Cursor Leadership Briefing

Cursor pricing is genuinely confusing. Pro at $20 per user works fine for individuals. Teams at $40 per user adds shared config and centralised billing. Max at $200 per user unlocks Background Agents and priority access. Enterprise is custom. The wrong tier choice at the wrong team size is the most common reason a Cursor pilot stalls financially before it stalls technically. This briefing exists to make that decision well, alongside the measurement and governance choices that come with it.

Course objectives

  • A measurement model that separates AI-attributed output from throughput.
  • A funding decision: Pro, Teams, Max, or Enterprise, and what triggers an upgrade.
  • A governance baseline: mandatory, recommended, restricted.
  • A 90-day rollout calendar with named owners and a kill switch.
  • A one-page brief the leader can forward to their executive on Friday.

Target audience

Engineering managers, heads of engineering, CTOs, VPs of engineering, platform leads.

Prerequisites

No prior knowledge is required to attend this course.

About the instructors: Rogier Muller & Vasilis Tsolis

Rogier Muller  is CTO of BlueMonks Group, an Amsterdam-based fintech compliance company, and co-founder of several companies. He`s a lifelong coder who moved early into AI-assisted software development. Today, he is the only person in the world to combine official ambassador roles across the three leading agentic engineering platforms: Cursor, Claude Code, and Codex. Rogier has hosted numerous events worldwide and works closely with engineering teams, founders, and AI tooling companies on the practical adoption of agentic software development. His specific expertise is using agentic engineering in highly regulated environments, including but not limited to fintech, financial services, KYC/CDD, AML, GDPR, AFM-supervised contexts, auditability, data isolation, and compliance-heavy software delivery.

Vasilis Tsolis is a pioneer in document intelligence and agentic coding helping teams to change how they work across industries. He is an official Ambassador for Cursor, OpenAI Codex and n8n. He is the partner of Cognitiv+, an AI consultancy and software factory that helps organisations practically implement and adopt AI with enterprise confidence. He has co-founded several companies and trains development teams across the US and EU on AI-assisted coding, with a consistent focus on integrating it into real workflows without losing control of the codebase. Background: engineering and law, twenty years across AI, construction, energy, and tech.  Vasilis has worked with JPMorgan, Intel, PwC, and others along the way.

Session 1.
What the data says. Cursor 3 at half the Fortune 500. Bugbot at 78% resolution. Composer 2 latency. The credit pricing reality (heavy users at $100 to $300 per month effective cost). Round-table on team's current state.

Session 2.
Measurement. DORA plus AI-attribution metrics. Cursor-specific signals: average tokens per PR, Background Agent demo completion rate, Bugbot resolution rate inside the team's repos. Exercise: leader defines their own three numbers.

Session 3.
Funding and governance. Pro vs Teams vs Max vs Enterprise. SSO, audit, Team Marketplaces, centralised configuration. Three-column governance sheet (mandatory: secrets-blocking, .cursorrules present, review gate; recommended: personal MCP servers in sandboxes; restricted: auto-merge on Background Agent PRs, MAX mode without budget review). Exercise: leader drafts their own sheet.

Session 4.
The 90-day plan. Three phases. Named owners. Success criteria. Kill switch in writing. Plan reviewed by the room.

Practical information

Duration: 1 day
Price: 10 900 NOK
Language: English
Format: Classroom, virtual classroom, or in-company

FAQ

Hva er Cursor Leadership Briefing?
Dette kurset er en strategisk gjennomgang av hvordan Cursor og AI-assistert utvikling påvirker utviklingsteam, produktivitet og organisasjon. Fokus er på beslutninger, styring og implementering fremfor teknisk bruk.

Hvem passer kurset for?
Kurset passer for CTO-er, engineering managers, teknologiledere og andre beslutningstakere som ønsker å forstå hvordan AI-verktøy påvirker utviklingsarbeid og teamstruktur.

Trenger jeg teknisk bakgrunn for å delta?
Nei, kurset krever ikke teknisk erfaring. Det er laget for ledere som ønsker innsikt i hvordan AI kan brukes strategisk i organisasjonen.

Er kurset praktisk rettet?
Kurset er mer strategisk enn teknisk, men inkluderer konkrete eksempler og diskusjoner rundt hvordan Cursor brukes i praksis i utviklingsteam.

Hva får jeg ut av kurset?
Du får innsikt i hvordan AI påvirker utviklingsprosesser, hvordan du kan ta riktige verktøyvalg, og hvordan du kan etablere struktur, kontroll og governance for bruk av AI i team. AI er i økende grad en viktig del av moderne virksomheter og beslutningsgrunnlag

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