Evidence from the episode transcript shows Jason proposing the experiment and explicitly saying Aaron Levie would be invited back in two weeks to see what happened if Box put 5% (~$30M) of its treasury into Bitcoin.(podscripts.co)

Reviewing the All-In episode list and transcripts around that window:

• The next regular episode after Dec 20, 2024 is “2025 Predictions with bestie Gavin Baker,” released Jan 3–4, 2025, which features only Gavin Baker as a guest; Aaron Levie is not listed as a speaker and does not appear in the transcript.(allin.onpodcastai.com)
• Aggregated episode indexes (Shortform, Metacast, Libsyn) show no other All-In episodes between Dec 20, 2024 and early January 2025 that include Aaron Levie.(shortform.com)
• Aaron Levie’s next appearance on All-In is “Trump's First 100 Days, Tariffs Impact Trade, AI Agents, Amazon Backs Down,” released May 2–3, 2025—more than four months later—and the episode description focuses on Trump’s first 100 days, tariffs, Amazon, and AI agents, not on Box allocating treasury funds to Bitcoin or reviewing such an experiment.(allin.onpodcastai.com)
• Public information about Box, Inc. (its Wikipedia entry and filings) contains no indication that Box adopted a Bitcoin treasury strategy in late 2024 or early 2025, which you’d expect if they had actually executed a $30M Bitcoin purchase of the type discussed on the show.(en.wikipedia.org)

Because (1) no All-In episode with Aaron Levie aired within approximately two weeks of Dec 20, 2024, and (2) his eventual return months later did not center on a Box-Bitcoin treasury experiment, Jason’s prediction that Aaron would be invited back within two weeks to discuss the impact of putting 5% of Box’s treasury into Bitcoin did not come true.