Daseke, Inc. Consolidating North America s Open Deck Transportation & Logistics Market Investor Presentation May 2017

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Daseke, Inc. Consolidating North America s Open Deck Transportation & Logistics Market Investor Presentation May 2017

Important Disclaimers Forward-Looking Statements This presentation includes forward-looking statements within the meaning of the safe harbor provisions of the United States Private Securities Litigation Reform Act of 1995. Forward-looking statements may be identified by the use of words such as "forecast," "intend," "seek," "target," anticipate, believe, expect, estimate, plan, outlook, and project and other similar expressions that predict or indicate future events or trends or that are not statements of historical matters. Projected financial information are forward-looking statements. Forward-looking statements, including those with respect to revenues, earnings, performance, strategies, prospects and other aspects of the business of Daseke, are based on current expectations that are subject to risks and uncertainties. A number of factors could cause actual results or outcomes to differ materially from those indicated by such forward-looking statements. These factors include, but are not limited to, general economic risks (such as downturns in customers business cycles and disruptions in capital and credit markets), driver shortages and increases in driver compensation or owner-operator contracted rates, loss of senior management or key operating personnel, Daseke s ability to recognize the anticipated benefits of recent acquisitions, Daseke s ability to identify and execute future acquisitions successfully, seasonality and the impact of weather and other catastrophic events, fluctuations in the price or availability of diesel fuel, increased prices for, or decreases in the availability of, new revenue equipment and decreases in the value of used revenue equipment, Daseke s ability to generate sufficient cash to service all of its indebtedness, restrictions in Daseke s existing and future debt agreements, increases in interest rates, the impact of governmental regulations and other governmental actions related to Daseke and its operations, litigation and governmental proceedings, and insurance and claims expenses. For additional information regarding known material factors that could cause actual results to differ from those expressed in forward-looking statements, please see Daseke s filings with the Securities and Exchange Commission, available at www.sec.gov, including Hennessy Capital Acquisition Corp. II s definitive proxy statement dated February 6, 2017, particularly the section Risk Factors Risk Factors Relating to Daseke s Business and Industry, and Daseke s Current Report on Form 8-K/A, filed with the SEC on March 16, 2017 and amended May 4, 2017. You are cautioned not to place undue reliance upon any forward-looking statements, which speak only as of the date made. Daseke undertakes no commitment to update or revise the forward-looking statements, whether as a result of new information, future events or otherwise. Non-GAAP Financial Measures This presentation includes non-gaap financial measures, including Adjusted EBITDA, Adjusted EBITDAR and free cash flow. Daseke defines Adjusted EBITDA as net income (loss) plus (i) depreciation and amortization, (ii) interest expense, including other fees and charges associated with indebtedness, net of interest income, (iii) income taxes, (iv) acquisition-related transaction expenses (including due diligence costs, legal, accounting and other advisory fees and costs, retention and severance payments and financing fees and expenses), (v) non-cash impairments, (vi) losses (gains) on sales of defective revenue equipment out of the normal replacement cycle, (vii) impairments related to defective revenue equipment sold out of the normal replacement cycle, (viii) withdrawn initial public offering-related expenses, and (ix) expenses related to the business combination that was consummated in February 2017 and related transactions. Adjusted EBITDAR is defined as Adjusted EBITDA plus tractor operating lease charges. You can find the reconciliation of these measures to net income (loss), the nearest comparable GAAP measure, elsewhere in the appendix of this presentation. We have not reconciled non-gaap forward-looking measures to their corresponding GAAP measures because certain items that impact these measures are unavailable or cannot be reasonably predicted without unreasonable efforts. Daseke s board of directors and executive management team use Adjusted EBITDA and Adjusted EBITDAR as key measures of its performance and for business planning. Adjusted EBITDA and Adjusted EBITDAR assist them in comparing Daseke s operating performance over various reporting periods on a consistent basis because they remove from Daseke s operating results the impact of items that, in their opinion, do not reflect Daseke s core operating performance. Adjusted EBITDA and Adjusted EBITDAR also allows Daseke to more effectively evaluate its operating performance by allowing it to compare the results of operations against its peers without regard to its or its peers financing method or capital structure. Adjusted EBITDAR is used to view operating results before lease charges as these charges can vary widely among trucking companies due to differences in the way that trucking companies finance their fleet acquisitions. Daseke s management does not consider these non-gaap measures in isolation or as an alternative to financial measures determined in accordance with GAAP and instead relies primarily on Daseke s GAAP results and uses non-gaap measures supplementally. Daseke believes its presentation of Adjusted EBITDA and Adjusted EBITDAR is useful because they provide investors and industry analysts the same information that Daseke uses internally for purposes of assessing its core operating performance. However, Adjusted EBITDA and Adjusted EBITDAR are not substitutes for, or more meaningful than, net income (loss), cash flows from operating activities, operating income or any other measure prescribed by GAAP, and there are limitations to using non-gaap measures such as Adjusted EBITDA and Adjusted EBITDAR. Certain items excluded from Adjusted EBITDA and Adjusted EBITDAR are significant components in understanding and assessing a company s financial performance, such as a company s cost of capital, tax structure and the historic costs of depreciable assets. Adjusted EBITDA and Adjusted EBITDAR should not be considered measures of the income generated by Daseke s business or discretionary cash available to it to invest in the growth of its business. Other companies in Daseke s industry may define these non-gaap measures differently than Daseke does, and as a result, it may be difficult to use these non-gaap measures to compare the performance of those companies to Daseke s performance. Daseke defines free cash flow as Adjusted EBITDA less net capital expenditures (capital expenditures less proceeds from equipment sales). Its board of directors and executive management team use free cash flow to assess its performance and ability to fund operations and make additional investments. Free cash flow represents the cash that its business generates from operations, before taking into account cash movements that are non-operational. Daseke believes its presentation of free cash flow is useful because it is one of several indicators of its ability to service debt, make investments and/or return capital to its stockholders. Daseke also believes that free cash flow is one of several benchmarks used by investors and industry analysts for comparison of performance in its industry, although its measure of free cash flow may not be directly comparable to similar measures reported by other companies. Furthermore, free cash flow is not a substitute for, or more meaningful than, net income (loss), cash flows from operating activities, operating income or any other measure prescribed by GAAP, and there are limitations to using non-gaap measures such as free cash flow. Accordingly, free cash flow should not be considered a measure of the income generated by its business or discretionary cash available to it to invest in the growth of its business. Daseke s management compensates for these limitations by relying primarily on the Daseke s GAAP results and using free cash flow supplementally. Industry and Market Data This presentation includes market data and other statistical information from third party sources, including independent industry publications, government publications and other published independent sources. Although Daseke believes these third party sources are reliable as of their respective dates, Daseke has not independently verified the accuracy or completeness of this information. 1

