Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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 June 30, 2023 Delaware (State or other jurisdiction of incorporation or organization) OR 15455 Dallas Parkway, Suite 550 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Addison, Texas 75001 For the transition period from ________ to ______ ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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, 2023 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: 001-37509 Delaware (State or other jurisdiction of incorporation or organization) 15455 Dallas P ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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, 2022. ☐ Transition Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 for the transition period from Commission File Number: 001-37509 DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdictio ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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 September 30, 2022 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: 001-37509 DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (Stat ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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 June 30, 2022 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: 001-37509 DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from ________ to _________ DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorporati ...

Operations and Fleet - The Company operates a fleet of over 4,500 tractors and 11,000 flatbed and specialized trailers, providing services across the United States, Canada, and Mexico[14]. - The Company drove 405.5 million miles in 2021, with approximately 44% of revenue derived from company-owned equipment and 56% from asset-light services[16]. - The Company operated 2,623 company-owned tractors and 11,266 trailers as of December 31, 2021, with 2,074 tractors contracted from independent operators[25]. - Approximately 44% of the Company's freight revenue was carried by independent contractor owner-operators in 2021[88]. - The Company employed 4,006 individuals, including 2,454 company drivers, as of December 31, 2021[27]. Revenue and Customer Base - In 2021, the Flatbed Solutions segment generated approximately 44% of total segment revenue, while the Specialized Solutions segment accounted for about 56%[15]. - As of December 31, 2021, the Company had approximately 5,300 customers, with the top ten customers accounting for about 27% of total revenue in 2021[24]. - The Company's top ten customers accounted for approximately 27% of its revenue in 2021, down from 31% in 2020[83]. - No single customer represented 10% or more of the Company's revenue in 2021, while one customer accounted for approximately 10% in 2020[83]. Regulatory Compliance and Safety - The Company is subject to various federal, state, and local regulations, including safety and fitness regulations imposed by the DOT and FMCSA, which could impact operations and compliance costs[40]. - The FMCSA's CSA program evaluates and ranks fleets and drivers based on safety-related standards, affecting driver recruitment and retention, and potentially leading to increased operational costs[43]. - The Company currently holds a "satisfactory" FMCSA safety rating for 100% of its fleet, but changes in safety rating methodologies could adversely affect its operations and customer contracts[46]. - The Company has a safety program that includes mandatory drug testing and the use of critical-event recorders in tractors to enhance driver training and safety[33]. - The implementation of Electronic Logging Devices (ELDs) is mandatory for the Company and all carriers by December 16, 2019, impacting compliance with hours-of-service requirements[48]. Financial Performance and Risks - The Company is exposed to significant economic risks, including downturns in customer business cycles and recessionary economic cycles, which may lead to low overall freight levels[61]. - Cost increases outside of the Company's control, such as fuel prices and driver wages, could materially reduce profitability if rates cannot be increased sufficiently[62]. - The Company has incurred $18.2 million in costs related to organizational improvement plans initiated in the second half of 2019[106]. - The Company has not used derivatives to hedge against higher fuel costs, which may lead to significant adverse effects on profitability[77]. - As of December 31, 2021, the Company had $594.5 million of outstanding indebtedness, which may affect its ability to generate sufficient cash to service all of its debt obligations[111]. Environmental Compliance - Environmental compliance costs have historically not materially affected the Company's operations, but future compliance could lead to significant liabilities and operational impacts[49]. - The Company is involved in the EPA's SmartWay Transport Partnership, promoting energy efficiency, but may face increased costs due to new fuel efficiency and emissions standards[52]. - The Company must comply with various state-specific emission control regulations, which could increase equipment costs and operational expenses[53]. - The Company is subject to Phase 2 standards for fuel efficiency and greenhouse gas emissions, which could increase costs for acquiring new tractors and retrofitting existing ones[52]. - The Company has implemented programs to monitor and address environmental risks, but future compliance may lead to material adverse effects on its business[49]. Operational Challenges - The Company’s operations are subject to seasonal patterns, with productivity decreasing during winter due to inclement weather and increased operating expenses[39]. - The COVID-19 pandemic has negatively impacted the Company's operations and financial performance, leading to reduced revenue and potential liquidity challenges[69]. - The Company may experience disruptions in operations due to health epidemics, strikes, or other external events, which could impair efficiency and productivity[63]. - Driver shortages in the industry could lead to increased costs for the Company to attract and retain drivers[95]. - The Company faces competitive pressures, including competitors reducing freight rates to gain business, which may limit the ability to maintain or increase rates[67]. Management and Governance - The Company has experienced significant changes in its management team, including a new CEO in 2021, which may affect its ability to retain key personnel[97]. - As of December 31, 2021, Mr. Daseke and his affiliates owned approximately 29% of the Company's common stock, allowing them to significantly influence corporate decisions[142]. - The Company previously identified a material weakness in its internal control over financial reporting, which may lead to future misstatements of financial statements[139]. - The Company has identified material weaknesses in internal controls over financial reporting in the past, which have been remediated but may recur in the future[141]. Capital Expenditures and Investments - The Company has significant ongoing capital expenditure requirements, and failure to obtain necessary capital could adversely affect its business and growth initiatives[119]. - The Company may be forced to reduce or delay investments and capital expenditures if cash flows and capital resources are insufficient to fund debt service obligations[112]. - The Company has incurred costs related to potential acquisitions and investments, which may not yield the expected benefits[107]. - The Company may face challenges in successfully completing divestitures, which could disrupt its business and financial results[109]. Cybersecurity and Operational Risks - Cybersecurity threats pose a risk to the Company's operations, with past incidents highlighting vulnerabilities in its systems[102]. - The Company relies on third-party capacity providers for its brokerage business, which exposes it to risks such as equipment shortages and service interruptions[93]. - The Company may face significant border delays if it loses its C-TPAT status, impacting operational efficiency in Canada[87].

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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 September 30, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from ________ to _________ DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorpo ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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 June 30, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from ________ to _________ DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorporatio ...

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 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, 2021 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from ________ to _________ DASEKE, INC. (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorpora ...