Senior Advisory Consultant, Trilogy (Remote) - $200,000/year USD
Trilogy
Date: 1 day ago
City: Vancouver, BC
Contract type: Full time
Remote
Are you a systems architect who thrives on creating scalable solutions? At Trilogy, operational excellence is more than just a buzzword—it's our competitive edge. We rapidly acquire and scale software companies, requiring leaders who can design streamlined, automated systems without adding unnecessary complexity.
In this role, you will spearhead comprehensive transformations across our global operations. Your projects might include streamlining the offboarding process for over 1,200 employees post-acquisition, replacing tools like Jira and Salesforce with advanced AI agents, or implementing automations that save countless manual hours. You'll work swiftly using Python, LLM APIs, and tools such as Cursor, Windsurf, and MCP, all while leveraging tried-and-true playbooks to focus on achieving impactful results.
Trilogy operates a portfolio of over 100 products with uncompromising efficiency. We cut through layers, accelerate cycles, and set high expectations, offering you the opportunity to make a significant impact without the red tape or large teams. We don't maintain the status quo, outsource change, or hire those who need a big team or approval to make things happen. We're seeking highly technical, action-oriented leaders who use automation to their advantage and prioritize speed. If this sounds like you, you'll fit right in.
What You Will Be Doing
Develop and implement AI-driven operational systems that eliminate manual tasks, simplify complexity, and enable scalable execution across Trilogy’s extensive software portfolio.
Basic Requirements
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-5145-CA-Vancouve-SeniorAdvisory.011
In this role, you will spearhead comprehensive transformations across our global operations. Your projects might include streamlining the offboarding process for over 1,200 employees post-acquisition, replacing tools like Jira and Salesforce with advanced AI agents, or implementing automations that save countless manual hours. You'll work swiftly using Python, LLM APIs, and tools such as Cursor, Windsurf, and MCP, all while leveraging tried-and-true playbooks to focus on achieving impactful results.
Trilogy operates a portfolio of over 100 products with uncompromising efficiency. We cut through layers, accelerate cycles, and set high expectations, offering you the opportunity to make a significant impact without the red tape or large teams. We don't maintain the status quo, outsource change, or hire those who need a big team or approval to make things happen. We're seeking highly technical, action-oriented leaders who use automation to their advantage and prioritize speed. If this sounds like you, you'll fit right in.
What You Will Be Doing
- Managing complex operational projects such as mergers and acquisitions, enterprise migrations, and large-scale organizational changes.
- Creating and deploying automations that replace CRM and task management tools utilizing Python and LLM APIs.
- Implementing AI-driven workflows with tools like Cursor, Windsurf, and MCP to minimize manual labor and enhance efficiency.
- Guiding projects from initial assessment to launch, using established playbooks and strategic decision-making.
- Completing a technical challenge to showcase your expertise in designing and executing AI-centric solutions.
- Overseeing large teams or depending on multiple layers of personnel to accomplish tasks.
- Enduring endless meetings for alignment or needing consensus to progress.
- Handing off complex tasks to IT or external vendors—you will architect and implement solutions personally.
- Focusing on maintaining existing operations—this role is centered on transformation and rapid progress.
Develop and implement AI-driven operational systems that eliminate manual tasks, simplify complexity, and enable scalable execution across Trilogy’s extensive software portfolio.
Basic Requirements
- Residing in North America (except California), South/Central America, or Western Europe (UTC -8 to UTC +2).
- 5+ years in operational leadership within the enterprise software industry.
- 3+ years in roles interfacing with customers (e.g., Support, Sales, Collections).
- Proven expertise in writing automation scripts in Python and integrating with LLM APIs.
- Familiarity with tools like Cursor, Windsurf, MCP, or similar for deploying production-quality automations.
- Demonstrated ability to work independently, think critically, and deliver high-impact results without supervision.
- Experience in leading significant organizational changes such as mergers and acquisitions or large-scale offboarding.
- Track record of designing and implementing AI-powered operational systems.
- A portfolio showcasing automations you've developed and deployed at scale.
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-5145-CA-Vancouve-SeniorAdvisory.011
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