Prepared for Dropbox
Tony Lee × Dropbox
A working view of how brand and performance media could be planned together. Based on the role description, with questions I’d want to explore with the team.

01 · What I’d want to understand
Start with the decisions the team needs to make.
- Brand and performance. How are they planned today, and where do their goals or measurement disagree?
- The media portfolio. Which channels are earning more investment, and where is the evidence less clear?
- Business outcomes. How does media contribute across self-serve signups, product-led growth and sales-assisted pipeline?
- AI in the workflow. Which recurring tasks are suitable for automation, and what would need human review?
- Measurement. What can the existing data, experiments and Marketing Data Science team already tell us?
02 · A first-ninety-days outline
Learn enough to make the first changes count.
This sequence would depend on the team’s priorities, existing commitments and available data.
-
Days 1–30
Understand the current plan
- Bring spend, objectives and measurement into one view.
- Meet the channel leads, agency partners and Marketing Data Science team.
- Identify the decisions that are currently hardest to make.
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Days 31–60
Agree on the next decisions
- Establish how evidence will inform investment changes.
- Bring my 70/20/10 allocation approach into the discussion, including how it fits existing commitments.
- Scope a measurement test and a small automation pilot with clear checks.
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Days 61–90
Act on what is ready
- Make changes supported by the evidence available.
- Start or review the first test according to its required timeline.
- Share the reasoning with the team, and clarify ownership of what happens next.
03 · One experiment to consider
What does upper-funnel media contribute?
A matched-market holdout could help estimate the contribution of video or social activity. The first step would be agreeing on the outcome, selecting a defensible comparison and allowing enough time for the effect to appear.
Self-serve signups and sales-assisted pipeline may need different observation windows. I’d want to understand those before proposing a duration or promising a result.
04 · Automation and responsibility
Give automation a bounded job.
Pacing checks, reporting drafts and anomaly flags are candidates to evaluate. For each, I’d want to know the inputs, the cost of a wrong answer, how the output is checked and who makes the final call.
Building this site with AI shows my willingness to work directly with the tools. A production media workflow would need its own evidence of reliability.
05 · Relevant experience
Where my experience connects.
| Area | Evidence |
|---|---|
| Media and growth | 13+ years across in-house and agency work, including Shopify, Yamibuy and Starz. |
| Brand and performance | Experience across entertainment launches and e-commerce acquisition. |
| Acquisition and measurement | Yamibuy acquisition results: CAC 15% below baseline, with volume up 25% year over year. |
| Conversion decisions | The Shopify interactive experience that achieved the highest session-to-lead conversion rate on record. |
| Building an operation | First U.S. employee; a book of twelve accounts in eighteen months. |
| People | Recommendations from former direct reports describing their development and experience working with me. |
| Building with AI | This interactive site: a concrete building example, with its limits made explicit. |
Contact
Worth a conversation?
I’d like to hear which of these questions matters most to the team, and where this first view misses something.