WeeklyJune 20253 min read
AI Weekly Update - June 23rd, 2025
The week in AI: a 900 billion dollar shareholder suit at Apple, the ROI paradox, and boards waking up to AI governance as a fiduciary issue.
By Khaled ShivjiFounder, Exec x AI

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🍏 Big Tech
Apple Faces $900 Billion Shareholder Lawsuit Over Alleged AI Disclosure Failures
Apple was sued by shareholders on 20 June in a proposed securities fraud class action alleging the company downplayed how long it needed to integrate advanced artificial intelligence into its Siri voice assistant. The lawsuit covers shareholders who suffered potentially hundreds of billions of dollars in losses in the year ending 9 June, when Apple introduced several features but kept AI changes modest. Shareholders led by Eric Tucker claim that at Apple's June 2024 Worldwide Developers Conference, the company led them to believe AI would be a key driver of iPhone 16 devices through Apple Intelligence to make Siri more powerful. However, shareholders allege Apple lacked a functional prototype of AI-based Siri features and could not reasonably believe the features would be ready for the launch of the new iPhone 16s. On 7 March, Apple pushed back some Siri upgrades to 2026. On 9 June, at the major Worldwide Developers Conference, Apple's AI progress assessment disappointed analysts. Apple shares have lost nearly 25% of their value since achieving a high on 26 December 2024 wiping out approximately US$900bn of market value.
Apple's head of software engineering had this to say on 13 June:
"We do see AI as a long-term transformational wave, as one that's going to affect our entire industry, and of course, our society for decades to come. We wanna get it right. There's no need to rush out the wrong features, and the wrong product just to be first" — Craig Federighi. SVP Software Engineering, Apple Inc. Interview with the WSJ, June 13, 2025
Source: Apple sued by shareholders for allegedly overstating AI progress
🚀 Enterprise & Strategy
The AI ROI Paradox: 78% Adopt, Only 25% Succeed
Industry analysis syndicated by BarnRaisers shows 78% of organisations now use AI in at least one business function, but only 25% achieve their expected return on investment. ROIs average at around 2.4-3.7x. The gap between adoption and value realisation stems from lack of strategic alignment, inadequate measurement infrastructure, and insufficient organisational readiness. Legal departments represent a significant opportunity, with contract review automation delivering 40-60% cost reductions and 3-5x faster approval cycles.
Sources: 10 ROI of AI case studies show results & 25 facts on ROI of AI every business should know
💻 Technology & Innovation
Corporate Legal Teams Accelerate AI Adoption for Strategic Partnership
Survey data shows 14% of legal teams now use AI for contract review. That's up from 8% this time last year! Corporate legal departments repositioning themselves as strategic partners are adopting AI approximately 5x faster than they adopted cloud-based technologies. The top use cases being: contract analysis, regulatory compliance monitoring, and risk assessment capabilities.
Source: Can AI Change The Legal Profession Forever?
Board-Level AI Integration Becomes Competitive Imperative
Forbes analysis indicates boards must lead AI governance or risk enterprise value destruction. New research from MIT Initiative on the Digital Economy examines how AI agents negotiate and optimise human-AI collaboration through "personality pairing." Executive compensation structures are being reshaped by AI impact, with 54% of executives reporting that AI deployment in decision-making has improved organisational productivity. The stats summarised within Forbes' article were thought-provoking:
"AI transitions demand: Reskilling investments: PwC reports that 40% of workers will need up to six months of training to stay relevant. Ethical guidelines for AI in hiring and promotion: SHRM's encourages ethical frameworks for AI bias mitigation. Transparency mandates in decision-making algorithms: the EU's AI Act, EFRAG's ESRS S1/S2 and ISO's 30414 related to human capital governance provide frameworks for transparency and reporting. Boards should treat this as a fiduciary issue. Poorly governed AI can lead to litigation, reputation damage, and attrition—all of which carry quantifiable financial risk"
Source: Boards Must Lead AI Governance Or Risk Enterprise Value
Executive Briefing: SAIL's Strategic Legal AI Services
Our sister company, Solutions and AI for Lawyers (SAIL) helps organisations transform their legal departments from cost centres into strategic advantages through comprehensive AI governance and implementation frameworks. We understand the unique pressures executives face in balancing AI innovation with regulatory compliance and risk management.
- AI Governance Framework Development: We work with boards and C-suite executives to establish comprehensive AI oversight mechanisms, regulatory compliance protocols, and risk management systems that protect enterprise value while enabling innovation.
- Legal Department ROI Optimisation: Our proven methodologies help legal teams demonstrate measurable business value through contract automation, regulatory monitoring, and strategic intelligence generation, typically delivering 40-60% cost reductions within 18 weeks.
- Cross-Functional AI Integration: We facilitate legal-led AI initiatives that drive innovation across departments, helping organisations achieve the 3.7x ROI that leading companies report from strategic AI implementations.
- Executive AI Literacy Programs: Our training programs equip leadership teams with the knowledge needed to make informed AI investment decisions, governance choices, and strategic planning that drives the 20% higher financial performance seen in AI-literate organisations.
- Regulatory Compliance and Risk Management: We help organisations navigate the complex regulatory landscape including EU AI Act requirements, US federal regulations, and state-level restrictions while maintaining competitive advantage through compliant AI deployment.
[Reach out to SAIL for a free consultation](https://outlook.office.com/bookwithme/user/6da781ce38b04981a849c291e9a29db0@sail.legal?anonymous&ismsaljsauthenabled&ep=plink)
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