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Consolidated Statements of Cash Flows - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2020
Operating Activities        
Net loss $ (320.1) $ (601.5) $ (494.1)  
Adjustments to reconcile net loss to net cash used in operating activities:        
Depreciation and amortization 90.0 86.3 64.4  
Stock-based compensation 158.2 234.5 386.3  
Equity in loss of unconsolidated entity 3.3 12.2 1.3  
Change in acquisition related contingent consideration 2.6 (2.2) (4.7)  
Bad debt expense 4.4 7.3 8.9  
Amortization of debt issuance costs 0.7 0.9 1.1  
Changes in operating assets and liabilities:        
Accounts receivable (3.5) 6.5 8.5  
Compass Concierge receivables 18.0 (11.7) 9.4  
Other current assets 21.4 17.6 (40.0)  
Other non-current assets 9.1 9.8 (11.8)  
Operating lease right-of-use assets and operating lease liabilities (1.2) 5.8 2.4  
Accounts payable (9.8) (4.8) (3.3)  
Commissions payable 11.6 (15.9) (0.3)  
Accrued expenses and other liabilities (10.6) (36.5) 43.3  
Net cash used in operating activities (25.9) (291.7) (28.6)   Close
Investing Activities        
Investment in unconsolidated entity (1.2) (15.0) (5.0)  
Capital expenditures (11.2) (70.1) (50.1)  
Payments for acquisitions, net of cash acquired 0.7 (15.0) (137.4)  
Net cash used in investing activities (11.7) (100.1) (192.5)   Close
Financing Activities        
Proceeds from exercise and early exercise of stock options 4.5 9.0 26.9  
Proceeds from issuance of common stock under the Employee Stock Purchase Plan 2.5 2.3 0.0  
Taxes paid related to net share settlement of equity awards (23.5) (23.5) (62.4)  
Proceeds from issuance of common stock in connection with the Strategic Transaction 32.3 0.0 0.0  
Payments related to acquisitions, including contingent consideration (14.6) (17.5) (10.7)  
Proceeds from issuance of common stock upon initial public offering, net of offering costs 0.0 0.0 439.6  
Other (1.5) (0.6) (1.9)  
Net cash (used in) provided by financing activities (157.4) 135.4 399.3   Close
Net (decrease) increase in cash and cash equivalents (195.0) (256.4) 178.2   Close
Cash and cash equivalents at beginning of period 361.9 618.3 440.1  
Cash and cash equivalents at end of period 166.9 361.9 618.3 $ 440.1
Supplemental disclosures of cash flow information:        
Cash paid for interest 9.0 2.3 1.3  
Supplemental non-cash information:        
Issuance of common stock for acquisitions 17.9 3.6 10.1  
Conversion of convertible preferred stock in connection with initial public offering 0.0 0.0 1,419.1  
Concierge credit facility        
Financing Activities        
Proceeds from drawdowns on credit facility 55.4 59.0 39.5  
Repayments of drawdowns on credit facility (62.5) (43.3) (31.7)  
Revolving credit facility        
Financing Activities        
Proceeds from drawdowns on credit facility 75.0 150.0 0.0  
Repayments of drawdowns on credit facility (225.0) 0.0 0.0  
Series D        
Supplemental non-cash information:        
Conversion of Series D convertible preferred stock $ 0.0 $ 0.0 $ 67.6 $ 40.0