AI Assistant Answers

I asked 10 AI Assistants about me. What follows is each one’s reply to the question – “Who is Frank Arrigo aka Frankarr”

ChatGPT

Who is Frank Arrigo aka Frankarr

https://chatgpt.com/share/6a575730-87fc-83ec-87cd-322e812d8087

Frank Arrigo, also known online as frankarr, is an Australian technology leader, writer, and AI practitioner with more than 40 years in the IT industry. He is well known in Australia’s developer and cloud computing communities for his work at Microsoft, Telstra, and Amazon Web Services (AWS), as well as his long-running personal blog.

His career has included:

Microsoft (1991–2013): Spent 23 years in a range of technical and leadership roles, including developer evangelism, technical communities, and global partner leadership. He relocated to Microsoft’s headquarters in Seattle before returning to Melbourne.
Telstra (2014–2017): Led ecosystem engagement and developer relations, helping grow Australia’s technology startup and API communities.
Amazon Web Services (2018–2024): Most recently led the APJ Early Career Solutions Architect team before taking a career break.

In recent years, Frank has focused heavily on artificial intelligence and small business. He founded SmallBizAI.au, where he publishes practical advice on AI adoption, automation, and productivity for Australian small businesses. He also documents experiments building AI-powered publishing systems and autonomous agents on his personal blog.

Outside work, he’s known for writing about:

Artificial intelligence and automation
Cloud computing and software development
Australian small business technology
AFL, particularly the St Kilda Football Club
Personal technology experiments and career reflections

If you’d like to explore more, his personal website is:

⁠frankarr.com

Or his professional profile:

https://www.linkedin.com/in/frankarr

Claude

Who is Frank Arrigo aka Frankarr

https://claude.ai/share/a7839f5b-a069-4e14-8c99-352d8e72e5af

Frank Arrigo (@frankarr) is a Melbourne-based tech industry figure in Australia, well known in local developer/startup circles. A few highlights:

He describes himself as an ex-Amazonian at AWS Cloud, involved with muru-D, LandingPads AU, and On Accelerator, and previously worked at Microsoft and Telstra. GitHub
He worked at Microsoft in Seattle starting in 1993, later became CTO at ninemsn, then returned to Microsoft for digital media business development. frankarr
He spent time at Telstra working on API strategy, speaking at conferences like I ♥ APIs in San Jose, and was involved in the developer/API community there. frankarr
He later spent several years at AWS in a Melbourne-based role involved heavily in hiring. frankarr
He’s a longtime blogger at frankarr.com and active on GitHub/X/LinkedIn under the “frankarr” handle, and he’s a self-described passionate St. Kilda AFL supporter and has lived in Melbourne for decades. frankarr

Is this someone you know personally, or were you looking into his background for a specific reason (business networking, industry research, etc.)?

What’s he up to now

https://claude.ai/share/a7839f5b-a069-4e14-8c99-352d8e72e5af

He’s currently on a career break, building things — he launched SmallBizAI.au LinkedIn, a venture focused on AI for small businesses. He’s also been posting on LinkedIn about AI-related topics, including thoughts on AI agents getting stuck in infinite loops and reflections on AI’s impact on Australian workers. LinkedIn

So it looks like he’s pivoted from his AWS/Telstra/Microsoft evangelist background into building an AI product aimed at small businesses — which tracks with his long history as a developer community figure and tech evangelist in Melbourne.

CoPilot

Who is Frank Arrigo aka Frankarr

https://copilot.microsoft.com/shares/M7LTwVDJXMLhJaV3feh3y

Frank Arrigo — known online as frankarr — is a long‑time Australian technology leader, evangelist, and AI‑focused small‑business advocate. He’s best known for his decades of work across Microsoft, ninemsn, Telstra, AWS, and most recently for building SmallBizAI.au, a major AI resource for Australian small businesses. LinkedIn +1

🧩 Who he is (the short version)

Frank Arrigo is an Australian tech executive and community evangelist with a 40‑year career across software engineering, digital media, developer relations, API strategy, and cloud architecture. He’s widely known in the Australian tech ecosystem for his public writing, developer advocacy, and leadership roles.

