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Senior B2B Sales Executive

City Wide Facility Solutions is a leader in the building maintenance industry serving the more than 100 locations across the US and Canada. Our mission includes a dedication to serving others with excellence in all we do. Here you will find a high-energy work environment that balances high expectations with coaching, group support, and fun. Applicants to this job posting will be considered for the geographic territory requested in the online application.

City Wide Facility Solutions Chicago Shores is seeking a tenacious closer to join our Sales Team! If you aggressively prospect for business, sell with confidence and integrity, and have a deep understanding of your clients' needs, our team and bonus structure is waiting for you!

The Territory: Chicago Shores territory offers a rich and diverse landscape ripe with opportunity and challenge for a driven sales professional. Spanning from Lisbon and Plattville in the west to Michigan City in the east, and from Southshore in the north down to Peotone, Manteno, and La Crosse, IN in the south, this territory covers a broad region with an estimated population of 1.3 million people. Within this area, there are approximately 6,300 prime tier-one target accounts and 137 active City Wide accounts, providing a substantial pipeline for growth. As a candidate, you’ll find a target-rich environment where your daily prospecting, client visits, and closing skills can directly translate into significant earnings and territory ownership. However, the geography also demands disciplined time management and strategic planning to cover the wide area effectively and build strong, lasting client relationships. Success here requires a relentless hunter mentality, readiness to engage in diverse industries, and the stamina to conquer both the vast opportunities and practical challenges from day one.

As a Sales Executive, you will be responsible for new business development in a highly productive, sales-driven environment. You will be responsible for the full sales cycle, from lead generation to close. Working closely with account managers and your sales team, you will establish and nurture mutually profitable business relationships with clients. If you are on the right track you should easily be able to bring home $185,000 or more in your first year!

In this position you will:

  • Identify and qualify potential clients.
  • Initiate the sales process by scheduling appointments, understand account requirements, and make initial presentations.
  • Closes sales by building rapport with potential accounts, explaining our service capabilities, overcoming objections, and preparing contacts.
  • Conduct a minimum of 40 hours prospecting each week.
  • Utilize and manage your customer relationship management system (CRM) to maintain all customer information and manage the customer journey.
  • Maintain and manage your Hot 100 list in CRM.
  • Maintain a positive work atmosphere by behaving and communicating in a manner so that you get along with Clients, co-workers, and supervisors.
  • Other duties as assigned by management.
  • 3+ years of Proven Track Record as a Full-Cycle Hunter (with strong hunting/prospecting skill set, demonstrated through high activity levels) preferably, currently working in a B2B sales role. Demonstrated success in generating, pursuing, and closing new B2B facility solutions contracts, both large and small, in highly competitive markets, consistently meeting or exceeding aggressive sales targets
  • Leadership by Example: Ability to set the pace for the team by actively prospecting, selling, and closing deals while simultaneously mentoring, coaching, and holding peers accountable to the highest standards of performance and integrity
  • Demonstrated track record of success (4 full calendar years, IE 125% of sales goal via scorecard or sales dashboard)
  • Strong skill set for prospecting and developing a territory
  • Proficiency in CRM systems to include strong data entry and organization of sales data
  • Prior sales training certificate, e.g., Sandler, President’s Club, Dale Carnegie, etc., preferred
  • Experience closing short-cycle B2B sales
  • Outgoing, dynamic personality
  • Can-do attitude that loves to be challenged
  • Organized within a defined sales process with an ability to move clients from prospect to close
  • An excellent communicator with the ability to facilitate a presentation or a one-to-one meeting
  • Demonstrated ability to coordinate team activities and work effectively with operations and marketing teams
  • Strong communication and presentation skills
  • Stable Employment History - No more than three full-time jobs in the last five years, unless due to clearly documented circumstances
  • Clean Background Check - Must pass a comprehensive background screening, including verification of work authorization, criminal history, and driving record
  • No Restrictive Covenants or Conflicts - must not be subject to any active non-compete, non-solicitation, or other contractual restrictions that would prevent them from performing in this role or soliciting business in the territory
  • Strong MS Office

Assessment Requirements

OMG Recommended or Worthy of Consideration

Pass 10 min Phone Challenge

PI – desired to have strong target fit

Additional Notes:

This is a true hunter sales role in a target-rich territory, offering thousands of prime prospects and a strong base of active accounts, success here demands daily prospecting, client visits, and closing new business. We’re building a championship team of self-starters who hold themselves and others accountable, contribute to a culture of excellence, and continually improve.

This is also a player-coach role: you’ll lead by example, actively selling while mentoring and elevating another Sales Executive to achieve team goals and win together. You’ll have strong leadership and coaching support, with clear opportunities for high-level promotion based on your results, impact, and cultural fit.

We seek A players who thrive on external competition, not internal rivalry, confident, collaborative professionals who know how to compete and win in the marketplace, support their teammates, and deliver results with integrity and purpose. Apply only if you’re ready to be measured, challenged, and rewarded for your actions, impact, and commitment to being the best.

Only apply if you are ready to be challenged, measured, and rewarded based on your actions, results, and commitment to being the best, not just in words, but in performance and impact.

City Wide Chicago Shores offers a competitive compensation and benefits package,

    • Medical
    • Dental
    • Vision
    • Ancillary benefits
    • 401k Match
    • PTO
    • Community enrichment
    • EOE

    More on City Wide...

    City Wide Facility Solutions is a fast-growing company with over 100 franchise locations across the United States and Canada. Founded in 1961, City Wide Facility Solutions is the largest management company in the building maintenance industry. We have over 60 years in the business and continue to experience high growth and profitability across our franchise businesses. Our culture supports the company’s Mission to create a Ripple Effect by positively impacting the people and communities they serve. Read more about City Wide at www.gocitywide.com

    City Wide is an Equal Opportunity Employer.

    City Wide Facility Solutions Glassdoor Company Review
    3.7 Glassdoor star iconGlassdoor star iconGlassdoor star icon Glassdoor star icon Glassdoor star icon
    City Wide Facility Solutions DE&I Review
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    CEO of City Wide Facility Solutions
    City Wide Facility Solutions CEO photo
    Jeff Oddo
    Approve of CEO

    Average salary estimate

    $217500 / YEARLY (est.)
    min
    max
    $185000K
    $250000K

    If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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