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Condensed Consolidated Statements of Cash Flows - USD ($)
$ in Millions
 3 Months Ended
Mar. 31, 2021
Mar. 31, 2020
Operating Activities    
Net loss $ (212.4) $ (132.7)
Adjustments to reconcile net loss to net cash used in operating activities:    
Depreciation and amortization 13.5 12.4
Stock-based compensation 167.5 11.1
Change in acquisition related contingent consideration (3.2) 0.7
Bad debt expense 3.0 6.3
Amortization of debt issuance costs 0.3  
Changes in operating assets and liabilities:    
Accounts receivable (2.0) (8.1)
Compass Concierge receivables (0.7) (60.8)
Other current assets (10.7) 3.8
Other non-current assets (7.4) (4.2)
Operating lease right-of-use assets and operating lease liabilities 1.1 11.8
Accounts payable (3.9) (5.4)
Commissions payable (7.9) 1.5
Accrued expenses and other liabilities 15.5 (4.1)
Net cash used in operating activities (47.3) (167.7)
Investing Activities    
Proceeds from sales and maturities of marketable securities 0.0 17.3
Capital expenditures (10.0) (9.3)
Payments for acquisitions, net of cash acquired (59.2) (0.3)
Net cash (used in) provided by investing activities (69.2) 7.7
Financing Activities    
Proceeds from issuance of convertible preferred stock, net of issuance costs 0.0 1.0
Proceeds from exercise and early exercise of stock options 14.4 0.2
Proceeds from drawdowns on Concierge credit facility 6.3  
Repayments of drawdowns on Concierge credit facility (4.5)  
Payments of contingent consideration related to acquisitions (6.3)  
Payments of debt issuance costs for the Revolving Credit and Guaranty Agreement (1.4)  
Payments of deferred offering costs (2.5)  
Net cash provided by financing activities 6.0 1.2
Net decrease in cash and cash equivalents (110.5) (158.8)
Cash and cash equivalents at beginning of period 440.1 491.7
Cash and cash equivalents at end of period 329.6 $ 332.9
Supplemental disclosures of cash flow information:    
Cash paid for interest 0.1  
Supplemental non-cash information:    
Property and equipment included in accounts payable 1.6  
Accrued consideration related to acquisitions 13.0  
Conversion of Series D convertible preferred stock 67.6  
Accrued deferred offering costs 6.7  
Common Class A [Member]    
Supplemental non-cash information:    
Issuance of common stock for acquisitions $ 4.3