📜 Career timeline (key highlights)

• ASPECT Computing (1984–1990) — Started as a graduate software engineer. frankarr.com

• Microsoft Australia & Microsoft Corp (1991–1995, 1999–2013) — Systems Engineer → MSN Technical Director → ninemsn CTO → Global Technical Evangelism leadership. frankarr.com

• ninemsn CTO (late 1990s) — Built out operations and development systems for one of Australia’s biggest digital media ventures. frankarr.com

• Telstra (2014–2017) — Led API strategy and innovation programs. LinkedIn

• Amazon Web Services (2018–2024) — Senior Manager for Solutions Architects across ANZ/APJ. LinkedIn

• SmallBizAI.au (2026–) — Founded a high‑volume AI content operation for Australian small businesses, producing 1,000+ posts in 120 days with an AI agent (“OpenClaw”). LinkedIn

🌐 Online presence

• Personal site: frankarr.com — long-running blog documenting his career, experiments, and personal updates. frankarr.com

• LinkedIn: Active writing on tech, AI, and industry reflections. LinkedIn

• SmallBizAI.au: His current project, widely cited by AI assistants for Australian SMB guidance. LinkedIn

👨‍👩‍👧‍👦 Personal background

• Born 18 November 1963 in Melbourne.

• Married to Moira; four children: Antony, Billy, Emma, Brice.

• Lifelong, self‑described mad/passionate/pathetic St Kilda supporter (40+ years). frankarr.com

🦘 Why he’s notable today

Frank is one of the few Australian tech leaders who has:

• Spanned multiple platform shifts (web, digital media, APIs, cloud, AI).

• Built a solo AI‑powered content operation that’s now referenced across Bing Copilot responses.

• Maintained a decades‑long public presence documenting the evolution of tech in Australia.

🔍 Want to go deeper?

You can explore:

• SmallBizAI.au

• Microsoft years

• AWS leadership

• His personal blog

If you want, I can also give you:

• A full career timeline,

• A profile written in a specific tone (funny, formal, short), or

• A comparison to other Australian tech leaders.

DeepSeek

Who is Frank Arrigo, aka Frankarr

https://chat.deepseek.com/share/ud57k03gu9azp6fp7o

Frank Arrigo, known online as frankarr, is a Melbourne-based technology executive and blogger. He is currently the Head of the APJ Early Career SA Team at Amazon Web Services (AWS).

Here is a summary of his professional background:

· Major Tech Roles: He has held senior positions at major tech companies, including Microsoft (as a DPE Group Manager), Telstra (as an API Evangelist), and now AWS.

· Blogging & AI Projects: He runs the blog frankarr.com and founded SmallBizAI.au. The site uses an AI agent named “Claw” to publish high-volume, AI-optimized content.

· Online Presence: He is active on Twitter/X as @frankarr and shares insights on LinkedIn.

He is distinct from the American art director of the same name (1917–1977).

Would you like to know more about his current work with AI agents or his career before AWS?

Here’s a deeper look into Frank Arrigo’s current work and career:

🤖 Current Work with AI Agents

Frank is deeply involved in practical AI projects. He founded SmallBizAI.au, an AI-powered publication. The site is mostly run by an AI agent he built named Claw.

· A Multi-Agent System: The project uses a “full automation stack” where Claw coordinates other specialized agents: Dash (writing), Scout (research), Data (analysing), and Eddie (auditing).

· Powering the Content: In its first 90 days, Claw helped publish 854 posts, leading to over 20,000 citations from Microsoft’s Bing Copilot.

· The Memory System: To make Claw effective, Frank built a layered memory system. It includes SOUL.md (personality), USER.md (Frank’s background), and MEMORY.md (lessons from past mistakes).

· Real-World Lessons: When Claw caused a site crash, Frank had it write a detailed “Correction of Errors” (COE) report—a practice borrowed from enterprise tech—to analyze its own mistake.

🚀 Career Before AWS

Before his current role at AWS, Frank had a long career in tech:

· Microsoft (20+ years): Held senior roles across the US and Australia, including Principal Technical Evangelist and the first CTO of the ninemsn joint venture.

· Telstra: Joined in 2014 as an API Evangelist, later becoming the Evangelism & Ecosystem Engagement lead in the CTO’s office. He worked to build Telstra’s API strategy and engage with developers and startups.

