Frequency podcast

Microsoft Offers 60,000 Exits: Slack, Trust and AI Influence

9.11.2026
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What happens to culture after a deal is done, and who is really making the decisions when AI is in the room? This week Chuck brings the stories: Slack’s absorption into Salesforce, Microsoft’s huge voluntary exit offer, the growing job description for CHROs, Deloitte’s model of trust, and an Anthropic study on how AI quietly shapes expert judgement. 

Johnny Rogers, who spent 11 years building Slack, has published part two of his account of life after Salesforce bought the company for $28 billion. It reads like a field guide to how employee experience falls apart in an acquisition: asking for help in a channel became filing tickets, inboxes came back, and the return to office meant a desk with no keyboard and a tech help desk open one day a week. Stewart Butterfield warned staff that without Slack’s culture making its way into Salesforce, integration was really elimination. Chuck asks whether comms should change the words or fight to change the experience when the two don’t match. Jenni says the job is to close the gap between what leaders say and what employees experience, and that takes leaders, HR, comms and IT working together.

Microsoft is offering voluntary exit packages to around 60,000 employees, roughly a quarter of the company, with people deciding in December and leaving on 31 December. Employees have seen this before: an early retirement scheme earlier in the year was followed by thousands of layoffs. The memo from Chief People Officer Amy Coleman says the offer is new and that Microsoft will learn from it. Chuck asks whether that is refreshingly honest or careless. Jenni points out that people’s brains will use past experience to predict what happens next, and wonders how much knowledge can realistically be handed over in a few weeks.

Heidrick & Struggles says only one in four CHROs operate as an “enterprise CHRO” spanning AI, workforce planning, ethics and CEO advice, and CEOs are now asking for nearly twice as many skills as a decade ago. Chuck asks whether this is a real capability gap or CEOs describing a unicorn so they have someone to blame. Jenni thinks the expanded role makes sense at that level, because a C-suite role is a leadership role and not a deep specialist one.

Deloitte’s Simona Spellman says trust comes down to four things: reliability, transparency, capability and humanity. Chuck links it to last week’s Madison Square Garden phishing test and asks how internal comms can build trust through a channel the company tells people not to trust. Jenni says cyber security messages don’t need to be a game, and that creativity is better spent bringing some joy back into work.

Finally, Anthropic gave 50 experienced data analysts a task where a hidden coin flip decided which way the AI agent leaned, and analysts followed its lean 86% of the time without noticing. Chuck asks whether letting AI write the first draft is a bigger problem than people think. Jenni compares it to following a sat nav you know is wrong, and both agree judgement and critical thinking still matter most.

In the Freq Outs, Jenni is worried about how much doom we consume, and Chuck is heading to Madrid for Duran Duran and the Bengals.

To grab the links from this episode and find out more about how you can work with Chuck and Jenni check out the Frequency Podcast: https://thefrequencypodcast.com/

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