Aakash Gupta Profile picture
May 24, 2023 11 tweets 5 min read Read on X
Is this Google's most genius strategy yet?

Big Tech 101 has always been to steal the best product ideas built atop your platforms.

But kneecapping Calendly under the guise of security takes it to a whole new level 🧵 👇 Image
What was the secret sauce of Calendly?

It was the easiest meeting booking experience out there.

Meetings, once booked, were automatically added to your calendar.

It was magic.
This new feature from Google completely ends that magic.

By not automatically adding the meetings to your calendar, Google is causing missed meetings!

It's especially brutal if you don't have time to open the email.

I myself have missed meetings from for this reason 🤦
Why is Google doing this?

To support Google's newly released paid competitor to Calendly - Appointment Scheduling.

At $9.99, it's the same price as Calendly.

So Google has gone from competing on price (free) to going for money.

As a result, it can't afford to have a soft GTM.
The genius of what Google has done is they have put this block to users under the guise of security.

Google showed this screen to you a few weeks back.

Remember it?

If anything, most of us thought it was about competing vs Apple on privacy.

No one tied it back to Calendly. Image
The traditional example of Big Tech 101 is something like the flashlight app on iOS.

Apple added flashlight to its OS, but it didn't actively block the flashlight apps.

There was a flashlight app that 1/3rd of Japan had downloaded.

It got totally wiped out. Image
But Google is taking 'wipe out' to another level with this active blocking of Calendly.

It's gone ahead and wiped out the scheduling experience for prominent companies like:

· Calendly
· ChiliPiper
· GoodTime

And a host of other VC-backed startups:
This may actually be a regulatory risk for Google (as @michaelglena highlighted).

It's a particularly egregious form of using their free Google Calendar product to crowd out other scheduling tools.

The FTC or Justice Department could get involved.

From the FTC website:
And if there's anything that's characterized post-layoffs Sundar, it's bold bets.

So he could've gone bold here.

But - honestly, I expect him to have taken every effort to minimize legal risk in the details of this launch.

He was a PM after all.

Some of the things I have noticed in his details to minimize legal risk:

1. Not selectively targeting Calendly
2. Keeping Google Calendar free
3. Making it “1 click” friction

All of these things should help.

They certainly helped Google in many other suits under Sundar.
So - the likely scenario from 1 year from now is the the appointment market will begin to look like browser market.

With Google Chrome replaced by Google Appointment Scheduling.

(Don't forget - Sundar was the original PM on Google Chrome.) ImageImage

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More from @aakashg0

Sep 20
MY COUSIN WAS UNEMPLOYED FOR 7 MONTHS

I rebuilt his resume and interview answers using ChatGPT.
28 days later, he got hired.

Here are 8 prompts that fixed everything:
1. Resume Optimizer

“Here’s my resume: [paste text]. Rewrite it for [job title]. Highlight measurable results, relevant skills, and tailor formatting for recruiters + ATS.”
2. Job Description Aligner

“Analyze this job description: [paste JD]. Tell me the exact skills, keywords, and experiences to emphasize in my resume and cover letter.”
Read 9 tweets
Sep 18
THIS IS WHY AIRLINES HATE CHATGPT

Flight for $879. I paid $299.
No points. No memberships. No VPN.

Here are 8 prompts I used to travel like a pro:
1. Cheapest Dates Scanner

“Find the lowest-cost departure and return dates within a [X-day] window around [target date]. Highlight 2–3 best combos.”
2. Cheapest Flights Finder

“List all flights from [Departure City] to [Destination] in the next [X weeks]. Include budget airlines and smaller carriers. Sort by total cost.”
Read 10 tweets
Sep 16
16 awesome resources that will get you hired as a Product Manager 👇 Image
Whether you're interviewing at Big Tech or a startup, this list covers what you actually need to stand out - from writing a resume to tackling product strategy questions and behavioral interviews.

1. PM interview preparation tips from Amazon:
🔗 amazon.jobs/content/en/how…
2. Guide to mastering product sense interviews:
🔗 news.aakashg.com/p/master-the-p…
Read 17 tweets
Sep 14
This guy literally shared a step-by-step roadmap to build your first AI agent - and it’s gold. Image
No hype. No jargon. Just a practical, battle-tested path to get from 0 → 1.

👇 Here’s the exact recipe I follow:
1) Pick a tiny problem

❌ Don’t build a “general agent.”
✅ Start with something specific: book a doctor’s appointment, monitor job boards, summarize unread emails. Small + clear = fast wins.
Read 11 tweets
Sep 7
CPO at Microsoft says Prompt Sets are the new PRDs.

Here's what you need to know: Image
Microsoft has a $3.68T market cap. So when their CPO @aparnacd is talking about PRDs, a lot of folks listen. In fact, many of you asked me about it.

So, let's talk about it:

1. What Prompt Sets Are
2. How They Fit In
3. My Thoughts
4. Next Steps
1. What Prompt Sets Are

Prompt Sets are collections of specific examples showing how an AI system should behave.

Instead of writing "the system should be helpful," you write 15-25 actual examples:

• Edge case A → Handle like B
• Bad input C → Reject with message D
Read 11 tweets
Aug 25
Even Apple is hiring for AI PMs.

Don't let anyone tell you it's a made up role.

Here's a free roadmap to become one: Image
1. Learn the foundations of AI:

news.aakashg.com/p/ai-foundatio…
2. Learn how to AI prototype:

news.aakashg.com/p/ai-prototypi…
Read 14 tweets

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