Territory Sales Executive

Territory Sales Executive

Chicago, IL | Field-Based + Remote

Own the Chicago Market. Build New Business. Grow Your Career.

If you are at your best when you are building a territory, opening doors, and winning new business, this role gives you the opportunity to do exactly that.

Valet Living is looking for an experienced B2B sales professional to grow our presence across the Chicago multifamily market. You will own your territory, build relationships with property management leaders, owners, and asset managers, and turn new opportunities into long-term partnerships.

This is a new-business sales role . You will spend your time prospecting, meeting with decision-makers, developing opportunities, and closing business.

Multifamily experience is helpful, but it is not required. We are equally interested in successful sales professionals from industries such as facilities services, property technology, waste and recycling, commercial services, staffing, uniform services, building services, payroll and HCM, telecommunications, logistics, and other territory-based B2B environments.

What You Can Earn

Base Salary: $65,000-$80,000

On-Target Earnings: $117,000-$144,000

Commission: Uncapped and paid monthly

Ramp-Up Support: Monthly guarantee during your ramp period

Target incentive opportunity equal to 80% of base salary

2X accelerator for overachievement

Additional earning opportunities through renewals and retention performance

Vehicle Support: Bi-weekly auto allowance plus mileage reimbursement

Your final compensation will consider your experience, skills, and location. OTE varies based on performance, and commission is uncapped.

What You'll Own

Build the Chicago Territory: Develop and execute a territory plan that creates new opportunities and expands Valet Living's presence across the Chicago multifamily market.

Win New Business: Prospect and develop relationships with property managers, regional leaders, ownership groups, asset managers, and other decision-makers.

Build Your Pipeline: Create opportunities through outbound prospecting, industry relationships, networking, phone and email outreach, referrals, and in-person meetings.

Lead the Sales Process: Manage opportunities from initial conversation through contract. Navigate multiple stakeholders, uncover business needs, present solutions, negotiate, and close.

Sell Business Value: Help prospective clients understand how Valet Living's services can improve property operations, resident experience, and community performance.

Become a Trusted Industry Partner: Build relationships throughout the Chicago multifamily community and develop a strong understanding of your customers, competitors, and local market.

Partner Across Valet Living: Work closely with Account Management and Operations to make sure new clients have a smooth transition from sale to service launch.

Own Your Numbers: Maintain an accurate pipeline, forecast your business, and document activity consistently in Salesforce.

What We're Looking For

You do not need multifamily experience to be successful here.

We are looking for someone who knows how to build a territory and win new B2B business.

You may be a strong fit if you have:

• 5+ years of B2B sales experience , preferably in outside, territory, or consultative sales
• A track record of prospecting and closing new business , not just managing existing accounts
• Experience owning a geographic territory or book of prospects
• Confidence selling to senior decision-makers and economic buyers
• Experience navigating longer or multi-stakeholder sales processes
• Strong prospecting, presentation, negotiation, and closing skills
• Experience working in a base-plus-commission compensation structure
• Experience using Salesforce or another CRM to manage pipeline and forecasting
• The ability to work independently and manage a field-based territory
• A valid driver's license and willingness to travel throughout the assigned Chicago market

Experience with Challenger, Sandler, Miller Heiman/Korn Ferry Sell, MEDDPICC, SPIN, Value Selling, or another structured sales methodology is helpful but not required.

Experience That Could Translate Well

Your background does not have to come from multifamily.

We are especially interested in sales professionals with experience in:

• Multifamily or property management services
• Property technology and real estate technology
• Facilities and building services
• Waste and recycling
• Commercial cleaning and janitorial services
• Uniform and workplace services
• Staffing and workforce solutions
• Payroll, HCM, or PEO services
• Telecommunications
• Payments and financial technology
• Logistics and transportation services
• Industrial or commercial distribution
• Other recurring B2B service businesses

What matters most is your ability to create opportunities, build relationships, manage a territory, and close new business .

Your Work Environment

This is a blended field-based and remote position.

You will work from home when appropriate, but this is not a desk-based sales role. Building relationships in the market is an important part of the job, and travel within your assigned Chicago territory may reach up to 70% .

You will have the autonomy to plan your territory and manage your schedule around customers and business opportunities.

We'll Help You Get Started

You will not be expected to figure everything out on your own.

Your onboarding includes:

• A structured 4-week training program
• Hands-on mentorship
• Ongoing sales coaching and development
• Product and industry education
• Continued professional development

Benefits

Valet Living offers a comprehensive benefits package that includes:

• Medical, dental, and vision coverage
• HSA with employer contributions
• Flexible Spending Accounts
• Flexible Time Off
• 10 company-paid holidays
• 401(k) with company match
• Life and disability insurance
• Business travel coverage
• Tuition reimbursement up to $5,250 per year
• Associate assistance programs
• Employee referral bonuses
• Pet insurance
• Discount and recognition programs
• Free access to Torch Fitness virtual programs

Build Something in Your Market

This role is a good fit for someone who wants more than a list of existing accounts to maintain.

You will have the opportunity to build relationships across one of the country's largest multifamily markets, create your own pipeline, win new customers, and see the direct impact of the business you bring to Valet Living.

If you know how to build a territory and turn prospects into customers, we'd like to talk with you.

The application window is anticipated to close 60 days from the date the position is posted.