Regional Account Executive

Company Description

Sizemore, Inc., established in 1955 and headquartered in Augusta, Georgia, is a family owned provider of workforce and outsourced business solutions. Through Sizemore Janitorial Services, Sizemore Security Services, and Sizemore Staffing Services, we support businesses nationwide with essential service solutions.

We have the resources to deliver at scale, but we still operate with a people first mindset. At Sizemore, our Associates are not just part of the business. They are the reason it works.

Role Description

Sizemore is hiring a Regional Account Executive to drive new business across the Upper Midwest, with a primary focus on the Chicago market.

This is a full time remote sales role selling Security, Staffing, and Janitorial services to businesses across multiple industries.

This is not an account management role disguised as sales. This is a true new business development role for someone who loves prospecting, can handle rejection, and is hungry to build a book of business.

The right person is energized by the hunt, comfortable with high outbound activity, and motivated by winning. You should be organized, curious, competitive, and able to learn multiple service lines quickly so you can tailor solutions to each prospect’s needs.

This is a strong opportunity for someone who is economically motivated, recognition driven, and ready to build something meaningful in a high growth territory.

Key Responsibilities

• Prospect consistently through cold calling, email, networking, referrals, and market research
• Build and manage a strong pipeline across Security, Staffing, and Janitorial services
• Identify target accounts, decision makers, and buying triggers
• Learn Sizemore’s service lines and adapt your sales approach by client need
• Lead discovery conversations and uncover operational challenges
• Deliver presentations and proposals that clearly communicate Sizemore’s value
• Negotiate pricing, agreements, and contract terms
• Use CRM consistently to manage activity, follow up, pipeline, and next steps
• Partner with internal teams to support a smooth handoff from sale to service delivery
• Meet or exceed activity, pipeline, and revenue goals

Qualifications

• Proven success generating new business through outbound prospecting
• Strong hunter mentality and comfort with rejection
• Track record of meeting or exceeding B2B sales goals
• Strong communication, presentation, and negotiation skills
• Highly organized with disciplined follow up habits
• Experience using CRM to manage sales activity and pipeline
• Ability to learn multiple business lines and adjust messaging accordingly
• Competitive, self motivated, financially driven, and goal oriented
• Bachelor’s degree preferred
• Experience in staffing, security, janitorial, facilities, outsourcing, or business services preferred but not required

Ideal Candidate

• Proactive, persistent, and not afraid of hard work
• Energized by building new relationships and creating momentum from scratch
• Comfortable hearing no and disciplined enough to keep going
• Values structure, CRM discipline, and consistent activity
• Motivated by winning, financial opportunity, and recognition
• Ready to run through walls to succeed and be rewarded for results