Upcoming Alliance Events

The core of the Alliance will always be our private, invitation-only Alliance groups which meet on a regular basis. In addition to our private groups, the Alliance brings leaders together in a variety of ways to enable our members to connect with other leaders. You can check out some of these additional Alliance activities below. If you would like to be invited, contact us.

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Roundtable:  Alliance Software Companies
Date: Tuesday, September 22, 2026
Time: 2:00 PM - 4:30 PM PDT
Location: ZOOM

The Alliance brings leaders of software companies together in our Alliance Software Roundtable. Members in this sector are invited to discuss their challenges in high-level, direct, candid discussions.

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Alliance Roundtable: The State of AI Adoption for Mid-Market Enterprises
Date: Thursday, September 24, 2026
Time: 2:00 PM to 4:00 PM PDT
Location: ZOOM

The Alliance hosts a series of CEO Roundtables intended to dive deep into the use of AI by real-world CEOs to drive business performance. This will be our twenty-first session. 

In this series, we feature CEOs who are using AI and data to boost revenue, profits, and performance across marketing, sales, customer support, and operations. You’ll gain practical ideas you can apply immediately, while engaging in candid, small-group discussions with fellow leaders from the Alliance of CEOs. Our speakers will also join for an informal Q&A to share insights and answer your questions at the end of this session.

During this Alliance Roundtable, AI Business Futurist Seema Alexander, Founder & CEO of Disruptive AI will present the latest industry data on the gaps in AI adoption and share insights from her work helping business leaders prepare their organizations for the AI era. You’ll walk away with a clearer understanding of where businesses are generating real value from AI today, and where adoption is headed next. Our moderator, Matthew Swanson, is the CEO of StaffAI, a platform that places "AI employees" in sales and marketing roles at field service businesses. Matthew previously founded Google Ventures backed SpeakerText (acquired by CloudFactory 2012) and AugmentCXM (acquired by Sutherland Global 2022), which was one of the first companies to deploy LLM based transformers into enterprise contact centers. Matthew also serves as Managing Partner of Silicon Valley Software Group, which provides fractional CTOs to PE and VC backed companies.

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Roundtable:  Alliance Life Sciences
Date: Thursday, October 22, 2026
Time: 8:00 AM - 10:30 AM PDT
Location: ZOOM

Alliance members in the life sciences sector come together in our quarterly Alliance Life Sciences Roundtable. Members in this sector are invited to discuss their challenges in high-level, direct, candid discussions.

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Alliance Roundtable: CEO AI Showcase - How Business Leaders Are Putting AI to Work
Date: Thursday, October 29, 2026
Time: 2:00 PM to 4:00 PM PDT
Location: ZOOM

The Alliance hosts a series of CEO Roundtables exploring how business leaders are using AI to drive business performance. This will be our twenty-second session.  

In our CEO AI showcases, we examine how organizations are implementing AI across their businesses, where it is creating measurable value, and what leaders are learning as they scale. You’ll also engage in candid, small-group discussions with fellow Alliance CEOs, followed by an informal Q&A with our speakers.

Join this to explore the following topics with a featured CEO guest (to be announced): 

  • The business priorities and use cases driving AI adoption
  • The implementation challenges leaders are navigating as they scale
  • Practical lessons and insights you can apply to your own AI initiatives

Our moderator, Matthew Swanson, is the CEO of StaffAI, a platform that places "AI employees" in sales and marketing roles at field service businesses. Matthew previously founded Google Ventures backed SpeakerText (acquired by CloudFactory 2012) and AugmentCXM (acquired by Sutherland Global 2022), which was one of the first companies to deploy LLM based transformers into enterprise contact centers. Matthew also serves as Managing Partner of Silicon Valley Software Group, which provides fractional CTOs to PE and VC backed companies.

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Alliance Roundtable: The State of AI Adoption - Building Your 2027 AI Roadmap
Date: Thursday, December 10, 2026
Time: 2:00 PM to 4:00 PM PST
Location: ZOOM

The Alliance hosts a series of CEO Roundtables exploring how business leaders are using AI to drive business performance. This will be our twenty-third session. 

As 2027 approaches, CEOs face a growing number of choices about where to invest in AI and how aggressively to move. In this State of AI Adoption Roundtable, we’ll examine the latest industry data to help business leaders benchmark their progress and identify priorities for the year ahead. You’ll also engage in candid, small-group discussions with fellow Alliance CEOs, followed by an informal Q&A with our speakers.

Join this to explore the following topics with a featured CEO guest (to be announced): 

  • Where AI is having the greatest impact across industries, departments, and business use cases
  • The top concerns CEOs face, including workforce adoption, AI costs, data sovereignty, and governance
  • Emerging AI use cases and capabilities that should inform your 2027 AI roadmap

Our moderator, Matthew Swanson, is the CEO of StaffAI, a platform that places "AI employees" in sales and marketing roles at field service businesses. Matthew previously founded Google Ventures backed SpeakerText (acquired by CloudFactory 2012) and AugmentCXM (acquired by Sutherland Global 2022), which was one of the first companies to deploy LLM based transformers into enterprise contact centers. Matthew also serves as Managing Partner of Silicon Valley Software Group, which provides fractional CTOs to PE and VC backed companies.

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