Presenters Don Daseke President, CEO, and Chairman Greg Hirsch Vice President John Michell Director of Finance 2

Consolidating North America s Open Deck Transportation & Logistics Market 3

Daseke Executing our Consolidation Strategy Pro Forma Revenue Growth ($ in millions) $770 Pro Forma Adjusted EBITDA Growth ($ in millions) $101 $30 $6 2009 (First Year of Operations) Pro Forma 2016 (1) (1)(2) 4 2009 (First Year of Operations) (1) Calculated by adding Daseke s 2016 figures with the 2 recently acquired companies 2016 figures (based on such companies internally prepared financial statements). Does not give effect to synergies. (2) Net loss of $8.7 million plus: depreciation and amortization of $75.2 million, interest of $24.3 million, provision for income taxes of $ 0.2 million, acquisition-related transaction expenses of $0.6 million, impairment of $2.0 million, withdrawn initial public offering-related expenses of $3.0 million, net losses on sales of defective revenue equipment out of the normal replacement cycle of $0.7 million, impairments related to defective revenue equipment sold out of the normal replacement cycle of $0.2 million and expenses related to the business combination and related transactions of $3.5 million results in Adjusted EBITDA of $101 million. Pro Forma 2016

What is Open Deck Flatbed Step Deck Over Dimensional Super Heavy Haul High Value Customized RGN 5

