½ INSDIDATO N A U P A K A K O H A L A C O A S T , H A W A I I COMPANY UPDATE August 2024 Disclaimer Forward-Looking Statements This presentation contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, as amended (the "Securities Act") and Section 21E of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), which statements involve substantial risks and uncertainties. Our forward-looking statements include, but are not limited to, statements regard ...

DENVER, Aug. 13, 2024 (GLOBE NEWSWIRE) -- Inspirato Incorporated ("Inspirato" or the "Company") (NASDAQ: ISPO), the innovative luxury travel club, today announced its 2024 second quarter financial and operating results, the closing of its previously announced $10 million Investment Agreement with One Planet Group LLC ("One Planet Group") and is in the process of implementing initiatives expected to reduce costs by approximately $25 million on an annualized basis. Except as otherwise stated, all financial re ...

1/2 INISDIDATO Forward-Looking Statements This presentation contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933, as amended (the "Securities Act") and Section 21E of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), which statements involve substantial risks and uncertainties. Our forward-looking statements include, but are not limited to, statements regarding our and our management team's hopes, beliefs, intentions or strategies regarding ...

Financial Data and Key Metrics - Q1 total revenue was $80 million, a 12% decrease year-over-year, largely in line with internal expectations [42] - Subscription revenue decreased 23% year-over-year, driven by a decrease in Pass and Club subscriptions [42] - Travel revenue decreased 10% year-over-year, primarily due to fewer members, not travel behavior [43] - Adjusted EBITDA improved to a gain of $4.1 million, compared to a loss of $3.1 million in Q1 2023, marking the first profitable quarter in over three years [37][47] - Gross margin expanded to 40% in Q1, up from 35% in Q1 2023, driven by lease expense savings and portfolio optimization [46] - Cash burn improved to $9 million in Q1, down from over $20 million in Q1 2023 [24] Business Line Performance - Pass nights represented 30% of total nights delivered, down from 40% in previous quarters, reflecting a shift toward a more sustainable and profitable travel mix [15] - Flex Trips, introduced in mid-February, accounted for over 800 reservations and 25% of all Pass trips booked, with 80% of Flex Trips being first stays within 60 days [14][73] - Pass subscriptions decreased by approximately 350 year-over-year, but Pass nights delivered per member and reservations per member remained steady, indicating improved profitability [39] - Club subscriptions decreased by 11% year-over-year, with a focus on selling longer-term contracts to improve retention [19] Market and Occupancy Data - Total residence occupancy improved to 80% in Q1, up from 77% a year ago, with ADR down nearly 10% [45] - Leased hotel room occupancy improved to 73%, compared to 71% a year ago, with flat ADRs [45] - Paid nights delivered as a percentage of total nights delivered reached 63%, the highest level since Q1 2022 [43] Strategic Direction and Industry Competition - The company is focusing on operational efficiency, cost structure improvements, and portfolio optimization to drive sustainable, profitable growth [13][40] - Efforts to reengage members and refine product offerings, such as Flex Trips and Inspirato rewards, are aimed at increasing travel revenue per member and improving retention [16][43] - The company is deemphasizing short-term memberships and focusing on multiyear relationships for both new and existing members to solidify its core customer base [57] - Partnerships, such as with Capital One, are expected to drive mid-to-long-term growth, with technical integration on track for the back half of 2024 [61][76] Management Commentary on Operating Environment and Future Outlook - Management reaffirmed 2024 guidance, with total revenue expected between $275 million and $305 million, adjusted EBITDA between a gain of $5 million and a loss of $15 million, and cash operating expenses between $115 million and $125 million [18] - The company expects stronger free cash flow performance in Q2, with lower cash burn despite lower revenue and EBITDA compared to Q1 [24] - Management highlighted the importance of seasonality in revenue, adjusted EBITDA, and free cash flow, with Q1 being a strong quarter due to travel delivery [48] - The company is exploring financing options to bolster liquidity, with $33 million in cash at the end of Q1, down from $42 million at year-end 2023 [49] Other Important Information - The company achieved $50 million in OpEx efficiencies over the past several quarters, which will help position it for profitable growth in 2024 and beyond [31] - Inspirato-only experiences, such as safaris and golf excursions, continue to be popular, with nearly all 2025 trips selling out within days [44] - The company is focused on improving member engagement and nights per member, with 50% of members already having some status in the rewards program launched last fall [70] Q&A Session Summary Question: What is the upper bound on residence occupancy rates? - Management believes there is room for a few more percentage points of improvement, balancing availability for members with optimization of occupancy rates [26][51] Question: How has the introduction of Flex Trips altered the economics of Pass? - Flex Trips have improved the profitability of Pass by catering to last-minute travelers and reducing excess inventory, with 25% of Pass trips booked being Flex Trips [29][73] Question: When can we expect subscriber churn to plateau and growth to return? - Management expects churn to stabilize as the company focuses on operational efficiency and long-term member retention, with growth expected to return in 2025 [31][76] Question: What are the top priorities for the rest of the year? - Priorities include improving occupancy levels, driving member engagement, and achieving breakeven for the year, while exploring financing options to strengthen the balance sheet [66][85] Question: What measures are being taken to drive better bookings? - Measures include lowering ADRs, leveraging the semi-annual sale, and enhancing the rewards program to encourage more frequent travel [88][89]

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-Q (Mark One) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-39791 INSPIRATO INCORPORATED Not applicable (Exact Name of Registrant as Specified in its Charter) (Former name ...

