Casey Hawkins: every clip — Another Orange Morning

Wednesday, October 21, 2026, with Chris Carolan and Zach Hussion

1 clip

The HubSpot product team is back in the saddle0:22

Tuesday, October 20, 2026, with Chris Carolan and Ryan Ginsberg

5 clips

Only ping the team for this show, not every social post0:45 Account cleanup can delete on more dates, and templates in draft are why I still only audit6:58 Not connecting your inbox? Redacted email bodies is incrementally better0:44 The blocker for automatic cleanup: templates we keep in draft on purpose0:31 A Slack ping every time we post. That won't get annoying at all.0:26

Monday, October 19, 2026, with Chris Carolan and Joshua Oakes

2 clips

Check where your new records start: change the default lifecycle stage0:30 People using HubSpot without being in HubSpot0:25

Friday, October 16, 2026, with Chris Carolan

3 clips

I pasted the seats update into Breeze to see which clients it touched0:53 Ask AI to be the C-suite before you walk into the room0:25 Will It Breeze: As our finance lead, using Configure, Price, Quote (CPQ), can you name the next best move across the last 90 days?6:22

Thursday, October 15, 2026, with Chris Carolan and Trisha Merriam

3 clips

A hundred Breeze prompts to help you understand your portal0:24 Consent email tracking: more options, and a good reason to check your own list5:14 Will It Breeze: As our sales lead using Outlook, can you rank what deserves attention first across contacts?6:43

Wednesday, October 14, 2026, with Chris Carolan and Zach Hussion

1 clip

I sent Chris's link to Claude and asked, can we do this?0:41

Tuesday, October 13, 2026, with Chris Carolan and Ryan Ginsberg

4 clips

My official take on dashboards vs asking Breeze0:41 I finally get to export my AEO prompt data, and here's what I'd do with it6:04 Bringing old Outlook email threads into HubSpot2:42 Will It Breeze: As our finance lead, can you find the pattern in the wins across the whole pipeline?10:36

Friday, October 9, 2026, with Chris Carolan and Lauren Ryan

3 clips

The UNBOUND slide I keep bringing up to clients0:43 Audit the workflows that only move data before per-action pricing1:00 Paying per workflow action, and why it gives me pause0:24

Thursday, October 8, 2026, with Chris Carolan and Trisha Merriam

2 clips

Flexible defaults for account cleanup: an audit tool for the portal you just inherited3:31 Zoom sync by role: sales and customer success in, maybe not every ops meeting2:21

Tuesday, October 6, 2026, with Chris Carolan and Ryan Ginsberg

1 clip

Column suggestions on index tables, and the credit math underneath12:20Casey’s take

Monday, October 5, 2026, with Chris Carolan and Joshua Oakes

3 clips

The email editor changed again: what moved this time2:09 Will It Breeze: Using Data Studio, can you explain this to someone brand new?6:44 Add column suggestions: naming collisions, team views and the save-as habit11:08Casey’s take

Friday, October 2, 2026, with Chris Carolan and Madelyn Donovan

2 clips

Custom duplicate detection rules: good intentions, domain-name rules, and two weeks of merging8:21 Libra: what deserves a place in your CRM?0:49

Thursday, October 1, 2026, with Chris Carolan and Trisha Merriam

3 clips

Manual sort within lanes, live, plus a Will It Breeze on where the order lives9:59 Breeze popped open and my body said close the pop-up0:39 The pool of email I never look at is only getting bigger0:42

Wednesday, September 30, 2026, with Chris Carolan and Zach Hussion

2 clips

Bring a topic; if they come to ask you questions, also great0:28 Running a HUG: sometimes it is you and a sheet pizza0:24

Monday, September 28, 2026, with Chris Carolan and Joshua Oakes

3 clips

Every admin: get your team used to talking to Breeze0:19 Health score breakdown: the side card finally shows its math1:56 When the machine feels impossible, people give up0:45

