Head of Strategic Customer Success - Americas

One of my favorite aspects of Ashby is our operating principle ofContinuous Improvement. Coupled with our principle of caring deeply about our customers, we often find ourselves wondering ‘what is a better way to accomplish this’. That’s why I am thrilled to be hiring our Head of Strategic Customer Success! In this role, you’ll have the opportunity to elevate the customer experience to the next level, working alongside our CS High Touch, Startup, Support, Contract Management, and Professional Service leaders.

About this role:

As the Head of our Strategic Customer Success segment, you will play a pivotal role in ensuring our customers continue to have a remarkable experience with Ashby as we continue to move upmarket. You will lead (and continue to grow) an impressive team of skilled and tenured Strategic CSMs.

You will shape how we serve our Enterprise segment. You’ll partner with our High Touch leader to apply programmatic frameworks when applicable, while also curating how we show up for our biggest customers through bespoke engagements. Your segment offers a hands-on approach to ensure these organizations achieve their goals with Ashby. In particular this role requires product centricity. We’re seeking a leader who will partner with internal teams to help advocate for product changes that ensure we’re fully supporting our most sophisticated customers.

Role requirements:

• Proven Leadership: You have a track record of successfully growing, leading and developing high-performing Customer Success Teams in a SaaS environment, bolstering a culture of excellence and empathy.

• Strategic Thinking: You are skilled at understanding and improving the customer journey for organizations with 1,000+ employees. You are keen to build an elevated CS function, ensuring team goals connect to company objectives.

• Cross-functional Collaboration: You effectively partner with cross-functional stakeholders across Customer Success, Sales, Product, Engineering, and Operations to align and define progress.

• Innovative & Principled Approach: You proactively address thematic customer opportunities and improve our processes accordingly; you’re comfortable leveraging cutting edge technologies to enhance the efficiency and efficacy of our team. You don’t rely on ‘I’ve seen this done’ but instead think critically to problem solve.

• Analytical Mindset & Continuous Improvement: You are comfortable using data and metrics to drive decision-making, continually improving both the team and customer experience.

• Customer-Centric: You have a deep understanding of B2B customer needs and have a history of ensuring outstanding experience for complex organizations.

• Product Adoption & Customer Lifecycle Engagement: You have programmatic experience improving customer product adoption with the goal of ensuring customer objectives are achieved. Your initiatives have addressed key stages of the customer lifecycle (such as implementation and onboarding).

You could be a great fit if:

• 📣 You demonstrate clear communication. You ask clarifying questions with precision and can distill complex concepts into simple themes.

• 🎧 You are a great listener. You see your role as 1) Advocate for the Customer Success Team as well as 2) Voice of the customer to internal stakeholders so we can ensure that our product roadmap continues to evolve.

• 📈 You are a problem solver. You thrive at solving complex challenges with innovative, scalable solutions.

• ⚡️You know process matters. You are eager to improve processes and workflows to enhance efficiency and efficacy.

• 🔍 Your peers describe you as detail oriented. You take pride in internal operations.

• ⚙️ You’re an advocate for the team. We’ll be looking for your help when it comes to defining resourcing and headcount planning.

• 🧑‍🏫 You love to coach. You see every teaching moment as an opportunity and are excited to help teams grow.

You might not be a great fit if:

• You prefer an in-person role over remote.

• You’re not eager to roll up your sleeves and get into the weeds (e.g. call shadowing isn’t interesting to you).

• You are accustomed to defining ideas and strategies, yet not responsible for their execution.

• You prefer leading a team responsible for a simple product.

• You prefer exclusively to build (rather than build, iterate, optimize).

• Your upmarket experience involves working with organizations that have fewer than 1,000 employees.

Our Philosophy

Here are a few key points (relevant to the go-to-market side) that should give you an idea of what it is like to work with us:

• We spend a lot of time building best-in-class products since we believe a highly differentiated product is a lot easier to sell.

• We want to offer deep expertise whenever we interact with prospects and customers.

• We strongly believe that small teams with very talented people (and the right work environment) deliver much better performance than teams with large headcount. We hire and compensate accordingly.

We value a strong sense of ownership, principled thinking over experience, and thoughtful communication (we put a lot of effort into using the right communication channels) - we’ll get into these and other values during the hiring process.

The Interview

At Ashby, our team and interview process want to help you show your best self. Our interview process is structured to get to know you and your career as well as empower you with insight into our key focus areas. Here is the process in its entirety:

• 30 min - Recruiter Screen with Senior Recruiter

• 45-60 min - Interview with VP of CS (Hiring Manager for role)

• Practical Exercise

• Final Round:

  • 60 min - Presentation & Interview with Head of High Touch & Head of Professional Services

  • 30 min - Interview with Strategic CSM(s)

  • 30 min - Interview with CEO

  • 10 min - Closing Questions with Hiring Manager

Benefits

• You’ll get the time to do things the right way; we put a lot of emphasis on high quality work and avoid quick hacks as much as possible.

• You get to sell a product that our prospects & customers are truly excited about.

• Competitive compensation is offered.

• 10-year exercise window for stock options. You shouldn’t feel pressure to purchase stock options if you leave Ashby —do it when you feel financially comfortable.

• Unlimited PTO with four weeks is recommended per year. Expect “Vacation?” in our one-on-one agenda until you start taking it 😅

• Twelve weeks of fully paid family leave in the US. We plan to expand this to employees in other countries as situations arise.

• Generous equipment, software, and office furniture budget. Get what you need to be happy and productive!

• $100/month education budget with more expensive items (like conferences) covered with manager approval

Ashby provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.