Financial Performance - Net income for Q1 2024 was $2.2 million, a significant improvement from a net loss of $5.9 million in Q1 2023[3] - Adjusted EBITDA for Q1 2024 was $4.1 million, compared to an adjusted EBITDA loss of $3.1 million in Q1 2023, marking a $7.2 million favorable swing[3] - Total revenue for Q1 2024 was $80.2 million, representing a 12% year-over-year decrease but a 13% increase compared to Q4 2023[3] - Adjusted EBITDA for Q1 2024 was $4,073 million, with an Adjusted EBITDA margin of 5.1%, compared to an Adjusted EBITDA of $(3,149) million in Q1 2023[33][34] - Free cash flow for the first quarter of 2024 was $(8,704) million, an improvement from $(20,796) million in Q1 2023[35] - The company reported a net cash used in operating activities of $(7,202) million for Q1 2024, compared to $(17,587) million in Q1 2023, indicating improved cash flow management[31] Operational Metrics - Gross margin expanded to 40% in Q1 2024 from 35% in Q1 2023, driven by a 19% year-over-year improvement in the cost of revenue[3] - Residence occupancy improved to 80% in Q1 2024, up from 77% in Q1 2023, aided by a 9% reduction in average daily rates (ADRs) to $1,965[3] - Total Active Subscriptions reached approximately 13,000 as of March 31, 2024, including about 10,900 Inspirato Club subscriptions and 2,100 Inspirato Pass subscriptions[3] Guidance and Future Outlook - The company reaffirms its 2024 guidance for total revenue between $275 million and $305 million, and adjusted EBITDA between a gain of $5 million and a loss of $15 million[5] - Management expressed confidence in achieving long-term growth and profitability goals, citing recent improvements in operational efficiency and occupancy rates[4] - The company aims to improve its free cash flow profile and liquidity through operational initiatives and potential financing options[5] Cash and Assets - Cash at the end of Q1 2024 was $33 million, down from $42 million at year-end 2023[5] - Total assets decreased from $330,727 million as of December 31, 2023, to $313,044 million as of March 31, 2024, representing a decline of approximately 5.4%[29] - Cash and cash equivalents decreased from $36,566 million at the end of 2023 to $22,626 million at the end of Q1 2024, a decline of approximately 38.2%[29] - Total current liabilities decreased from $245,194 million as of December 31, 2023, to $227,613 million as of March 31, 2024, a reduction of approximately 7.1%[29] - Deferred revenue decreased from $160,493 million as of December 31, 2023, to $142,821 million as of March 31, 2024, a decrease of approximately 11%[29] Upcoming Events - The company plans to discuss its 2024 first quarter operating and financial results in a conference call scheduled for May 8, 2024[37] Strategic Focus - Inspirato continues to focus on expanding its luxury travel subscription services and enhancing its portfolio of curated vacation options[38]

DENVER, May 07, 2024 (GLOBE NEWSWIRE) -- Inspirato Incorporated ("Inspirato" or the "Company") (NASDAQ:ISPO), the innovative luxury travel club, today announced its 2024 first quarter financial and operating results. Except as otherwise stated, all financial results discussed below are presented in accordance with generally accepted accounting principles in the United States of America, or GAAP. As supplemental information, we have provided certain additional non-GAAP financial measures in this press releas ...

DENVER, April 25, 2024 (GLOBE NEWSWIRE) -- Inspirato Incorporated (NASDAQ:ISPO) (the "Company"), the innovative luxury travel subscription brand, today announced plans to release its first quarter 2024 financial and operating results after market close on Tuesday, May 7.   The Company will host a conference call on Wednesday, May 8, to discuss the results. To listen to the audio webcast and Q&A, please visit the Inspirato Investor Relations website at https://investor.inspirato.com or use the webcast link b ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 10-K (Mark One) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Commission File Number: 001-39791 INSPIRATO INCORPORATED (Exact Name of Registrant as Specified in its Charter) Delaware 85-2426959 (State or other jurisdiction of incorporation ...

Exhibit 99.1 Inspirato Announces 2023 Revenue and Adjusted EBITDA within Previously Guided Ranges, Provides 2024 Guidance DENVER, March 5, 2024 (GLOBE NEWSWIRE) – Inspirato Incorporated ("Inspirato" or the "Company") (NASDAQ: ISPO), the innovative luxury travel club, today announced its 2023 fourth quarter and full-year results and provided 2024 guidance aimed at improving its path to profitability. Except as otherwise stated, all financial results discussed below are presented in accordance with generally ...