Friday, September 25, 2026, with Madelyn Donovan

11 clips

When AI builds the workflow, something gets removed: ownership0:47 Email Quality Checks: broken links and custom checks4:28 Do it in HubSpot and HubSpot keeps getting better0:28 HubSpot Work, second day: where it is and what to use it for6:19 Libra season: who decides which version someone sees?0:45 Campaign Agent: the case for planning inside HubSpot3:19 Nurture Agent: what it's really running on5:27 Nurture Agent gives Madelyn a red-pen essay flashback0:31 Search before scroll0:15 Targeted pages: five companies by hand, or at scale3:14 With the agents, the agents are the nerds0:22

Thursday, September 24, 2026, with Trisha Merriam

12 clips

Buying groups and the account map: Trisha's UNBOUND pick4:02 Breeze drafts your email on mobile: is it better than Claude in Gmail?4:49 Context Home: good context, bad context, and a team locked in on HubSpot4:50 Convert a property to sensitive without rebuilding everything around it1:11 CRM views that save themselves: why Casey cut the line4:36 Data Agent Playground: test a data agent before any credits are charged1:23 Five hours a week on HubSpot updates. That's psychotic.0:30 The plan out of UNBOUND: just ask Breeze0:44 Kyle's advice on sensitive data protection: don't turn it on0:38 Turning sensitive data protection off: Kyle's advice and a client who needed it3:41 Chris at the Moonshot gathering: who better?0:49 One view holding a property sunset hostage: why Casey cut the line0:42

Wednesday, September 23, 2026, with Chris Carolan and Zach Hussion

2 clips

The Breeze context panel: finally seeing what context means3:33 HubSpot Work in public beta: a task list that builds itself, and who reviews it13:41

Friday, September 11, 2026, with Chris Carolan and Madelyn Donovan

3 clips

Casey still uses Fathom, and why0:46 When Breeze says it, it is not just me0:45 The transcripts API, and which transcripts are even in HubSpot6:29Casey’s take

Thursday, September 10, 2026, with Chris Carolan and Trisha Merriam

5 clips

Brand fonts in email, and the Outlook fallback you still plan for2:27 Coaching the customer agent from one Breeze conversation4:50 Being empowered to add your own columns is what moves a sales team0:46 Column suggestions, and getting a sales team out of segments5:48 Email variants: dynamic content again, or a stepping stone for Breeze?10:00Casey’s take

Wednesday, September 9, 2026, with Chris Carolan and Zach Hussion

3 clips

A score cannot tell you who is about to raise their hand4:03 When configuration will not bend, people leave for a spreadsheet2:52Casey’s take Content Agent will write your LinkedIn post, and nobody will tell you what it costs4:45Casey’s take

Wednesday, September 2, 2026, with Chris Carolan and Zach Hussion

2 clips

Breeze moves left and stops fighting the preview sidebar1:46Casey’s take Revenue Agent works if you bill outside HubSpot, and the credit math8:57Casey’s take

Tuesday, September 1, 2026, with Chris Carolan and Ryan Ginsberg

1 clip

Lead routing, and the case for calling it interest13:07Casey’s take

Monday, August 31, 2026, with Chris Carolan and Joshua Oakes

1 clip

Email Creation Agent: keep your tools where you work3:49

Thursday, August 27, 2026, with Chris Carolan and Trisha Merriam

1 clip

A whole different ball game than what I've been doing0:58

Tuesday, August 25, 2026, with Chris Carolan and Ryan Ginsberg

3 clips

Rule Insights: does anyone actually trigger this rule?7:10 If almost nobody triggers the rule, should you score it at all?0:44 A thousand credits for a blog post: where Breeze stops being free11:52Casey’s take

Friday, August 21, 2026, with Chris Carolan and Madelyn Donovan

2 clips

We ran cleanup automation live and it went further than we expected8:09 Good thing this is the demo portal0:34

Thursday, August 20, 2026, with Chris Carolan and Trisha Merriam

3 clips

Lead scoring by API, and the question it still cannot answer9:45 The client where nobody owns HubSpot anymore9:24 The question a lead score still cannot answer0:26

Wednesday, August 19, 2026, with Chris Carolan

1 clip

Hunting for the entry point, live5:00Casey’s take

Tuesday, August 18, 2026, with Chris Carolan and Ryan Ginsberg

2 clips

When you just need to fix one line in the deck4:10 Campaign is the wrong word for what this object does14:22Casey’s take

Friday, August 14, 2026, with Chris Carolan and Madelyn Donovan

7 clips

AI editing in Gmail: the context matters more than the AI2:22 Casey's stated purpose in life is making Chris find a segue0:30 Contract-aware Breeze, and the revenue it still cannot see2:07 Madelyn's pick: the end of scrolling a record back to the start3:08 Set it at your tier today, argue about the percentage later3:06 The sparkle changed color, and the case for a flatter HubSpot4:03Casey’s take Contracts without a quote, and why that was the real barrier4:27Casey’s take

Thursday, August 13, 2026, with Chris Carolan and Trisha Merriam

7 clips

The new Breeze sidebar, and the deadline attached to it3:36 The filing agent, and the dedupe it should do next3:46 If you've wanted to try Prospecting Agent but never found the time0:56 I didn't tell Chris about this, by the way1:31 Does an API mean Breeze gets it next?5:36 Prospecting agent goes end-to-end, and a DC workshop4:42 Reverse sort, the typo, and the scroll back to 20193:36

Wednesday, August 12, 2026, with Chris Carolan and Zach Hussion

3 clips

Connectors in Breeze Assistant: the check that disappears when the tools connect4:33 "So that kind of just removed me a little bit more"0:36 Revenue Agent on Starter: invoices from QuickBooks, and who actually owns it6:00Casey’s take

Tuesday, August 11, 2026, with Chris Carolan and Ryan Ginsberg

8 clips

Access requests: a new HubSpot pattern, deliberately scoped to one page2:21 Company Surge: broad buckets, and why you never lead with the signal9:34 Live deal boards on a dashboard: index pages finally land where people look4:40 People avoid the CRM because they can't Control-Z0:44 Buy-in comes when people can own their own process0:31 Never open with “I saw you were surging”0:44 Restore from the history table: Control-Z, governance, and who gets to click revert10:47 Will It Breeze: picking twelve Bombora topics for our own portal7:24Casey’s take

Monday, August 10, 2026, with Chris Carolan and Joshua Oakes

2 clips

Usage tracking that reaches Snowflake but never the customer data system5:33 Where calendar sync actually breaks: orphaned recurring instances9:52

Friday, August 7, 2026, with Chris Carolan

4 clips

Busy isn't enough to book on someone's calendar4:00 We joined the segments beta live14:16 Packaging, not plumbing6:34 Should this have been a table all along?2:07

Thursday, August 6, 2026, with Chris Carolan and Trisha Merriam

2 clips

Merge rules, and what winning actually means3:05 Should team email signatures exist at all?3:05

Wednesday, August 5, 2026, with Chris Carolan and Zach Hussion

3 clips

Customizing the meeting scheduler: not the page you are picturing6:13 The new HubSpot homepage, showing up in the portal mid-show4:34 The Reddit Ads integration: the full discussion3:46

Tuesday, August 4, 2026, with Chris Carolan and Ryan Ginsberg

2 clips

Customizing the meeting scheduler in the CRM: the full discussion5:06Casey’s take Recorded meetings and duplicate call records: the full discussion4:13Casey’s take

Monday, August 3, 2026, with Chris Carolan and Joshua Oakes

5 clips

The Microsoft Ads integration: the full discussion3:46 Data warehouse credit changes: the full discussion3:49Casey’s take The payments account read API: the full discussion3:05Casey’s take Maximum marketing contact limits: the full discussion4:13Casey’s take The social agent sunset: the full discussion4:56Casey’s take

Friday, July 31, 2026, with Chris Carolan and Madelyn Donovan

2 clips

The quarterly marketplace roundup: the full discussion9:51Casey’s take The sales templates and sequences APIs: the full discussion4:16Casey’s take

Thursday, July 30, 2026, with Chris Carolan and Trisha Merriam

3 clips

AI-powered scoring insights: the full discussion4:17Casey’s take The new HubSpot Home: the full discussion7:39Casey’s take Reporting comes to Starter: the full discussion7:00Casey’s take

