Remote Services Leadership Jobs in Nairobi, Kenya

  • The best remote Services Leadership jobs are on Crossover.
  • Find leading US companies hiring full-time managed services leaders in Nairobi, Kenya.
  • Are you a data-driven, problem-solving, leader, excited about improving customer support processes?
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$400,000 USD/Year
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Remote Services Leadership Jobs in Nairobi, Kenya
Earn up to $400,000 USD/YEAR

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Role Description

Are you a proficient written communicator who can detail the root causes of systemic issues? Are you someone who has a knack of troubleshooting operational inefficiencies?

Some of the partner organizations at Crossover are looking to onboard a skilled tech oriented professional that is skilled in dealing with customer requests and resolving technical problems, who is able to provide efficient tech support and also able to jumpstart small sets of feature requests to improve the customer experience.

In these roles, you will make bold and impactful design decisions that make customers fall in love with our support team: 

  • Do you have a plan to improve a metric in 3 weeks by a factor of 10? Go for it. 
  • Have you thought of a way to make teams more efficient in responding to customers? Go ahead and implement it. 
  • Want to replace a 3-year old software platform with a better one in 2 weeks? You are empowered to do it all.

The jobs can also involve translation skills, geo-spatial knowledge, and/or the ability to identify and communicate how related products support or provide solutions to the customer's request.

We have openings for multiple teams, so if you are looking for a flexible, work from home role, then this might be your opportunity to work remotely.

Featured managed services leader jobs in Kenya

MULTIPLE LOCATIONS

VP of Operations

$200,000 USD/year
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VP of Operations @ Trilogy

$200,000 USD/year
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Americas & Western Europe (UTC -8 to +2)
Flexible schedule
Fully-remote
full-time (40 hrs/week)
Long-term role

Key responsibilities

Design and deploy AI-first operational systems that eliminate manual effort, compress complexity, and drive scalable execution across Trilogy’s global software portfolio.

Description

This role is for operators who can build and rebuild systems that scale.

At Trilogy, operational excellence isn’t a nice-to-have; it’s our unfair advantage. We acquire software companies fast, and we scale them even faster. To keep up, we need executives who can design and deliver lean, automated systems—not manage complexity with headcount.

In this role, you’ll own end-to-end transformations across our global portfolio. That could mean reworking how we offboard 1,200+ employees post-acquisition, replacing Jira and Salesforce with AI agents, or building automations that eliminate thousands of manual hours. You’ll execute fast using Python, LLM APIs, tools like Cursor, Windsurf, and MCP—and a stack of proven playbooks that let you focus on outcomes.

Trilogy runs a 100+ product portfolio with ruthless efficiency. We operate with fewer layers, faster cycles, and higher expectations than traditional enterprise environments. This is your chance to drive impact at scale without battling bureaucracy or managing bloated teams.

We don’t do steady-state ops. We don’t outsource transformation. And we don’t hire people who need permission or a big team to deliver. We’re looking for a small number of deeply technical, execution-first leaders who use automation as leverage and speed as strategy. If that’s you—you’ll thrive here.

Candidate requirements

  • Based in North America (excluding California), South/Central America, or Western Europe (UTC -8 to UTC +2)
  • 5+ years of operational leadership in enterprise software
  • 3+ years in customer-facing roles (Support, Sales, Collections, etc.)
  • Demonstrated ability to write automation in Python and integrate with LLM APIs
  • Experience using Cursor, Windsurf, MCP, or similar tools to ship production-grade automations
  • Proven ability to move fast, think independently, and deliver high-stakes results without handholding

Frequently Asked Questions

Meet some of the 5,000+ rockstars who have found a rewarding remote career on Crossover.

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Accept Job Offer.
STEP 5

Accept Job Offer.

Pass 
proctored test.
ONE LAST THING

Pass 
proctored test.

Join top-tier companies as a remote managed services leader, working full-time

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