Director of Sales (Mid-Market / Enterprise)

We are seeking a NYC-based Director of Sales to lead and grow our high-performing team of Account Executives and Business Development Representatives. The ideal candidate brings proven leadership experience in B2B SaaS, driving success in mid-market and enterprise segments with $50k+ ACVs and a multi-product platform.

This role reports directly to the CRO and will be instrumental in scaling our go-to-market strategy, refining our sales process while partnering with GTM engineers and an AI-heavy tech stack.

We have an in-office requirement of 2 days per week for local employees to help foster a strong culture of performance, accountability, and collaboration.

Company Description

OpenAsset is the leading Digital Asset Management solution built for the Architecture, Construction, and Engineering industries, with over 900 clients and 20 years of experience. Our mission is to inspire people through visualization of the built world, and we recently announced a new AI-Proposal product Shred.AI to continue this mission.

We’re a diverse, collaborative, and fast-growing team of 100+ employees with offices in New York and London and a global client base. Backed by Marlin Equity Partners, we’re passionate about creating an inclusive workplace where everyone feels valued and has a voice, and we actively hire from a diverse pool of candidates.

Role Overview

We’re looking for a Sales Director who can build upon our strong foundation, coach and develop a growing team, and refine our strategy for AI-driven, scalable success. You will directly manage our Account Executives and BDR Manager, ensuring alignment between new business generation, pipeline management, and revenue growth.

You’ll bring a data-driven, coaching-first mindset and the ability to execute both strategically and tactically - developing people, optimizing processes, and collaborating cross-functionally with Marketing, Customer Success, and Operations to meet and exceed revenue targets.

Responsibilities

• Lead, coach, and develop a team of Account Executives and the BDR Manager
  
  
• Drive predictable pipeline growth through effective outbound tactics while converting inbound opportunities from the marketing team
  
  
• Conduct regular deal reviews, pipeline reviews, and coaching sessions while ensuring our pipeline stages, close dates and forecast categories are accurate
  
  
• Partner with Marketing to optimize lead generation and conversion strategies
  
  
• Collaborate with Customer Success to ensure smooth handoffs and strong client outcomes
  
  
• Track KPIs to ensure quota attainment across the team
  
  
• Hire, onboard, and train new sales talent as the team scales
  
  
• Become at expert at leveraging our tech stack including Gong, UserGems, Sales Navigator,  Zoominfo, and ChatGPT while collaborating with GTM Engineers to improve conversion rates and messaging
  
  
• Foster a culture of collaboration, accountability, and continuous improvement
  
  
• Report on performance, insights, and strategy to the executive team
  
  

Skills and Experience

• 2+ years of sales management experience in B2B SaaS
  
  
• 5+ years of total sales experience, ideally in mid-market or enterprise segments
  
  
• Proven track record managing teams selling $50k+ ACV solutions
  
  
• Experience overseeing outbound BDR teams and supporting pipeline creation
  
  
• Strong understanding of consultative and value-based sales methodologies, especially MEDDIC
  
  
• Demonstrated ability to hire, coach, and retain high-performing sales talent
  
  
• Experience selling a multi-product solution while scaling sales teams and processes in a growing organization
  
  
• Excellent communication and presentation skills, including executive-level selling
  
  
• Highly organized, data-driven, and comfortable in tools like Gong and Salesforce
  
  

AEC industry experience is a plus