Imagine you graduated with your MBA in 2026. It is now the y…
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Imаgine yоu grаduаted with yоur MBA in 2026. It is nоw the year 2036. The world has changed quite a bit over the past decade. AI systems now do many jobs that humans once did: drafting presentations, writing performance reviews, scheduling meetings, generating marketing campaigns, and creating extremely confident but deeply mediocre strategic recommendations. Most people now work alongside AI systems with names like AthenaGPT, MarketWizard, or Greg. Still, humans remain surprisingly employable in certain leadership positions because: Boards still like having an actual person to blame when things go wrong. Clients occasionally prefer speaking to someone with a pulse. AI systems continue to struggle with uniquely human skills like office politics, passive-aggressive Slack messages, and deciding whether “per my last email” is too hostile. Fortunately, you have done extremely well in this new economy, thanks, primarily, to your Booth education (and especially, Prof Levine’s wisdom!). Over the past 10 years, you have built a successful career at OmniCore Systems, a large multinational technology and enterprise services company, where you currently serve as Senior Vice President of Human-AI Strategic Operations. Your job mostly involves: Approving AI-generated strategies Editing AI-generated emails to sound “less weird” Explaining to senior executives why the company’s AI assistant accidentally ordered 14,000 ergonomic standing desks Nodding thoughtfully during meetings while an AI generates action items in real time Recently, a headhunter contacted you about a leadership opportunity at NovaMind, a fast-growing startup valued at over $40B. NovaMind develops enterprise AI systems that help companies coordinate their other AI systems, which everyone agrees is definitely a sustainable business model. The role would place you on NovaMind’s executive leadership team as Chief Coordination Officer (CCO). The recruiter describes the company culture as: “Very ambitious, very fast-paced, and only occasionally chaotic.” Your Current Situation At OmniCore Systems, your compensation package includes: Base salary: $310,000/year Annual cash bonus target: 30% of salary/year Annual equity value: $220,000/year Culture: 4-day hybrid schedule (including one optional “virtual presence” day in which your hologram attends meetings for you) Workload: ~50 hours/week Strong job security Supportive manager and strong relationships internally Excellent healthcare and retirement benefits Free AI-generated executive coaching, which mostly tells you to “lean into stakeholder synergy” You are generally happy in your current role. Your biggest frustrations are: Sitting through meetings where both sides used AI to generate talking points Pretending to read long memos that were clearly written by AI and will only ever be summarized by AI Receiving calendar invitations marked “quick sync” that last 94 minutes The NovaMind Opportunity The recruiter provides the following preliminary information: Base salary range (expected): $280,000-$400,000 Bonus and equity structure: TBD Culture: Fully in-person executive culture Workload (expected): 65-80 hours/week Less organizational stability and greater risk Faster promotion trajectory and substantial upside potential The company recently lost two executives after disagreements about whether AI-generated motivational quotes should count as leadership communication The CEO is described as: “Brilliant, demanding, and extremely active on LinkedIn.” The recruiter asks: “What type of compensation package would you need in order to seriously consider making this move?” The following questions will help you prepare to answer this.
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