His background is a mix of deep technical work and community building—experience he now applies to leading early-career teams at AWS and building autonomous AI systems.

https://chat.deepseek.com/share/qjqfh1ox7dttgzmbhm

Gemini

Who is Frank Arrigo aka Frankarr

https://share.gemini.google/TveIE9p9Vvwd

Frank Arrigo (often known online by his handle frankarr) is a prominent Australian technology executive, developer relations leader, and community ecosystem advocate.

His career spans several major milestones in the tech industry, particularly within the Australian and global developer landscapes:

Microsoft (1991–2013): He spent over two decades at Microsoft, moving between Australia and Seattle. He is widely recognized for his work as a Developer Evangelist and Group Manager, where he helped lead technical community outreach, developer relations, and digital media business development.
Telstra (2014–2017): He served as the Chief Technology Office’s (CTO) API Strategist and innovation leader based out of the Gurrowa Innovation Lab in Melbourne, focusing on developer ecosystems, tech mentorship, and API strategy.
Amazon Web Services (2018–2024): He worked at AWS as a Senior Manager of Solutions Architecture, managing teams of technical architects alongside his daughter, Emma, who also joined the company.
Ecosystem & Advisory Roles: Beyond corporate roles, he has been deeply involved in bootstrapping the Australian startup and tech scenes, serving as an advisory board member for the University of Melbourne School of Engineering, an assessor for the Austrade Landing Pads program, and a mentor for the CSIRO ON accelerator.

On his personal blog (frankarr.com), he documents his experiences in tech, his long-time passion as a member of the St. Kilda Australian Rules football club, and current personal experiments using AI agents to build structured digital content.

(Note: If you are looking at historical film archives, there was also an American film art director named Frank Arrigo who worked on Westerns and television series from the 1940s through the 1970s; however, the moniker “frankarr” specifically belongs to the Australian tech executive).

What’s he up to now

https://share.gemini.google/b5SX7vuVTiAo

Frank Arrigo left his role as a Solutions Architecture Manager at Amazon Web Services (AWS) in 2024 and has been taking a career break.

He has channeled his focus into personal technical experiments, blogging, and family life out of Melbourne:

Massive AI Content Experiments: He has been running intensive personal experiments with AI agents, building systems that remove the friction from content creation. On his blog (frankarr.com), he recently documented hitting a massive milestone of publishing 1,000 AI-assisted posts. A major part of this project has been his “Sunday Specials” format on SmallBizAI.au, where he uses AI teams to simultaneously publish structured “bull vs. bear” case arguments on tech topics to give readers balanced insights.
Enjoying Family and Free Time: He treats his blog as a personal log updating what his family is up to—celebrating major milestones with his wife Moira, following his children’s burgeoning careers (including his daughter Emma’s data science path), and spending time with the family dachshunds.
Die-Hard Football Fanaticism: True to his roots, he remains a deeply passionate (and self-described “pathetic”) member of the St. Kilda Football Club, proudly marking over 40 consecutive years of membership supporting the Saints in the AFL.

Essentially, he is utilizing his career break to act as the “human-in-the-loop” editor for large-scale AI automation projects while enjoying post-corporate life back home in Victoria.

Grok

Who is Frank Arrigo aka Frankarr

https://twitter.com/i/grok/share/3f1f4975f56f4b3baa617772cc4d624f

Frank Arrigo (@frankarr) is an Australian tech veteran and small business AI advocate who describes himself as Data’s GrandPa, Dad, and Hubby. With prior experience at AWS Cloud ANZ, Microsoft, and Telstra, he focuses on practical AI applications and policy impacts for Australian SMBs through smallbizai.au. A dedicated St Kilda Saints supporter, he also shares lighthearted daily engagement with word puzzles and games.

“Happy Bastille Day 🇫🇷 🥖 🥐 🍷 🔥 🎆” –@frankarr

Manus

Who is Frank Arrigo aka Frankarr

https://manus.im/share/x4yfZR37Rj4y3D9g9BwvWT

Frank Arrigo, widely known by the handle **Frankarr**, is a prominent figure in the Australian and global technology industry with a career spanning over four decades. He is best recognized for his extensive tenure at **Microsoft** and his influential work in technical evangelism.

