Squarespace Investor Day Presentation Deck

INVESTOR DAY GAAP VS. NON-GAAP RECONCILIATION (IN THOUSANDS) Net Income/(Loss) Add-back: Interest Add-back: Provision for Income Taxes Add-back: Amortization and Depreciation Add-back: Stock-Based Compensation Add-back: Other Income Add-back: Special Bonus Add-back: Direct Listing Costs Adjusted EBITDA Margin Cash from Operating Activities Capex Free cash flow Cash net of interest Unlevered free cash flow Margin SQUARESPACE Q1 2018 $1,740 73 288 2,687 1,236 523 0 0 $6,547 7% $44,617 -8,352 36.265 60 $36,325 40% Q2 2018 Q3 2018 $21,371 55 6,708 2,853 1,429 (1,310) 0 0 $31,106 32% $16,272 -5,078 11,193 47 $11,240 12% $18,451 33 5.502 3,222 2,404 (352) 0 0 $29,260 29% $30,716 -8,489 22,227 30 $22,257 22% Q4 2018 $1,561 12 1.594 3,969 1,949 (1,493) 0 0 $7,592 7% $20,313 -7,244 13,070 13 $13,083 12% Q1 2019 $5,153 1 1,668 3,665 2,510 (1,294) 0 0 $11,703 11% $45,101 -2,218 42,883 2 $42,886 39% Q2 2019 $21,310 118 7,107 4,387 4,243 (47) 0 0 $37,118 32% $30,098 -528 29,570 0 $29,570 25% Q3 2019 $18,406 157 6,919 4,701 5,212 (4,931) 0 0 $30,464 24% $33,065 -4,241 28,824 0 $28,824 23% All quarterly data unaudited. Amounts may not sum due to rounding. Q4 2019 $13,283 804 (9,771) 5,556 6,010 2,457 0 0 $18,339 14% ($5,931) -1,230 -7,162 453 -$6,709 -5% Q1 2020 ($10,132) 3,130 (4,142) 5,637 7,902 (1,205) 0 0 $1,190 1% $52,469 -1.274 51,195 2,169 $53,364 39% Q2 2020 $18,539 2,456 4,372 5,551 7,268 1,319 0 0 $39,505 26% $46,445 -944 45,501 1,769 $47,270 32% Q3 2020 $17,924 2,460 3.917 5,171 7,653 3,488 0 0 $40,613 25% $44,853 -1,420 43,433 1,761 $45,194 28% Q4 2020 $4,257 1,997 (12,236) 5,344 8,431 4,076 23,489 $35,358 21% $6,263 -1,074 5,189 1,422 $6,611 4% Q1 2021 ($1,146) 3,260 (5,782) 8,506 9,852 (3,593) 0 0 $11,097 6% $50,131 -657 49,474 2,308 $51,782 29% Q2 2021 ($234,532) 2,827 (10,413) 7,726 250,513 1,201 0 25,318 $42,640 22% $8,692 -1,758 6,934 3,320 $10,254 5% Q3 2021 $2,839 2,491 3,756 7,674 23,734 (2,101) 0 0 $38,393 19% $49,344 -4,329 45,015 2,236 $47,251 24% 2018 $43,123 173 14,092 12,732 7,019 (2,633) 0 0 $74,506 19% $111,917 (29,163) 82,754 150 $82,904 21% 2019 $58,151 1,080 5.922 18,309 17,975 (3,815) 0 0 $97,623 20% November 2021 $102,334 (8,218) 94,116 455 $94,571 20% 2020 $30,588 ($232,839) 10,043 8,578 (8,089) 21,703 31,254 7,678 23,489 0 $116,666 19% YTD 2021 $150,030 (4,712) 145,318 7,121 $152,439 25% (12,439) 23,906 284,099 (4,493) 0 25,318 $92,130 16% $108,167 (6,744) 101,423 7,864 $109,287 19% 117

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