What is Not Open Deck Traditional Dry Van Refrigerated Truck 6

Investment Highlights Significant Opportunity Highly Fragmented $133 Billion Market (1) Massive Opportunity Scale Offers Significant Advantage Improving Industry Environment Proven Track Record Exceptional Growth Executing our Consolidation Strategy On Track for 2017 Target (1) Source: FTR, 2016. 7

Highly Fragmented $133 Billion Market Daseke is the Largest Owner and a Leading Consolidator of North America s Open Deck Transportation & Logistics Market U.S. Open Deck Freight Market (1) Open Deck Primarily Served by Sub-Scale Companies (1) <1% Daseke has over 3,500 tractors (2) and 7,300 open deck trailers 100-999 Tractors 357 companies 0.7% 1,000+ Tractors 29 companies <0.1% $133 Billion Market <100 Tractors 51,506 companies 99.2% (1) Source: FTR, 2016. (2) Tractor count includes owner operators. 8

Scale Matters Advantages of Scale Customer Demands Operations National customers want to work with national carriers (vendor consolidation) Large insurance liability coverage (unavailable to smaller carriers) Customer Demands Operations More attractive acquirer Greater capacity and higher service levels Stronger purchasing power Highly diverse equipment Customers expect carriers to have sophisticated technology systems National sales presence Regulatory Compliance Regulatory Compliance Capital Requirements Capital Requirements Daseke already has strong compliance practices; challenging for those who do not Small carriers are challenged by personal guarantees and heavy customer concentrations Better prepared with capital, people, and processes to deal with increasing safety and environmental regulations More favorable terms for capital Access to public markets 9

Improving Industry Environment Favorable Industry Tailwinds Spot Rate Grades as of Q1 2017 (1) Favorable supply / demand dynamics: Load-to-Truck Ratio up significantly both YoY and YTD Sequential uptick in Flatbed Spot Rates throughout 2017 after nearly 24 months of declining rates 3 6 month lag between increase in Flatbed Spot Rates and a corresponding movement in Flatbed Contract Rates Momentum coming out of Q1 2017 into Q2 2017 and back half of 2017 Van Flatbed Refrigerated C+ A- D Flatbed Load-to-Truck Ratio (1) Flatbed Spot Rate YoY Growth as of April 2017 (1) 46 36 43.7 2016 2017 8.9% Growth 26 21.6 20.2 16 6 Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec (1) Source: DAT. Note: Flatbed Load-to-Truck Ratio represents the number of loads posted for every truck posted on DAT Load Boards. 10

Revenue by Segment One of the fastest-growing U.S. trucking companies (1), having acquired and integrated 11 companies Daseke is a leading consolidator of North America s open deck transportation & logistics market (Q1 2017) Flatbed 50% 50% Specialized Largest owner of open deck equipment in North America Over 3,500 tractors (2) and 7,300 open deck trailers Offers services across the U.S., Canada, and Mexico Asset Right Operating Model (Q1 2017) Asset-Based Company Equipment 66% 34% Asset-Light Brokerage Owner Operator $100 million liability insurance coverage (1) Of the largest 50 U.S. trucking companies in 2015, according to Journal of Commerce, April 2016. (2) Tractor count includes owner operators. 11

Daseke s Well-Diversified End-Markets Revenue Mix by End-Market (Q1 2017) 4% 2% 9% 24% Metals Building Materials 10% Other 16% 19% Heavy Equipment & Energy Lumber Aircraft Parts Concrete Products PVC Products 16% 12

Blue Chip Industrial Customer Base Revenue by Customer Top Customers (FY 2016) 64% 36% Top 10 customers No single customer accounted for greater than 8% of total revenues Approximately 95% direct customer relationships (1) Top 10 customer relationships average over 20 years (1) As of 2015. 13