Tuesday, July 28, 2026, with Chris Carolan and Ryan Ginsberg

1 clip

Revenue Agent: putting communication at the center of getting paid19:16Casey’s take

Monday, July 27, 2026, with Chris Carolan, Joshua Oakes, Davis Mastin, and Becca Stamp

1 clip

Agent Hub, walked through by the product team11:47Casey’s take

Friday, July 24, 2026, with Chris Carolan and Madelyn Donovan

1 clip

Agent Hub arrives, and Breeze builds the wrong thing live11:04

Thursday, July 23, 2026, with Trisha Merriam

5 clips

Lead rotation comes to the Lead object2:34 Agent Hub, and building weighted routing live17:35 Sandboxes finally tell you what actually broke3:35 The 'sunset' that reads more like a fix2:25 Workflow templates land in the marketplace5:21

Tuesday, July 21, 2026, with Chris Carolan

4 clips

Breeze creating payment links: the full discussion5:32Casey’s take Cross-object filtering on index pages: the full discussion5:41Casey’s take The Price Books API: the full discussion3:29Casey’s take Sequence Task Associations: the full discussion5:55Casey’s take

Monday, July 20, 2026, with Chris Carolan and Joshua Oakes

2 clips

AEO prompts are not credits0:37 Column-level filtering: the full discussion10:09Casey’s take

Friday, July 17, 2026, with Chris Carolan and Madelyn Donovan

5 clips

Customer Agent deployment drafts: the full discussion2:02Casey’s take Import progress tracking: the full discussion5:29Casey’s take Marketing Control Center is being folded into Breeze chat: the full discussion2:52Casey’s take Personalized product updates: the full discussion3:03Casey’s take Transactional SMS and what 10DLC means: the full discussion4:32Casey’s take

Thursday, July 16, 2026, with Rylee Powell

13 clips

AI doesn't care about your rules0:41 Building for the ideal, not the realistic0:18 Call recording per user and team: the full discussion3:24 The cherry on top of perfect0:54 Conditional property logic on mobile: the full discussion5:30 Contract imports: the full discussion5:57 Market Segments, day two: the full discussion9:21 100% of customers visit the login page0:29 The new product updates page: a quick look0:49 Scoring high-impact pages: the full demo6:50 Studio copy-paste and onboarding tour: at the buzzer0:22 HubSpot wanted to email my client about a typo0:25 The report I would throw into a volcano0:38

Wednesday, July 15, 2026, with Zach Hussion

11 clips

Association limits: the full discussion4:33 Cut the Holiday Slop0:34 Market Segments: the full discussion8:22 Who Has 50,000 Deals on One Contact?0:24 A Little More Hope on the AI Timeline0:18 Image Editor: the full discussion (live demo)9:45 JRE to CLDR: the full discussion2:17 Your AI Is Only as Good as the Data You're Collecting0:44 Social Content Agent: the full discussion6:41 You've Been Sounding Like You for Years0:49 The Workshop High, Then the Homework0:26

Tuesday, July 14, 2026, with Ryan Ginsberg

6 clips

HubSpot Isn't the Only Place Your Business Runs0:33 The 10-Minute Move Before Your Legacy Scores Vanish0:21 If I Post About a Random Holiday, Assume I've Been Hacked0:41 How Many Properties Did This Update Just Make Pointless?0:16 Where My Social Posts Actually Come From0:36 A Year-Long Sunset, Done Right0:36

Monday, July 13, 2026, with Chris Carolan, Joshua Oakes, and Nico Lafakis

1 clip

The Obsession That Makes Bad Marketing0:13

Friday, July 3, 2026, with Chris Carolan and Madelyn Donovan

4 clips

Feed Claude's Context Straight Into HubSpot0:47 Good Friction vs. Bad Friction0:40 A Core Belief: Not Everyone Watches0:26 Everyone's a Super Admin Because It's Easier0:58

