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SVP of Finance
Director of Academics
SVP of Technical Product Management
AI-First Chief Product Officer
SVP of Space and Design
AI-First VP of Sales
AI-First Lead Product Owner
Principal AI Engineer
AI Super Engineer
Campus Director
Lead Guide II
Associate Dean of Parents
VP of Space and Design
VP of Financial Operations
VP of Microschool Expansion
VP of Program Management Office
Admissions Director
VP of Operations - Education
Lead Guide
Elite Guide
Lead Guide - 6-Month Contract
Elite Guide
MTSS Solutions Engineer
MTSS Implementation Manager
Guide II K-2
Reading Specialist II
Guide II
AI-First Senior QA Engineer
AI-First Site Reliability Engineer
AI-First Full-Stack Software Engineer
Senior DevOps Engineer
AI-Driven Social Studies Learning Strategist
AI-Driven Math Learning Strategist
AI-Augmented Product Engineer
AI-Augmented Full-Stack Principal Engineer
Reading Specialist
Guide
Guide K-2
Reading Specialist
Guide K-2
Guide
Real Estate Operations Specialist
Microschool Operations Specialist
Reading Specialist
College Recruiter
Campus and Admissions Coordinator
Admissions and Campus Coordinator
L2 Customer Support Engineer
AI-Driven Learning Analyst
Software Engineer II
Campus Coordinator
Campus Operations Coordinator
Customer Support Representative
Alpha AI Engineer
VP of Operations
Senior Admissions Specialist
Reading Specialist - Dorado
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SVP of Finance @ Trilogy
Key responsibilities
Architect and operate an AI-integrated financial system that drives high-stakes investment decisions, scalable growth, and executional clarity across fast-scaling SaaS and education ventures.
Description
You didn’t earn your chops in PE, IB, or Big 4 M&A just to babysit budgets and bless PowerPoint decks.
You’re here to architect, interrogate, and accelerate — turning messy strategy into bulletproof execution plans, not five-year forecasts that get ignored. You’ve mastered the art of financial modeling under pressure. Now you want to wield that skill where it shapes actual operating plans, not just investment memos. This is that role.
Trilogy is looking for a finance strategist with an operator’s instinct and a dealmaker’s clarity: someone who thrives in ambiguity, owns outcomes, and leverages AI like a second brain. You’ll work directly with founders and executives to shape the future of SaaS or education ventures, building the financial systems and investment frameworks that let these companies scale smart, not bloated.
If your ideal week includes tearing apart a shaky business plan, rebuilding it with sequenced milestones and KPI guardrails, and dropping a memo that makes the exec team shift in their seats, you’re in the right place.
You won’t be managing 30-person teams. You won’t be policing budgets. You won’t be waiting a decade for impact. You’ll be shaping strategy with speed, rigor, and AI-enabled precision, and your work will change the trajectory of ventures that are changing the world.
Candidate requirements
- 5+ years in PE, IB, or Big 4 M&A/Corporate Finance (not audit/tax), with direct exposure to deal modeling, client/board interaction, and investment decisions.
- CPA, ACA, ACCA, CFA, CIMA, or MBA, with deep knowledge of US GAAP/IFRS and integrated financial statements.
- Prior experience with enterprise-grade ERP systems (e.g., NetSuite, Oracle, SAP).
- Demonstrated use of AI as a co-pilot for modeling, scenario planning, research, memo drafting, and automation.
- Track record of producing models and board-level recommendations with speed, polish, and strategic clarity.
- Located within UTC-8 to UTC+3 time zones.
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.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Accept Job Offer.
Pass 
proctored test.
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