Craig Bailey

👉🏻

[Craig Bailey @craigbailey]

WeWork sold luxury offices at a loss. AI companies are selling cognition at a loss. Both are propped up by the same thing: someone else's money and the assumption that users will stick around when the price triples. The assumption is wrong.

[Craig Bailey @craigbailey]

There is no permanent subsidy. Every golden age ends the moment the people paying for it decide they want a return. WeWork, Uber, AI — the names change, the pattern doesn't. If you're not planning for the post-subsidy version of your business, you're planning to be surprised.

[Craig Bailey @craigbailey]

Kindness, generosity, presence, patience - the things actually worth pursuing more of don't require a subscription, an upgrade, or a new device.

[Craig Bailey @craigbailey]

The word 'innovation' has become a shield for bloat, and the most useful products in your life are the ones that resisted the temptation to keep adding.

[Craig Bailey @craigbailey]

And then I‘m reminded that people are buying $800 toothbrushes, and it brings back a little perspective. It’s not the cost, it’s the perceived value. It’s not the functionality, it’s the positioning.

3/3

https://t.co/hnzpW36MfR

[Craig Bailey @craigbailey]

Pricing your services is hard.

I often get slightly anxious before I click send on an invoice to a client. Are we providing value? Will they object? All the usual self doubt even though we’ve been operating for more than 15 years now.

1/3

[Craig Bailey @craigbailey]

Everyone is doing it tough, the cost of living, the struggle mindset, etc.

2/3

[Craig Bailey @craigbailey]

Clients want to simplify their businesses. They want to streamline operations, consolidate tech stacks, reduce legacy bureaucracy.

Can AI help with this? Yes.

But can AI also derail this (e.g. automating unnecessary busy work)? Also yes.

[Craig Bailey @craigbailey]

Remember the golden age of WeWork - someone else paid.

Remember the golden age of Uber - someone else paid.

We’re in the golden age of AI - someone else is paying. Not for too much longer…

https://t.co/IOtGCXpEgi

[Craig Bailey @craigbailey]

I spent years treating every new app, feature, and product as an upgrade to my life, only to realise I was optimising for the company's roadmap, not my own.

[Craig Bailey @craigbailey]

https://t.co/Tz2XFqY7Tm

[Craig Bailey @craigbailey]

Every new feature, app update, and product iteration is sold as progress, but most of it serves the company's growth metrics, not your actual experience.

[Craig Bailey @craigbailey]

The default setting of modern life is to want more of everything, and most people never stop to question whether that default is actually making their life worse.

[Craig Bailey @craigbailey]

Good stress versus Bad Stress
https://t.co/Itm4gtGZT4

[Craig Bailey @craigbailey]

Reminder: the updated HubSpot Menu means you can now bookmark the Target Accounts item.

(It's the simple things!)

[Craig Bailey @craigbailey]

Reminder: Sync properties are handy for keeping data updated across objects eg a Contact property is kept updated on associated Tickets

(Total # of sync properties in your portal depends on your subscription, combined with calculated properties. 40 in Pro, 200 in Enterprise.)

[Craig Bailey @craigbailey]

(Aside: there's a whole other discussion around whether you should let a deal go backwards in a pipeline - there's a pipeline Rules setting to disallow that - but that's a conversation for another time.)

3/3

[Craig Bailey @craigbailey]

For example:
- Time in current stage: is only the current time it has been in the stage (excludes previous times)
- Cumulative Time in [Deal Stage] only updates when a deal exits the stage (doesn't include the current time)
- Latest time in [Deal stage] most recent time

2/3

[Craig Bailey @craigbailey]

Reminder: the Deal Stage 'time' properties can be confusing.

Especially when a deal goes back and forth into a stage.

1/3

[Craig Bailey @craigbailey]

Reminder: you can use the Action Types filter to find HubSpot workflows that use external or marketplace integrations.