Outside Sales Representative

Description

Are You Ready to Change the Industry Together? 

Milestone is a tech-enabled, asset-light logistics provider transforming the civil construction supply chain. We’re on a mission to accelerate how infrastructure gets built through smarter movement of materials, technology-enabled transparency, and customer-centric efficiency.  

As Milestone continues to grow, the Outside Sales Representative plays a foundational role in retaining and expanding business within our existing customer base. This customer-facing position focuses on deepening relationships, understanding customer needs, executing seamless fulfillment, and driving responsible growth across assigned accounts. You will serve as a trusted partner to contractors, haulers, and suppliers, ensuring they receive a world-class experience and see continued value in Milestone’s services and technology. 

• Mission: We are a family of brands committed to raising the standard of service in the aggregate distribution industry.  
• Vision: Accelerating the world's infrastructure. 

Our Values   

• 1% Better, Every Day: Continuous growth is a part of who we are as professionals and people. We are committed to being better today than yesterday, so we are ready for who our organization needs us to be tomorrow. 
• Promise & Deliver: Pick up the phone, respond, then get it done. We are reliable in every sense of the word and deliver quality work and customer service no matter our role. We own our areas and are accountable to ourselves and each other to build trust. 
• Find a Way or Make a Way: There is no problem we can't solve. We work together and do hard things to simplify the lives of clients, haulers and each other. We find the best way and are open-minded to innovation, technology and new ways of working because we are building an organization to change our industry.? 
• Candid, but Kind: We tell each other the truth and challenge when we don’t agree. We build real relationships rooted in kindness and thoughtfulness. Our people will always be our #1 unique and we will never lose sight of that. 
• Rev it Up: Positive energy fuels us to get us to our vision. Each of us contribute to our culture by bringing consistent energy and passion that ripples through our teams like a fire. We celebrate and praise each other's contributions and strive to create a place we all want to be. 

Who You Are:  

You are an empathetic, proactive, and customer-obsessed relationship builder. You enjoy solving problems, staying close to customers, and serving as the primary point of contact for their day-to-day needs. You thrive in a fast-paced environment where accuracy, responsiveness, communication, and attention to detail matter. You are driven to deliver value through thoughtful account planning, strong service, and consistent engagement. Technology doesn’t intimidate you, you embrace it, learn it, and champion it. You represent Milestone with professionalism, humility, and commitment to building real partnership, not just handling transactions. 

Why This Role Matters:  

Milestone’s ability to grow sustainably depends on retaining customers, building loyalty, and expanding existing relationships. The Outside Sales Representative ensures: 

• Customers receive a consistent, elevated standard of service 
• Renewal and expansion opportunities are proactively identified 
• Loads are fulfilled with precision 
• New customers onboard smoothly 
• NewMile becomes a powerful, trusted tool in the customer’s daily operations 

This role fuels stable growth, customer satisfaction, and repeat business, critical components of Milestone’s long-term success. 

Who Your Internal Customers Are and How This Role Delivers Value to Them: 

• Sales Manager & Growth Leadership: You help inform revenue forecasting, customer health trends, and expansion opportunities that influence territory planning. 
• Market Operations & Dispatch Teams: You provide accurate job details, customer expectations, and real-time insights that support successful order fulfillment. 
• Finance & Accounting: You partner on pricing accuracy, invoicing, payment conversations, and account setup. 
• NewMile Team: You champion new feature adoption, provide customer feedback, and help ensure customers understand and use Milestone’s technology. 
• Business Development Representatives: You support strong prospect-to-account transitions and maintain relationships they initiate. 

What You’ll Obsess Over to Be Successful 

• Deep, trust-based customer relationships 
• Accurate, smooth onboarding for all new accounts 
• Proactive customer engagement, communication, and site visits 
• Responsible account growth and GP expansion 
• Seamless purchase order management from quote to fulfillment 
• Clean CRM and NewMile data 
• Customer retention and reduction of churn 
• Demonstrating the value of NewMile and driving customer adoption 
• A world-class customer experience, every day 

Your Impact/What you’ll Own & Drive: 

Client Relationship Building & Expansion 

• Develop strong relationships with key contacts across assigned accounts 
• Conduct regular site visits and strategic business reviews 
• Identify upsell, cross-sell, and expansion opportunities 

Onboarding Clients 

• Lead customer onboarding workflows 
• Ensure customers are trained on NewMile and core processes 
• Partner across teams to ensure a smooth transition into active business 

Customer Needs Assessment & Account Planning 

• Understand customer material needs, truck capacity, timelines, and project schedules 
• Build account plans that support long-term growth and retention 

Client Retention 

• Execute retention strategies that build loyalty and reduce churn 
• Resolve issues quickly and effectively as point of escalation 

Lead the Purchase Order Process (Quote ? Fulfillment) 

• Prepare accurate quotes and proposals 
• Provide job-site assessments when needed 
• Partner with Operations on order fulfillment 
• Ensure loads run successfully and customers are satisfied 

Customer Service Excellence 

• Maintain responsiveness and proactive communication 
• Deliver a reliable, high-quality experience every day 

Champion NewMile Adoption 

• Demonstrate value, features, and benefits of NewMile 
• Drive customer usage and data quality 
• Serve as a bridge between customers and the NewMile team 

Measurables 

• Customer retention rate 
• GP growth from assigned accounts 
• Loads under management 
• % adoption of NewMile 
• Number of proposals per week 
• Customer satisfaction/feedback 

Potential Career Path  

• Business Development Representative 
• Sales Manager 
• Head of Growth Operations 

Requirements

• 2–4+ years in account management, sales, customer service, logistics, transportation, or construction services 
• Excellent interpersonal and communication skills 
• Highly organized with strong time management 
• Ability to understand materials, specifications, and hauling requirements 
• High responsiveness and attention to detail 
• Comfortable using CRM tools and learning new technology 
• Ability to travel locally