Manager of Technical Services

Hi, I’m John and I’m the Head of Professional Services at Ashby. One of my favorite aspects of Ashby is our operating principle of Continuous 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 first Technical Services Manager! As a leader on our growing Professional Services team (within Ashby’s Customer Success organization), you’ll have the opportunity to play a key role early in our customers’ journey, ultimately up-leveling the overall customer experience.

The Ashby team has grown rapidly over the last few years, and we're not slowing down: we now support thousands of customers, with ARR growing much faster than 100% year over year. As we scale upmarket, we are increasingly partnering with larger, highly complex organizations that bring sophisticated HR tech stacks requiring more customized integrations. To meet this demand, our technical services function is expanding quickly, and we are looking for our first dedicated leader to guide this talented group of individual contributors through our next phase of scale. We'll share more details once we meet, but you probably have a good idea as to why we're hiring for this role.

The Role:

We’re looking for our first Manager of Technical Services to be the strategic anchor for Ashby’s expanding technical integration services. This role bridges two distinct technical engines: you will oversee specialized integration consultants dedicated to deep Workday integrations, as well as a team of technical solution consultants who build bespoke API solutions, craft custom recommendations, and deliver hands-on technical builds for our customers.

Six months in, success looks like having a highly efficient, scaled team that seamlessly handles multiple concurrent complex integrations, successfully troubleshoots mid-flight technical challenges, and consistently delivers high-value technical consulting. The impact you will have is substantial; you will help shape our technical services strategy and ensure all customers can cohesively integrate Ashby into their complex HR tech stacks.

You will achieve this by:

• Building and scaling a high-performing team, supporting both specialized Integration Consultants and Technical Solution Consultants; empowering them to comfortably manage high-volume portfolios while maintaining Ashby's high standards for quality.

• Building the operational infrastructure required to scale technical services, including capacity planning, project prioritization, quality standards, and repeatable delivery processes. You know when to standardize, when to customize, and how to balance speed, quality, and customer outcomes.

• Acting as a senior escalation point, leveraging your foundational knowledge of Workday architecture and complex API capabilities to guide your team. Diving into active integrations, troubleshooting roadblocks, and translating ambiguity into clear technical paths, helping your team scope solutions.

• Owning the evolution of our technical services offerings, identifying recurring customer needs, evaluating opportunities to standardize solutions, and determining where new technical capabilities will deliver the greatest customer and business impact.

• Partnering closely with Product, Engineering, Sales, and Implementation to distinguish product gaps from services opportunities, establish clear ownership of complex technical challenges, and ensure customer commitments are both technically feasible and commercially sound.

As you're probably gathering, we're looking for someone who has been in the trenches, led high-volume functions, and built and scaled a team of technical consultants. You've done this work yourself, and you bring real "I've been there" credibility and empathy for customers navigating complex tools.

To be qualified for this role, you must have the following:

• 8+ years of experience in technical consulting, integration services, or technical implementations, with at least 3+ years directly managing and scaling a team of technical resources.

• Strong working knowledge of enterprise integrations, including Workday architecture, APIs, authentication, data mapping, and integration design. You can critically evaluate proposed solutions, identify technical risks, and guide consultants through complex implementation challenges, ultimately translating these concepts into clear, actionable strategies for non-technical audiences and executive stakeholders.

• Demonstrated success guiding a team of consultants through a high-volume portfolio of mid-to-large tier enterprise organizations. You know how to orchestrate moving pieces, keep a mixed-discipline team on track, and balance bandwidth across concurrent enterprise projects.

• Experience actively building a team by anticipating future gaps, looking around the corner to determine what technical capabilities or services we will need next before the demand even hits.

If you need someone else to do any of the following, then this role is probably not for you:

• Dive into the technical details; if you prefer to manage from a distance rather than understand the underlying architecture and challenge technical decisions, this isn't a fit.

• Brainstorm and validate solutions to complex integration hurdles when your team gets stuck.

• Scope mid-flight pivots; when a customer suddenly requires a custom build instead of a standard integration, you must be able to step in and define that technical path.

• Manage the reality of scale; if you are only comfortable overseeing singular, monolithic deployments rather than a high-volume portfolio of concurrent projects across your team.

Instructions

Please take your time with your application and the application questions. Although we use AI to assist in our review, we never use AI to auto-qualify or disqualify candidates. We lay eyes on each and every application, and speak to a very select group of candidates based on the application as a whole.

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 Talent Team

• 45 min - Interview with the Head of Professional Services

• 60 min- Mock Call with an Integrations Consultant and Product Manager

• Final Round:

  • 30 min - Cross-Functional Interview with a CS Leader

  • 30 min - Leadership Interview with VP of Customer Success

  • 30 min - Interview with the CEO

  • 10 min - Closing Questions with Hiring Manager

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. You can take a look at our Operating Principles to get a sense of what we are looking for in folks on the team.

Benefits

• Competitive salary and equity.

• 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 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.

• If you’re in the US, top-notch health insurance for you and your dependents with 100% of premiums covered by us.

• 401(k) with a 3% employer contribution.

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.

Ashby is committed to a fair and transparent hiring process. We confirm that this advertisement is for an active, existing vacancy within our organization. Please be advised that we may use artificial intelligence-driven tools to assist our recruitment team in screening, assessing, and selecting candidates for this position.