Mid-Market Account Executive

About the Company

ArcSite is the leading mobile sketching and drawing-based takeoff and estimating solution, trusted by designers, field sales teams, technicians, and inspectors. Our intuitive platform empowers users to create professional drawings on any device—without the steep learning curve of traditional CAD software—helping businesses save time, generate quotes faster, and close deals more efficiently.

We’re a remote-first team with a strong sense of community, driven by growth, collaboration, and our core values: start with the customer, constantly improve, take risks, operate with transparency, and own it. At ArcSite, every team member has the opportunity to grow their career while making an impact, shaping the future of design, and living these values in everything we do.

About the Role

We’re seeking a high-performing Mid-Market Account Executive (AE) to drive ArcSite’s next phase of growth by expanding our presence with mid-sized organizations. As we continue to scale, we’re looking for ambitious, results-oriented sales professionals who are excited to make a meaningful impact.

This is a unique opportunity for individuals to join a fast-growing software company and accelerate their career in a dynamic, high-growth environment. As a Mid-Market AE, you’ll own the entire sales cycle for more complex and strategic deals, partnering closely with cross-functional teams to deliver tailored solutions that drive measurable business outcomes for our customers.

Key Responsibilities

• Develop a deep understanding of ArcSite’s solutions, use cases, and value across mid-market customer segments and buyer personas.
• Deliver tailored, high-impact product demos that clearly align ArcSite’s capabilities with the customer’s workflows and pain points.
• Understand each prospect’s objectives, strategies, challenges, budget, timeline, and decision-making process.
• Own and advance a pipeline of qualified inbound leads, supported by our SDR team.
• Drive a high-activity sales process while staying focused on quality conversations, consultative discovery, and guiding prospects to confident buying decisions.
• Continuously improve your sales process and adopt new best practices.
• Proactively build a strong pipeline through outbound prospecting (calls, emails, social selling, etc.).
• Consistently achieve or exceed monthly and quarterly sales targets.

• 3–5 years of successful B2B or SaaS sales experience, including experience closing mid-market or larger deals.
• Proven track record of consistently meeting or exceeding sales quotas.
• Confidence engaging C-level executives and building trust as a strategic advisor.
• A proactive, self-motivated mindset with the ability to thrive in a fast-paced, evolving environment.
• A strong work ethic - you take ownership, show up consistently, and do what it takes to succeed.
• Strong customer empathy and a genuine interest in solving real-world problems.
• Excellent communication, organization, and time management skills.
• A growth-oriented attitude with a hunger to learn and develop within a startup culture.
• Adaptability and resilience—you’re ready to pivot quickly and embrace change.

• Fully remote
• Unlimited PTO
• Medical, dental, and vision insurance
• 401K match
• $75 monthly wellness stipend

ArcSite is an equal opportunity employer and fosters an inclusive environment. We do not discriminate based on gender, race, ethnicity, orientation, creed, or other traits. We welcome people from diverse backgrounds and perspectives to apply to our positions.