Office Hours is the strategic growth podcast for early-stage tech entrepreneurs. Hosted by Grace Van Hollebeke, the only female host actively leading Series A B2B SaaS marketing, each episode shares proven frameworks adapted for startups from $0 to $5M ARR. Get real-time insights, early-stage strategies, and lessons from the front lines of startup growth. New episodes every Wednesday.
30 Days Post-Exit: 3 Things I Wish I Did Differently
In this episode, I get brutally honest about the three fundamental mistakes I made while building Lucia over three years. Mistakes I only realized after working at Tern following my exit.
From being terrified to build community (despite running a network-based business) to treating AI like a fancy typewriter, I unpack the costly lessons that could have saved me years of struggle. I share how Tern's Facebook group generated 3,000 webinar signups in one week. Something that would have taken me weeks to pull off at my previous company.
I reveal why wearing "all the hats" as a founder was actually expensive procrastination, how AI identified conversion issues in 30 seconds that took weeks to find previously, and why marketing should never be the thing that waits in your business.
Key moments include:
Why I was scared to build community at a network-based company
How a Facebook group outperformed months of my traditional marketing
The exact psychological friction point AI identified on our landing page
Why "doing everything" became a badge of honor that held me back
The intoxicating focus that comes from going deep instead of wide
My challenge: Pick one of these three areas (community, AI, or deep focus) and implement it this week. Then email me what happened. I'm betting you'll have your own "holy $$$$" moment.
Perfect for founders who want to learn from expensive mistakes before making them themselves.
Connect with me on Instagram (https://www.instagram.com/gracevanholl/) or LinkedIn (https://www.linkedin.com/in/gracevanholl/) for more real-time insights from my journey at a Series A startup.
Follow Along:
Grace Van Hollebeke (https://www.linkedin.com/in/gracevanholl/)
Tern's updates and community insights (https://www.tern.travel/flightpath)
27 Jun 2025
Want Press? Travel Weekly’s Jamie Biesiada Tells You How to Get It
Travel Weekly's Jamie Biesiada informs Grace about securing press coverage for travel businesses, revealing how to craft newsworthy pitches and build effective media relationships in this interview.
11 Jun 2025
Lucia is Acquired by Tern: The Behind-the-Scenes Story
CEO David Shull speaks with Grace Van Hollebeke about Tern's acquisition of Lucia, emphasizing the importance of aligning technology with high-quality services to empower travel advisors in this interview.
Who has been a guest on Office Hours
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Jamie Biesiada
Grace Van Hollebeke
Grace McGlynn
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