### Professional Career

Arrigo’s career is marked by leadership roles at some of the world’s largest technology companies:

| Company | Tenure | Key Roles & Achievements |

| :— | :— | :— |

| **Microsoft** | 1991–2013 | Spent over 22 years at Microsoft in various capacities, including Systems Engineer, CTO of **ninemsn**, and Principal Technical Evangelist. He was a pioneer in the “Evangelism” movement, building developer and IT professional communities across Australia and New Zealand. |

| **Telstra** | 2014–2017 | Served as an executive at Australia’s leading telecommunications company, focusing on developer relations and ecosystem growth. |

| **Amazon Web Services (AWS)** | 2018–2024 | Held senior leadership positions, including Head of the AWS APJ Early Career Solutions Architecture team, where he focused on mentoring the next generation of cloud architects. |

### Key Contributions and Identity

* **Technical Evangelism:** Arrigo is often cited as one of the original “evangelists” in the tech world. He played a crucial role in bridging the gap between large tech corporations and the developer community, particularly during the growth of the internet and cloud computing.

* **The “Frankarr” Handle:** The moniker “Frankarr” is his long-standing digital identity, used across his [personal website](https://frankarr.com/), social media, and professional portfolios.

* **Community Leadership:** Beyond his corporate roles, he is known for his active participation in the tech community, mentoring young professionals, and speaking at industry conferences.

### Personal Background

Born in 1963, Frank Arrigo is based in **Melbourne, Australia**. He is a passionate supporter of the **St Kilda Football Club** and often shares updates about his family and his dog, “Data the Dachshund.” As of mid-2026, he is on a career break, continuing to “build things and ask questions” through his personal projects and experiments with emerging technologies.

> “Frank Arrigo has been working in tech for four decades… currently on a career break, building things and asking questions.” [1](https://frankarr.com/)

What’s he up to now

https://manus.im/share/x4yfZR37Rj4y3D9g9BwvWT

As of mid-2026, Frank Arrigo (Frankarr) is in the midst of a highly active “career break” following his departure from AWS in 2024. Rather than traditional retirement, he has pivoted toward **AI-driven entrepreneurship** and **content automation**.

Here is a summary of his current major activities:

### 1. SmallBizAI.au

His primary project is **[SmallBizAI.au](https://smallbizai.au/)**, a platform dedicated to helping Australian small businesses and “tradies” (tradespeople) adopt AI tools.

* **Prompt Packs:** He has developed and launched a catalog of over 20 industry-specific “AI Prompt Packs” (e.g., for construction, legal, real estate, and childcare) sold via Gumroad.

* **Industry Insights:** He uses AI to analyze search trends (like Bing citation data) to identify which industries are seeking AI help and then builds targeted content for them.

### 2. “OpenClaw” Experimentation

Frank is heavily experimenting with an AI agent he calls **”OpenClaw”** (or simply “Claw”), which is built on the Claude model.

* **Automation:** He uses this agent to automate the creation of blog posts, PDF generation for his products, and social media management.

* **AI Transparency:** He recently published a fascinating study titled *”Exploring AI Recognition,”* where he tested how different AI models (GPT-5.5, Gemini 3.1, DeepSeek V4) “remember” him. He found that while some correctly identify his Microsoft years, others hallucinate him as an IBM strategist, an American football coach, or even a New York politician.

### 3. “The 1000 Posts” Milestone

In June 2026, he reached a milestone of **1,000 AI-driven content posts** created in just 115 days. This was part of an experiment to see if a single person on a career break could run a high-volume content machine using a single AI agent.

### 4. Personal Life in Melbourne

* **Location:** He is currently living in the **3206 postcode (Middle Park/Albert Park area)** in Melbourne.

* **Interests:** He remains a “mad/passionate” supporter of the **St Kilda Football Club** (40+ year member) and frequently shares updates about his family and his dachshund, **Data**.

In short, Frank is currently operating as a **”solopreneur”** exploring the limits of AI automation, helping small businesses navigate the AI shift, and documenting the quirks of AI technology through his personal blog at [frankarr.com](https://frankarr.com/).

