portfolio. Our workspace products include private offices, reserved desks and floating memberships, as well as meeting rooms and event spaces. We currently operate 13 locations, encompassing over 400,000 square feet, in seven cities across the U.S. and our differentiation has led to us being one of the fastest growing workspace operators in the country.

ABOUT THE OPPORTUNITY

As we continue to expand our real estate footprint, we are seeking a full-time Area Sales Manager to be based in Chicago and lead the sales efforts in multiple Chicago locations. This role is a high-impact, high-visibility position, responsible for helping us grow and requiring a wide skill set, including execution of the full sales cycle, top-of-the-funnel pipeline management and assistance in strategic partnerships and brand awareness. The Area Sales Manager will report directly to the Vice President, Sales and interact daily with other internal company departments, as well as external vendors and partners.

KEY RESPONSIBILITIES

  • Generating profitable new business through sales funnel management and outreach activities to achieve monthly sales targets.
  • Identifying and pursuing new business opportunities and partnerships through outbound outreach, networking and campaign execution, targeting key industries and demographics aligned with company objectives.
  • Managing the full sales cycle, from prospecting and conducting tours to negotiating proposals and closing deals.
  • Maintaining consistent outreach with potential clients to establish rapport and arrange meetings and tours.
  • Staying sharp on local competition and market trends, assessing Workbox’s pricing, amenities, and value propositions relative to its competitors.
  • Developing and executing sales strategies that address both short- and long-term goals, tailored to local market dynamics and growth opportunities.
  • Proactively driving renewal success and client retention.

WHAT TO EXPECT

In the first 30 days, you’ll:

  • Work closely with the Vice President, Sales, training to learn our sales process, systems, the services we provide to members, and all about the co-working industry.
  • Begin prospecting and leading your own tours.

In the first 60 days, you’ll:

  • Be comfortable with the sales process and systems we use to build your sales funnel through numerous outlets, including outbound campaigns.
  • Get experience negotiating deals and building your own community at the center with a better understanding of how Workbox supports our members to help their companies grow.

In the first 90 days, you’ll

  • Run tours with confidence & build relationships with new prospects.
  • Drive top-of-the-funnel pipeline.
  • Identify and execute new strategic business development opportunities.
  • Work with the Vice President, Sales to implement strategies for outreach.
  • Take ownership of your location by closing new deals and managing member renewals.

Requirements

  • 2-3 years of experience in a successful sales-related role (coworking, tenant representation or leasing agent experience preferred).
  • Experience or knowledge of the full sales cycle in the commercial real estate, coworking or similar industry.
  • Previous experience in building relationships with commercial real estate brokers preferred.
  • Bachelor’s degree or equivalent preferred.
  • Ability to manage multiple responsibilities and prioritize tasks effectively in a fast-paced environment
  • Relationship builder with exceptional verbal and written communication skills.
  • Strategic thinker who takes initiative to create and execute successful outbound campaigns.
  • Highly organized with attention to detail and adherence to deadlines.
  • Excellent computer skills and demonstrated proficiency with tools like Hubspot, Canva, OfficeRnD, and LinkedIn.
  • Hands on, team player who thrives in service-oriented environments and exudes a “no job too small” mindset.

Benefits

  • Anticipated salary range: $55,000-$65,000 annually, plus uncapped sales commissions
  • Comprehensive health benefits, including medical, dental and vision coverage
  • Company-paid life insurance
  • 401(k) plan
  • Generous PTO
  • FSA, HSA and commuter benefits
  • Ongoing training and professional development



Posted 2026-01-14

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