2 min read
Women of HubSpot: Brandy Croon Asking Better Questions, Building Integrations, and Leading with Optimism
George B. Thomas
Jan 16, 2026 8:15:00 AM
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Brandy Crompton leads like someone who believes momentum matters. She is optimistic, yes. Her favorite color is yellow, and that tracks. But she also carries a quiet edge: she does not get stuck. She moves things forward.
In this Women of HubSpot episode, I sat down with Brandy, a longtime HubSpotter who now works in the greater Philadelphia area and leads a strategic integrations team inside HubSpot’s ecosystem product group. She has been at HubSpot for 11 years, and she has grown with the company through every season of change.
Brandy shows how to build confidence by practicing questions, how to turn customer pain into product progress, and how to create a community that helps women (and honestly everyone) flourish in fast-moving work.
The moment that changed everything
Brandy’s story starts with sports. She grew up in a big family, one of five kids, and she carried that middle-child independence into everything. She tried new things. She stayed outgoing. She committed to being a student athlete.
Then college hit her with a moment that forced a reset.
She had momentum as a freshman field hockey player. Playing time. Confidence. That feeling like, “I belong here.” And then preseason arrived, and so did the setback: “I got injured like right in the beginning at preseason and was basically out.”
It was not just physical. It was mental. Concussion protocol. Wearing a mask after getting hit in the face. Losing rhythm. Watching new athletes come in and fight for the same space you thought was yours.
Here’s what I love about Brandy, though. She stayed. She played all four years. And she learned the kind of lesson you do not forget: you earn your spot again and again, and you do it without drama. You do it with effort.
That mindset shows up all over her career later. Especially when she walked into new roles, felt the uncertainty, and still chose to keep moving.
How she leads, builds, and uses HubSpot
Brandy started at HubSpot right out of college. She began with support, jumped into more technical work, and kept saying yes to opportunities that stretched her. Eventually, she made the move into product work. And she is honest about what that shift feels like.
In support and consulting, you sit beside people doing the same job. In product, you become the connector. You work across engineering, design, customer needs, and company priorities.
You do not have all the answers, and you still have to lead.
One of Brandy’s smartest habits came from that early uncertainty. She built confidence by building reps. She said, “I made a point for like every team meeting or product gathering was to ask at least one question.”
Not because she always felt ready. Because she wanted to practice the muscle.
That one move matters more than most people realize, especially in a remote world where silence is easy. Questions create visibility.
Questions create clarity.
Questions create connection. 😍
And when it comes to HubSpot itself, Brandy lives in the ecosystem world. She leads a strategic integrations team, which means she thinks about how HubSpot connects to the other systems businesses rely on. She also thinks a lot about the future, especially how artificial intelligence will change how customers interact with business software.
She sees what many teams feel right now: integrations can be tedious, setup takes too many steps, and customers just want to do their jobs without friction. Her lens stays practical. She wants automation that removes tedious work and platforms that help systems “speak to each other” without chaos.
Connect with Brandy Crompton on LinkedIn.
The lesson she wants you to carry forward
Brandy’s leadership message is not complicated. It is human.
She believes in mentors. She believes in taking the coffee chat. She believes community creates confidence, especially when the work moves fast, and the answers are not obvious yet. She even created space for women in product to connect through gatherings like “Ladies Who Lunch,” switching up times so more people could actually show up, whether they needed mornings, afternoons, or something in between.
But the line that hit me the hardest is how she defines success. She pulled it from a quote she remembers from HubSpot’s early days, and it tells you exactly who she is: “success is making those' people' who supported you look brilliant.” That is leadership that does not need the spotlight.
That is leadership that multiplies.