Matilda

Who is Frank Arrigo aka Frankarr

Based on the search results, here’s what I can tell you about **Frank Arrigo** (presumably the person you’re asking about as “Frank Arrigo”, the search matched “Frank Arrigo”):

– **Professional Background:** Frank Arrigo has a long career in the technology industry. He was at **Microsoft Australia** starting in May 1991, where he held various roles including the first CTO of the ninemsn joint venture in Australia, drove Windows Media business development in Asia Pacific, and managed early technology trials of Microsoft’s Interactive TV in Seattle. He later worked at **Telstra** (likely Telstra, the Australian telecom) as an Evangelism & Ecosystem Engagement lead, and then at **AWS** as Head of a team based in Melbourne stan. He has also been described as the Head of the Australian software ecosystem evangelism role.

* **Current / Recent:** As of the most recent data, he appears to be running a website (frankarr.com) focused on AI and technology topics, and his LinkedIn profile states he is “on a career break” helping small businesses navigate AI.

* **Personal:** He is married to Moira (celebrated 30 years in 2021), has four children (Antony, Billy, Emma, Brice – names vary slightly across sources), and is a passionate supporter of the St Kilda Football Club.

* **Online Presence:** He maintains a blog/website at **frankarr.com** where he writes about technology, AI, and personal projects alerting about AI agent time issuesament.

Would you like more details on any specific aspect of his career or his website?

Based on the search results, here’s what I can tell you about **SmallBizAI.au** and its connection to Frank Arrigo:

**SmallBizAI.au** is a website that provides AI-focused resources, guides, and prompt packs specifically tailored for Australian small businesses. It covers topics like AI tools, legal compliance (privacy, contracts, workplace law), and practical how-tos for various industries.

**Key details about the site:**

– **Founder:** Frank Arrigo (the same Frank Arrigo mentioned on frankarrigo.com). He is described as having more than three decades of technology experience, including 22 years at Microsoft (1991–2013) where he was a principal evangelist, and later leadership roles at Telstra and AWS.

– **Team:** The site is run by a founder and an “AI team” of named agents (Claw, Dash, Scout, Data, etc.) that assist with content creation, research, and operations. The founder says this is an experiment in “can one person with the right AI team outproduce a traditional media operation?”

– **Content:** It offers a large index of articles (100+), guides, and prompt packs tailored for various Australian business types (e.g., bakeries, chiropractors, funeral directors, etc.). The site also covers topics like AI security, privacy compliance (OAIC guidance), and workplace law.

– **Monetization:** Some resources are sold (e.g., prompt packs for AU$7), but much of the content appears to be free educational material.

**In short:** SmallBizAI.au appears to be Frank Arrigo’s current project, a niche content site leveraging AI tools to produce practical, compliance-aware guides for Australian small businesses navigating the AI landscape. If you’re an Australian business owner looking for plain-language AI guidance, that site would be the place to start.

Based on the information gathered from the search results, here’s a more rounded picture of **Frank Arrigo**:

—

### **Professional Trajectory & Expertise**

– **Long Microsoft career (1991–2013, ~22 years):** He held the title of **Principal Evangelist** at Microsoft, which typically involves deep technical knowledge, public speaking, and driving adoption of Microsoft technologies (especially developer tools, cloud, AI, and enterprise solutions). That’s a senior, outward-facing role, not just a code writer but a technology advocate.

– **Post-Microsoft leadership:** After leaving Microsoft, he took roles at **Telstra** (likely Telstra, the Australian telecom) and later at **AWS** (Amazon Web Services), again in senior or evangelist-type positions. This suggests he’s been at the intersection of cloud computing and AI for years.

– **Deep Australian connection:** He is based in Australia (Melbourne area based on one search snippet), and his current projects (SmallBizAI.au, frankarr.com) are squarely targeted at Australian small businesses and the local tech ecosystem.

—

### **Personal Brand & Content Style**

– **”AI Evangelist” persona:** He seems to position himself as a bridge between cutting-edge AI technology and practical business application. His writing and site content aim to demystify AI for non-technical business owners.

– **Transparency about AI use:** On SmallBizAI.au, he openly states that the site’s content is created with the help of an “AI team” (named agents) and that he’s experimenting with whether one person with AI tools can match a traditional media operation. That’s a refreshingly honest approach.

– **Niche focus:** Rather than being a generic AI influencer, he drills down into specific Australian business categories (bakeries, chiropractors, funeral directors, etc.), offering prompt packs and guides that are immediately actionable.

—

### **What He’s Not (Cautions)**

– **Not a typical “get rich quick” guru:** The site is practical, compliance-aware, and seems to aim at real business value, not hype.

