Squarespace Investor Day Presentation Deck

INVESTOR DAY COMMERCE GROWTH GMV (B) Commerce Rev. (M) SQUARESPACE 75% Commerce Revenue 2-Yr CAGR 69% GMV 2-Yr CAGR $1.4B $47M 2018 $2.0B $81M 2019 $3.9B $143M 2020 67% Commerce Rev. YoY 53% GMV YOY $2.6B $99M 9M 20 $4.0B $165M 9M 21 FY 2018 and all quarterly information is unaudited. See the Appendix for definitions. 75% Commerce Revenue 2-Yr CAGR 69% GMV 2-Yr CAGR ~10 year Commerce investment As GMV continues to increase, payments offering decision is expected in 2021 Scheduling revenue grew ~60% y/y in Q3 2021 and GMV grew ~80% November 2021 15

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