Michael R. Bock

co-founder @columntax (acq). prev @waymo @pioneerdotapp @google. see my popular tweets using this side project i made:

[Michael R. Bock @michaelrbock]

1/ After 5 years, I’m proud to share that @ColumnTax has found a new home.

We’ve been acquired by @AiwynAI.

I couldn’t be more sure this is the right move for our business, tech, and team.

These pics are the moments we started & sold the company:

[Michael R. Bock @michaelrbock]

@BorisMPower Very cool! Similar to TaxCalcBench:

https://t.co/pb8iyZ6Wvb

[Michael R. Bock @michaelrbock]

1/ OpenAI just launched GPT-5.4 Pro, their premium model at 12x the API cost of standard GPT-5.4.

$30/M input tokens, $180/M output vs. $2.50/$15.

I ran TaxCalcBench on Pro. The result:

exactly tied with standard GPT-5.4

12x the price, 0% improvement

But the full story is more nuanced:

[Michael R. Bock @michaelrbock]

@gdb it's a good idea:

https://t.co/OEEpcLCwDy

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@samaysham @ThriveHoldings @OpenAI very cool! would be curious to see how your system does on our public benchmark: TaxCalcBench (the industry standard)

https://t.co/RKR0I8NR1f

[Michael R. Bock @michaelrbock]

@jeff_weinstein Gold

[Michael R. Bock @michaelrbock]

@MartinTerskin @tszzl For sure, dm me!

[Michael R. Bock @michaelrbock]

@uncledoomer try this!

https://t.co/jq7zJJOYl7

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@MartinTerskin @tszzl thanks for the usage report!

[Martin Terskin @MartinTerskin]

@michaelrbock @tszzl Amazing product. 10/10 recommend. I have fairly complex taxes, one shotted 95% completeness after 3-4 back and forths

[Michael R. Bock @michaelrbock]

@gdb try this (fully prepare your taxes given your tax docs):

https://t.co/OEEpcLCwDy

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@patio11 👋 one of the companies building that harness for accountants. feel free to use the (free) Connector here to prepare your return using a deterministic engine to compare:

https://t.co/jq7zJJOYl7

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@doodlestein Pretty sweet

https://t.co/jq7zJJOYl7

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@__apf__ also try this!

https://t.co/LkepmC6S1f

[Henry Shi @henrythe9ths]

Tax season is here and a connector is all it takes to make @claudeai way more useful.

Checkout what we just shipped:

Connect TurboTax or Aiwyn Tax (formerly Column Tax) to Claude to estimate your refund, see what you may owe, and get a better understanding on the forms before you file.

[Michael R. Bock @michaelrbock]

@bengold and use this to compare!

https://t.co/LkepmC6S1f

[Henry Shi @henrythe9ths]

Tax season is here and a connector is all it takes to make @claudeai way more useful.

Checkout what we just shipped:

Connect TurboTax or Aiwyn Tax (formerly Column Tax) to Claude to estimate your refund, see what you may owe, and get a better understanding on the forms before you file.

[Michael R. Bock @michaelrbock]

@johnmarkwendler @VentureBeat Sounds like they copied Iris (https://t.co/DEpgL7eNBW) 12 months later :)

[Michael R. Bock @michaelrbock]

@allafarce @AnthropicAI Sweet!

[Michael R. Bock @michaelrbock]

@TejaswinGumber good point!

[Michael R. Bock @michaelrbock]

I've worked on tax software for the past 5 years

This is very obviously the future tax filing UI (no more spending hours on TurboTax):

1. drop your docs (or open Claude Cowork in your tax docs folder)

2. your tax return is done

3. there is no (3). that's it

[Henry Shi @henrythe9ths]

Tax season is here and a connector is all it takes to make @claudeai way more useful.

Checkout what we just shipped:

Connect TurboTax or Aiwyn Tax (formerly Column Tax) to Claude to estimate your refund, see what you may owe, and get a better understanding on the forms before you file.

[Michael R. Bock @michaelrbock]

@AlecStapp Good post! Also try this to confirm your return (it's free):

https://t.co/OEEpcLCwDy

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@adam_messinger @claudeai @turbotax @AnthropicAI very cool!

[Michael R. Bock @michaelrbock]

I've been working on tax software for the past 5 years. This is the last year anyone will have to pay for TurboTax.

You can try it yourself today:

- add the Aiwyn Tax connector inside of Claude (link below)
- give it access to your tax documents (W-2s, etc.)
- ask Claude to prepare your tax return

...and that's it!

[Michael R. Bock @michaelrbock]

@BrianVia good idea!