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

Dec 31, 2024
Used right, OKRs can be the most powerful product process.

But most orgs completely mess them up.

From driving empowerment to becoming tools for control…

Here’s what you need to know about when to add or remove OKRs: Image
𝗧𝗵𝗲 𝗗𝗲𝗯𝗮𝘁𝗲 𝗔𝗿𝗼𝘂𝗻𝗱 𝗢𝗞𝗥𝘀: 𝗔 𝗗𝗲𝗲𝗽𝗲𝗿 𝗧𝗿𝘂𝘁𝗵 𝗔𝗯𝗼𝘂𝘁 𝗔𝗹𝗶𝗴𝗻𝗺𝗲𝗻𝘁

The conversation around OKRs reveals a fundamental truth:

Alignment mechanisms aren’t one-size-fits-all.

Take Ramp, for example.

They built a $10B company without OKRs.
Their secret?

→ Exceptional product sense.

→ Metrics so clear that every team understood what success looked like without needing a formal framework.

Now look at Google.
Read 14 tweets
Dec 20, 2024
One thing that will remain the same in the 2025 job landscape:

Hiring managers will still ask, "Why this company?"

Nail it, and you’re halfway to landing your dream role.

Here’s how to master this: Image
Over the years, I’ve worked with countless aspiring and senior PMs.

99% of them give a 4/10 answer.

Here’s where they go wrong:

1. Generic fluff → They rattle off buzzwords like “innovative culture” or “market leader.” It’s uninspired.
2. No connection → They talk about the company, but not how they fit into the picture.

3. Vague details → It’s clear they didn’t research. No examples, no depth. Just surface-level compliments.

4. Lack of energy → The delivery feels more like a verbal LinkedIn endorsement.
Read 14 tweets
Dec 15, 2024
How do the best product teams ship better and faster without things breaking?

They embed quality into every step of the development process.

Here’s how you can do the same: Image
𝗙𝗶𝘃𝗲 𝗖𝗿𝗶𝘁𝗶𝗰𝗮𝗹 𝗖𝗵𝗲𝗰𝗸𝗽𝗼𝗶𝗻𝘁𝘀

𝗢𝗡𝗘 - 𝗕𝗲𝗳𝗼𝗿𝗲 𝗙𝗶𝗻𝗮𝗹𝗶𝘇𝗶𝗻𝗴 𝗥𝗲𝗾𝘂𝗶𝗿𝗲𝗺𝗲𝗻𝘁𝘀

→ When: Right after you’ve done your research and before locking down specs.
→ Why it matters: This is your chance to clarify any confusion, resolve technical risks, and ensure alignment before things snowball.

→ Win: Fewer mid-sprint surprises and last-minute changes.
Read 14 tweets
Nov 7, 2024
PMs, you can add at least $50k to your salary by becoming an AI PM.

However, many people miss the mark, making the same mistakes over and over again.

Here are the 7 mistakes to avoid if you want to secure your dream AI role: Image
𝗠𝗶𝘀𝘁𝗮𝗸𝗲 #𝟭: 𝗧𝗵𝗲 𝗖𝗲𝗿𝘁𝗶𝗳𝗶𝗰𝗮𝘁𝗲 𝗖𝗼𝗹𝗹𝗲𝗰𝘁𝗼𝗿’𝘀 𝗖𝘂𝗿𝘀𝗲

→ Collecting certificates may feel productive, but it’s often just an illusion of progress.

→ Instead of paper chasing, identify a problem, build a prototype, and document your process.
𝗠𝗶𝘀𝘁𝗮𝗸𝗲 #𝟮: 𝗧𝗵𝗲 𝗖𝗼𝗱𝗲-𝗣𝗵𝗼𝗯𝗶𝗰 𝗣𝗮𝗿𝗮𝗹𝘆𝘀𝗶𝘀

→ Coding helps you to connect with your dev team and independently prototype ideas.

→ Start with Python, build simple models, and soon enough, coding will become your new best friend.
Read 10 tweets
Nov 5, 2024
Looking to land a PM role at Google, Amazon, or Meta?

Here’s the truth: It’s not enough to just secure the offer.

You need to nail the team matching process.

Here’s how to land the team (and role) you want: Image
𝗪𝗛𝗔𝗧 𝗜𝗦 𝗧𝗘𝗔𝗠 𝗠𝗔𝗧𝗖𝗛𝗜𝗡𝗚 𝗣𝗥𝗢𝗖𝗘𝗦𝗦?

At top tech companies, landing an offer is only the beginning.

After that, it’s time for team matching: the stage where PMs find their “home base” within the company.

Why this process is crucial for both parties?
Because it ensures that PMs are placed where their skills and expertise can be best leveraged to drive maximum impact and results for the team and the organisation as a whole.

There are two paths here:

→ Sometimes you’re hired for a specific team, like “PM, Instagram Growth.”
Read 13 tweets
Nov 3, 2024
The biggest bottleneck in scaling your product with enterprise clients?

Not getting your product ready.

Here’s what you need to know to transform for enterprise: Image
𝗧𝗛𝗘 𝗣𝗜𝗧𝗙𝗔𝗟𝗟𝗦 𝗜𝗡 𝗖𝗢𝗡𝗩𝗘𝗡𝗧𝗜𝗢𝗡𝗔𝗟 𝗪𝗜𝗦𝗗𝗢𝗠

Many believe an “enterprise-ready” product only needs the basics: RBAC, SSO, SLAs, and audit logs.

These are important but just the price of admission...
Companies like @Atlassian, @datadoghq, and @SnowflakeDB have shown that winning in the enterprise space requires a fundamental transformation.

And for help in delivering this transformation quickly and cost-effectively, check out @WorkOS – they make products enterprise-ready.
Read 12 tweets

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