From the show
Another Orange Morning Recap: June 11, 2026
Update Mania is back. After a three-update Monday, Thursday's first page was full, with a couple of major-update tags and a stack of AI, reporting, and messaging changes to work through. The episode moved fast, picked a few to sit in, and closed on a Breeze demo that quietly did more than expected.
Here is what we got into: a navigation rebuild that made one of us stressed and the other shrug, WhatsApp getting a real home, a smarter way to test the Customer Agent, predicted email engagement and the caution that comes with it, flexible funnel stages that settled an old disagreement, and a hands-on Breeze run through clipping, thumbnails, and social posts.
Personalized Navigation
The headline, correctly tagged as a major update, is that the left navigation is going personal. Users will get a shortened nav tailored to their use cases, with the ability to add groupings, reorder, and add or remove items. CRM objects can move to the top level, with the rest tucked under a More section. It is in development, so it comes with the usual forward-looking caveat, though screenshots are already making the rounds on LinkedIn, including one from Samuel Banks showing orders pinned right at the top.
This one split the room before it came back together. Casey, who does a lot of HubSpot training and drops into different portals to get her bearings fast, felt the stress immediately. Customizing everything is a new challenge when part of your job is helping people find their way around. But the tension resolved into an official stance: this is going to help a lot of humans. Most people use five to ten tools regularly, not eighty, and the current nav is just too much for them.
Why it matters: The discomfort here is the discomfort of designing for people who do not live in HubSpot all day, which is most people. The search bar is about to become your best friend in the new nav world, and that is true even if you are the type who keeps everything one click away. Worth knowing: this looks like it customizes per portal, so anyone working across multiple portals will be setting it up more than once. Uncomfortable, but for the betterment of HubSpot humanity.
For more details: Personalized navigation in development.
WhatsApp Home
The other major-update tag went to WhatsApp Home, which gives WhatsApp its own dedicated home alongside HubSpot's other primary messaging channels. It brings a messaging management page, a template experience that syncs Meta templates from your connected WhatsApp Business account, a reporting suite, and a set of everyday enhancements. It is live for Service Hub and Marketing Hub Professional and Enterprise.
Why it matters: Giving WhatsApp a first-class home, with templates and reporting that sit next to the rest of HubSpot's messaging tools, is how you know HubSpot is going global in a serious way. The detail worth watching is the Meta template sync, since it ties your messaging back to the connected business account and hints at where this could go next. One small grievance aired on the show: a dedicated WhatsApp home earns the major-update tag, but the universal CRM pages did not, which still stings a little.
For more details: WhatsApp Home.
Customer Agent Test as a Contact
This one earned attention just for the idea behind it. Customer Agent test sessions have always started as an anonymous visitor, so the agent had no idea who it was talking to. Test as a Contact lets you run a test as a specific customer with real CRM properties, so you can confirm how the agent handles lead qualification, audience segments, and anything that depends on knowing the person. You can use a real contact or set properties manually, and the test sessions stay clean instead of leaving sample contacts behind. It is in development, expected around June 21.
Why it matters: Most real customers are not strangers, so testing against a stranger every time hid the issues that only show up when the agent knows who it is talking to. The bigger opportunity is that this lets you learn how the agent behaves, and where your data falls short, without spending credits to find out. Customer Agent has been getting steady attention, and the hesitation clients tend to voice is exactly about setup and testing confidence. This is aimed right at that.
For more details: Customer Agent test as a contact in development.
Predicted Email Engagement in Segments
Casey was, in her words, legally required to cover this one. Predicted email engagement shows how a segment is likely to perform before you send, rated high, medium, low, or unknown, alongside average open and click rates for the segment. It is live across all hubs and tiers.
Why it matters: Email performance depends on your audience as much as your content, and a prediction up front helps you focus on the segments most likely to respond. The caution is the part that matters most. Engagement here reflects open and click history, not whether your message actually resonated, so a high rating is not a green light to email people more. Sometimes the cadence you already have is the reason that audience is engaged in the first place. Understand what the rating measures before you build a strategy on top of it, because plenty of people will see "high" and start sending more.
For more details: Predicted email engagement in segments.
Flexible Stages for Journey and Funnel Reports
This one settled an old disagreement on air. The journey report builder now supports property-based stage definitions and flexible ordering. You can define stages by property without a stage-change event, count records that hit stages in any order including skipped or backward movement, and count stages separately to see total reach during a reporting period. It is in private beta for Sales Hub and Marketing Hub Professional and Enterprise.
Casey owned up to the workaround this fixes. When a contact jumps straight from created to opportunity, she has used a workflow to backfill the stages in between, lead, MQL, SQL, so the reporting does not quietly drop those records. Chris has never loved that approach, and you could see why he was excited here. The honest tension is real: backfilling keeps records in the report, but it also fabricates a path the buyer never took, which wrecks any clean read on time-in-stage or velocity.
Why it matters: Deals and contacts do not move through perfect sequential paths. Sometimes someone walks up at an event and becomes an opportunity, and forcing them through every stage to satisfy a funnel is designing your reporting around how a SaaS tool says business works rather than how it actually works. Defining stages by property and allowing nonlinear movement lets the funnel reflect reality. This is the link to have at the ready the next time someone asks whether it is okay to skip stages.
For more details: Flexible stages for journey and funnel reports private beta.
One More Worth a Nod
Dashboard PDF exports now look like dashboards, keeping the full layout, charts, and filter context when you export. Sometimes the title says the whole thing, and this is one of those. A small, welcome fix for anyone who shares dashboards outside the platform.
For more details: Dashboard PDF exports look like dashboards public beta.
Will It Breeze: Clips, Thumbnails, and Social
The show closed on a Breeze run that started outside HubSpot and worked its way in. Chris had been clipping Road to Unbound interview footage, including a conversation with Jace Whittleson, and asked Breeze Assistant to help build assets to support those clips on social, thumbnails and the rest, for a portal where no branding had been set up yet. Breeze produced a clip asset kit and first-pass thumbnail concepts, the kind of output best treated as a designer's starting point.
The interesting moment came in the social tool. After copying context from one Breeze conversation, the same conversation carried over into the new one, and Breeze could actually see the composer screen, confirming what was visible and offering to build the first clip post directly from it. That is the part that often turns out to be smoke, where a tool implies it can see your screen but is really reading backend data. This time it seemed real.
The honest aside underneath all of it: building the habit of using Breeze is hard when your context already lives somewhere else. Casey has not made the switch, not because Breeze is not good, but because Claude has years of her project context and that gravity is real. The takeaway is the one worth sitting with. The more we save data back into HubSpot at the end of an AI workflow, the better Breeze gets, and the easier that switch becomes. For now, the nudge stands: whatever you are doing in HubSpot, click the sparkle button and give it a try. It keeps getting better.
The Rest of June 10's Updates
A few updates from Tuesday did not get pulled forward today, including updated SDKs for date-based versioning and a pair of sandbox improvements for Enterprise teams. Full breakdowns of all the updates from June 10 are on the updates blog: HubSpot Updates: June 10, 2026.
The Sign-Off
You probably already own the value you are looking for in HubSpot. You just need to wake up to it. We will see you tomorrow morning.
Produced by Value-First Media