VP of Professional Services

Are you a seasoned leader with extensive experience in delivering solutions to telecom and enterprise software companies? Learn more about this role.

VP of Professional Services

$ 200k/Year   Remote Position   Long-term

Are you able to manage a $30M/year business, interacting with IT professionals of the largest enterprise software companies around the world? Do you have a proven track record of serving Fortune 100/Global 2000 customers in the enterprise software consulting industry?

We are looking for a seasoned leader with extensive experience in delivering customized solutions to telecommunications and enterprise software companies. As the VP lead, you will be responsible for deploying complex consulting by managing a factory of repeatable high-quality services that deliver PS projects with top quality and predictable timeframes at a lower cost.

“A VP of Professional Services at Crossover will deal with several cutting-edge technology companies and complex issues which will take your professional skills to an upper level.”
-Leonardo Rossi, VP of Professional Services
, we have  full time partners from your country,   Let’s make it !

Crossover recruits and builds world class high performing teams to power the fastest growing portfolio of software products in the world. No other company provides the training and the opportunities to test yourself on the depth and diversity of projects that we do. All roles are location independent so you are guaranteed to work with the best in the world. Challenge yourself. Be part of the change.

As a Vice President of Professional Services, your mission is to manage a team of IT professionals that will provide expert techno-functional consulting services to telecommunications and enterprise software companies.

This exciting opportunity allows those who can rise to the challenge, to integrate a factory-style approach to the acquisition, integration, and support of a variety of products in our vast and rapidly growing portfolio. You will be challenged to change your management style to align with our productivity tool WorkSmart Pro, to effectively manage your team and achieve metric goals.

You will report directly to the Senior VP of professional services. Under his leadership, you will understand how our factory style approach allows creating unified processes that can be implemented across our portfolio and integrated into newly acquired companies. You will be expected to evaluate and conduct deep dives into issues, and create strategic action plans to deliver consistently high-quality professional services.


A hiring event is a scheduled online event where all our relevant testing relating to a role is conducted on the same day. Submissions received during the event are graded the following week, and successful candidates notified if they have progressed to the next round which is an online interview with a Hiring Manager.


You will be expected to:

Evaluate, design, build, and integrate, solutions based on customer’s requirements

Create and manage project plans to help customers implement our software and services (includes activities such as kickoffs, implementation monitoring, data integration, planning/forecasting, SOW’s creation)

Hire, train and manage a team of IT professionals.

Be able to define metrics to measure your team’s performance using our own software-based tool to improve processes, staffing, and productivity in order to deliver customer success on every project while achieving productivity improvements of 25% QoQ

Continually assess the extent to which each customer is realizing the full potential of their engagement with our software and services, working with them to increase value over time

Throughout your time with us, you will:

Create ongoing economies of scale, enabling our organization to become more effective and efficient as it grows

Hire, train, and manage a team of 5-10 professional services individual contributors

Utilize the productivity tool, WorkSmart Pro to manage a remote team and drive productivity to ensure customer success on every project

Utilize data from WorkSmart Pro to achieve 25% quarterly productivity improvements

Document and communicate policies and procedures

Work closely with COO to drive quality, achieve metric goals and improve operations


What you need for this position:

Bachelor’s degree in Engineering or Business related disciplines

Have perfect spoken and written English

+15 years of experience in Engineering, R&D or professional services

Extensive experience in leading a large organisation of +100 individual contributors

Experience in managing multiple $5M - $10M professional services projects across more than a single product, while achieving 40%-60% of margin

Ability to communicate with several diverse techno-functional teams

Experience in overseeing the implementation process of client-facing SaaS projects

Skilled at communicating effectively with software engineers, technical customer support teams and project managers

Other highly desirable skills/experience include:

Willingness to un-learn management styles that you use before and re-learn how to manage a team under our own “Worksmart Pro” productivity management model

Strong organisation skills, experience leading and working across large multi-functional teams with direct and indirect influence

Strong cross-functional experience, project management, consulting technology and process improvement skills


You will lead an expert consulting team that will provide business, techno-functional implementation and strategic consulting across our portfolio using PS best practices and our Worksmart productivity tool to create data-driven action plans.

Joining the PS team you will keep the pace and operate at scale and learn how to onboard new acquisitions at a rate of 1 company/product per week. Your willingness to un-learn your traditional management style and learn how to use our own productivity management tool, “WorkSmart Pro”, will define your success managing a 100% remote and 100% international team.

To do so, we will provide you with a unique Worksmart Pro training for managers that include:

  • What it takes to measure success on a daily and weekly basis with proactive suggestions on how to take performance to the next level

  • Understand how focused and how intense your teams work on their tasks with real-time dashboards

  • Acquire the skills necessary for conducting deep dives to resolve problems with your teams using big data coaching

  • Identify top and bottom performers with a click

  • Coach your team on the importance of daily progress against quarterly set quantifiable goals which deliver real business value

You will be playing a key role in the company, as currently, our revenue from PS is a significant portion of the business that we serve. We do not have centralised Trilogy offerings that we can offer to Trilogy dozens of sister companies. We want to have a repeatable centralised service, and better quality, with continuously improving costs. We aim to continuously improve quality and costs, so we can change the business model. You will be the executor of a game changer strategy for Trilogy sister companies and their customers.


and Answers

  • How will the companies be split among VPs, based on the industry/size/…? What types of companies will I be managing?

    As a VP you will be managing a set of software companies, but we do no clear splits based on Companies or verticals. Typically we do clear split based on processes. That's one of the things that makes our company different than most companies, where you get a region, or you get a customer, or you get vertical. In this role, your primary responsibility will be a process, and you will own that whole process that will also cover companies typically across multiple regions, multiple languages, multiple verticals. So, there won't be a clear split, to get a company or a set of companies; but a clear objective of continuously improving a process or a set of professional services processes.

  • Why are you not hiring internally? Are there any internal issues (cultural, political, etc.)?

    We are hiring internally. If we have top performers of professional services qualified for the VP position, we would have them apply on Crossover and go through the interviewing process. When we recruit for the VP of Professional Services, we are comparing all candidates. It's an equal opportunity: external people can apply, as well as, internal candidates. We are making merit-based objective decisions about whom we think is going to be the best fit for this role.

  • Is there any travel required for the position?

    There is some, but minor. Most VPs travel once or maximum twice a year. So, compared to typical companies, you can say it is zero travel. Mainly, because we’re the first fully remote organization and we travel for customer visits, but we do not travel or relocate for internal purposes.

  • Why is there so much growth so fast, what does this involve?

    It involves the owner's appetite for growth. These Companies also believe that the organizational model which is in place allows for economies of scale the bigger they grow. Therefore with growth, the cost per unit of output will decrease.

  • What challenges will you face as a VP of professional services?

    You must be flexible to handle challenges with a company that is facing an incredible growth and several internal changes. You will do this by collaborating with different PS teams and gather qualified information for the GAP analysis.