Ashby The Head of Mid Market Sales, Americas at Ashby leads the North American Mid-Market sales team to scale ARR growth. The role involves hiring, coaching, and executing the sales plan to grow net ARR by 80% in 2027.
Responsibilities
To scale Ashby into the hundreds of millions of ARR, we are seeking a senior B2B SaaS sales leader to lead our high performing Mid-Market sales team in AMER. The start date of this role will be Q1. This is currently a second-line leadership role, initially overseeing a team of three managers growing to four in Q2. The plan for 2027 is to grow Mid Market net ARR by 80%.
This strategic leadership role reports directly to our Head of AMER Sales (Leigh Brown). There are three primary responsibilities that this senior sales leader will take on:
Build an Amazing Team. Hire, lead, coach, and develop the North American sales team including Managers and Account Executives.
Execute on the Sales Plan. Be accountable for the region’s revenue and results. Foster programs that ensure high-caliber execution across all segments.
Unlock new Opportunities. Partner with peers in Revenue Operations and Marketing, to expand Ashby’s Serviceable Addressable Market to clear a path to $200M+ in ARR in 2027.
If we are even moderately successful, we'll have an incredible growth story to tell in just a few years!
You could be a great fit if:
💼 You’ve been a second line sales leader at a high growth SaaS company, that has scaled past $100M in ARR.
🥇 You have a proven track record of hiring high performing Managers and AEs who quickly move the needle. You’re also comfortable making timely performance management decisions.
📊 You have managed a Mid-Market sales-led go-to-market motion (100-1000 FTE).
📈You are well versed in modern pipeline generation practices and programs that ensure sustainable pipeline coverage for substantial YoY growth.
🤝 You’re an expert collaborator who builds relationships internally and can drive change initiatives forward to improve overall operations.
Qualification
We value a strong sense of ownershipInterview Process
Required
Your primary focus is the forecast and extracting information from your direct reports. At Ashby, your job is to bend the curve, not just report the numbers.
Here are a few key points that should give you an idea of what it is like to be a Sales Leader at Ashby:
We're highly collaborative and we believe in a team-based sales motion to maximize our win rates on high impact deals
We believe in developing subject matter expertise (not just on our product but also the talent aquisition space broadly) which allows us to provide a differentiated buyer experience
We continue to make material investments in engineering and product because we know at the end of the day, having the best products makes winning new customers easier
We value a strong sense of ownership, principled thinking over decades of experience, and thoughtful & clear communication both internally and with customers. Please read more about our operating principles here.
Interview Process
Our interview process is designed so you can showcase your achievements and points of learning and apply those to a practical exercise. We'll provide you with sample customer calls and pipeline data so you can develop a well informed perspective on our product and the Mid Market segment. You’ll have opportunities to ask questions of our team throughout.
The interview process for this role is four rounds in the following order:
Intro Call (30 min) - You'll meet with Steph Fish, our TA Manager for Sales, to discuss your fit for the role and address questions about our market and solution
Experience Deep Dive (1 hr) - You'll walk Leigh through your leadership experience in some detail to highlight your achievements, and points of learning.
Panel Presentation (1 hr) - We'll provide you with Ashby data and seek your perspective on the business and focus areas. You'll discuss your approach to leadership, hiring and developing managers and sales execution.