Monday, June 29, 2026, with Chris Carolan and Joshua Oakes

1 clip

The new theme, and why Casey is still on the old one: the full discussion3:22

Casey on the show, every clip

Wednesday, October 21, 2026, with Chris Carolan and Zach Hussion

Tuesday, October 20, 2026, with Chris Carolan and Ryan Ginsberg

Monday, October 19, 2026, with Chris Carolan and Joshua Oakes

Friday, October 16, 2026, with Chris Carolan

Thursday, October 15, 2026, with Chris Carolan and Trisha Merriam

Wednesday, October 14, 2026, with Chris Carolan and Zach Hussion

Tuesday, October 13, 2026, with Chris Carolan and Ryan Ginsberg

Friday, October 9, 2026, with Chris Carolan and Lauren Ryan

Thursday, October 8, 2026, with Chris Carolan and Trisha Merriam

Tuesday, October 6, 2026, with Chris Carolan and Ryan Ginsberg

Monday, October 5, 2026, with Chris Carolan and Joshua Oakes

Friday, October 2, 2026, with Chris Carolan and Madelyn Donovan

Thursday, October 1, 2026, with Chris Carolan and Trisha Merriam

Wednesday, September 30, 2026, with Chris Carolan and Zach Hussion

Monday, September 28, 2026, with Chris Carolan and Joshua Oakes

Friday, September 25, 2026, with Madelyn Donovan

Thursday, September 24, 2026, with Trisha Merriam

Wednesday, September 23, 2026, with Chris Carolan and Zach Hussion

Friday, September 11, 2026, with Chris Carolan and Madelyn Donovan

Thursday, September 10, 2026, with Chris Carolan and Trisha Merriam

Wednesday, September 9, 2026, with Chris Carolan and Zach Hussion

Wednesday, September 2, 2026, with Chris Carolan and Zach Hussion

Tuesday, September 1, 2026, with Chris Carolan and Ryan Ginsberg

Monday, August 31, 2026, with Chris Carolan and Joshua Oakes

Thursday, August 27, 2026, with Chris Carolan and Trisha Merriam

Tuesday, August 25, 2026, with Chris Carolan and Ryan Ginsberg

Friday, August 21, 2026, with Chris Carolan and Madelyn Donovan

Thursday, August 20, 2026, with Chris Carolan and Trisha Merriam

Wednesday, August 19, 2026, with Chris Carolan

Tuesday, August 18, 2026, with Chris Carolan and Ryan Ginsberg

Friday, August 14, 2026, with Chris Carolan and Madelyn Donovan

Thursday, August 13, 2026, with Chris Carolan and Trisha Merriam

Wednesday, August 12, 2026, with Chris Carolan and Zach Hussion

Tuesday, August 11, 2026, with Chris Carolan and Ryan Ginsberg

Monday, August 10, 2026, with Chris Carolan and Joshua Oakes

Friday, August 7, 2026, with Chris Carolan

Thursday, August 6, 2026, with Chris Carolan and Trisha Merriam

Wednesday, August 5, 2026, with Chris Carolan and Zach Hussion

Tuesday, August 4, 2026, with Chris Carolan and Ryan Ginsberg

Monday, August 3, 2026, with Chris Carolan and Joshua Oakes

Friday, July 31, 2026, with Chris Carolan and Madelyn Donovan

Thursday, July 30, 2026, with Chris Carolan and Trisha Merriam

Tuesday, July 28, 2026, with Chris Carolan and Ryan Ginsberg

Monday, July 27, 2026, with Chris Carolan, Joshua Oakes, Davis Mastin, and Becca Stamp

Friday, July 24, 2026, with Chris Carolan and Madelyn Donovan

Thursday, July 23, 2026, with Trisha Merriam

Tuesday, July 21, 2026, with Chris Carolan

Monday, July 20, 2026, with Chris Carolan and Joshua Oakes

Friday, July 17, 2026, with Chris Carolan and Madelyn Donovan

Thursday, July 16, 2026, with Rylee Powell

Wednesday, July 15, 2026, with Zach Hussion

Tuesday, July 14, 2026, with Ryan Ginsberg

Monday, July 13, 2026, with Chris Carolan, Joshua Oakes, and Nico Lafakis

Friday, July 3, 2026, with Chris Carolan and Madelyn Donovan

Monday, June 29, 2026, with Chris Carolan and Joshua Oakes