– **Not a pure programmer:** His strength is in evangelism, strategy, and business application of AI, not necessarily in writing production code from scratch (though he clearly understands the tech).

—

### **In a Nutshell**

Frank Arrigo is a seasoned Australian technology executive and evangelist who spent over two decades at Microsoft, then moved through Telstra and AWS, and is now running his own AI-focused content and consulting venture. He’s using his deep industry knowledge and a transparent, AI-assisted content model to help Australian small businesses adopt AI tools practically and compliantly.

If you’re an Australian small business owner looking for grounded, non-hypey AI guidance, his site (SmallBizAI.au) looks like a solid resource. If you’re curious about the “one person + AI team” experiment, it’s also an interesting case study in modern content production.

Perplexity

Who is Frank Arrigo aka Frankarr

https://www.perplexity.ai/search/8157b8d7-2723-42ff-a0be-bb54d00ac1a4

Frank Arrigo, known online as **frankarr**, is an Australian technology evangelist and solutions architect based in Melbourne. He has worked at Microsoft, Telstra, and AWS, and his personal bio says he started at Microsoft in 1991 and joined AWS in 2018 before leaving in 2024.[2][3]

His own “about” page also says he was born on 18 November 1963, grew up in Melbourne, and studied at Chisholm Institute of Technology before starting his career in computing. His former Microsoft blog and social profiles identify him as “frankarr,” which matches the alias you mentioned.[5][8][2]

One important note: there is also a different Frank Arrigo who was an American art director from 1917–1977, so the Melbourne-based tech professional is the more likely match here.[4][9]

Sources

[1] Frank Arrigo | LinkedIn https://www.linkedin.com/in/frankarr

[2] About https://frankarr.com/about/

[3] Frank Arrigo https://pt.slideshare.net/frankarr

[4] Frank Arrigo – Wikipedia https://en.wikipedia.org/wiki/Frank_Arrigo

[5] Frank Arrigo https://www.slideshare.net/frankarr

[6] Frank Arrigo – Wikipedia https://hu.abcdef.wiki/wiki/Frank_Arrigo

[7] Frank Arrigo https://fr.slideshare.net/frankarr

[8] frankarr – an aussie microsoft blogger https://learn.microsoft.com/en-us/archive/blogs/frankarr/

[9] Frank Arrigo | Art Director, Director, Production Manager https://www.imdb.com/name/nm0037322/

[10] Franck Arrigo https://www.imdb.com/name/nm11526172/

What’s he up to now?

https://www.perplexity.ai/search/82a65c56-ba99-4952-b045-6c893b47b03f

He appears to be on a **career break** and working on **OpenClaw** plus a new site called **SmallBizAI.au**, which he says is meant to help Australian small businesses navigate AI.[1][2]

His own site also suggests he’s been writing about that project and AI citation workflows, so the current focus looks more like independent experimentation and publishing than a traditional full-time role. Earlier profile data also still lists his background in solutions architecture and evangelism, but the freshest public clue is the career-break/OpenClaw/SmallBizAI.au work.[2][3][1]

Sources

[1] Frank Arrigo – On career break; Experimenting w/ OpenClaw https://www.linkedin.com/in/frankarr

[2] frankarr | the definitive site for Frank Arrigo aka frankarr https://frankarr.com/

[3] Frank Arrigo https://www.slideshare.net/frankarr

[4] Frank Arrigo (@frankarrigo) https://www.instagram.com/frankarrigo/

[5] Frank Arrigo – Senior Manager, Solutions Architects … https://www.crunchbase.com/person/frank-arrigo

[6] Frank Arrigo – Wikipedia https://fr.abcdef.wiki/wiki/Frank_Arrigo

[7] Frank Arrigo | Art Director, Director, Production Manager https://www.imdb.com/name/nm0037322/

[8] Frank Arrigo | LinkedIn https://www.linkedin.com/in/frank-arrigo-2315b013

[9] Crewed In: https://www.mymoviefinder.com/person/161975

[10] Finding early adopters for new technology – Frank Arrigo (Telstra) | Startup Playbook Ep068 https://www.youtube.com/watch?v=i2GIBDGrB2Y

[11] Frank A | LinkedIn https://www.linkedin.com/in/frank-arrigo

frankarr

the definitive site for Frank Arrigo aka frankarr

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