Daseke Acquired & Integrated 11 Companies Pro Forma Revenue Growth ($ in millions) $770 Pro Forma Adjusted EBITDA Growth ($ in millions) $101 $30 $6 2009 (First Year of Operations) Pro Forma 2016 2009 (First Year of Operations) Pro Forma 2016 (1) (1) YTD Acquisitions Smokey Point E.W. Wylie J.Grady Randolph Central Oregon Boyd Bros. & WTI Lone Star Bulldog Hornady The Schilli Companies Big Freight Systems Acquired in 2008 Acquired in 2011 Acquired in 2013 Acquired in 2013 Acquired in 2013 Acquired in 2014 Acquired in 2015 Acquired in 2015 Acquired in 2017 Acquired in 2017 Est. 1979 Est. 1938 Est. 1935 Est. 1992 Est. 1956 / 1989 Est. 1988 Est. 1959 Est. 1928 Est. 1961 Est. 1948 (1) Calculated by adding Daseke s 2016 figures with the 2 recently acquired companies 2016 figures (based on such companies internally prepared financial statements). Does not give effect to synergies. 14

Alignment of Management & Investors Don Daseke has agreed to a 3 year lockup (1) Daseke management owns nearly 50% of the combined company (2) Earnout structure aligns interests with all stockholders (1) Mr. Daseke intends to donate shares to educational institutions or charities and accordingly 10% of Mr. Daseke s shares will not be subject to the three-year lock-up but will instead be subject to a 180-day lock-up (from donation date) in the event of such donation. (2) Does not give effect to the payout of 15 million potential earnout shares and assumes no exercise of outstanding warrants or conversion of convertible preferred to HCAC common stock. 15

Earnout Details Daseke and Public Stockholders are Fully Aligned through a Unique Earnout Structure Focused on Adjusted EBITDA Growth and Share Price Performance Daseke pre-spac merger stockholders, including Daseke s management, are eligible to receive up to 15 million shares of common stock based on the achievement of both (i) established annualized Adjusted EBITDA targets and (ii) future share price targets Earnout Structure Annualized Stock Adjusted EBITDA Stock Price Year Award Target (1) Target (2) 2017 Up to 5 million shares $140 million $12.00 2018 Up to 5 million shares $170 million $14.00 2019 Up to 5 million shares $200 million $16.00 (1) Earnout begins at >90% of target and increases pro rata up to the full 5 million shares at the target. For example, if $133 million annualized Adjusted EBITDA (giving effect to acquisitions during 2017) is achieved for fiscal year 2017, and the Stock Price Target is achieved during the year, 2.5 million shares would be issued in the earnout for 2017. For purposes of the earnout, Annualized Adjusted EBITDA (giving effect to acquisitions) is defined as consolidated net income (loss) of Daseke for the applicable year, plus consolidated net income of any business acquired by Daseke during such year for the period beginning on January 1 of such year and ending on the date of such acquisition, plus, in each case: (i) depreciation and amortization, (ii) interest expense, including other fees and charges associated with indebtedness, net of interest income, (iii) income taxes, (iv) acquisition-related transaction expenses, (v) non-cash impairments, (vi) losses (gains) on sales of defective revenue equipment out of the normal replacement cycle, (vii) impairments related to defective revenue equipment sold out of the normal replacement cycle, (viii) expenses related to the merger and related transaction, (ix) non-cash stock and equity compensation expense, and (x) costs paid or incurred in connection with being a public company. In addition, as a one-time only adjustment for purposes of calculating 2017 Adjusted EBITDA, up to $4.2 million of the 2017 equipment rental expenses of one of the businesses acquired during 2017 will be added to net income (loss). (2) For any 20 trading days within any consecutive 30 trading day period during such fiscal year. 16

Reaffirming 2017 Pro Forma Adjusted EBITDA Target Daseke Remains on Track to Achieve its 2017 Pro Forma Adjusted EBITDA Target of $140 million (1) Expected organic growth in second half of 2017 supported by key Company and leading industry metrics Adjusted EBITDA ($ in millions) $150 $140 Acquisition pipeline remains robust, active, and actionable $130 As of March 31, Daseke has ~$60 million of undrawn capacity on its delayed draw term loan (2), a ~$70 million undrawn revolving line of credit and ~$35 million of cash on its balance sheet $110 $90 $88 $101 $70 2016 Pro Forma 2016 2017T (3) (1) 2017 pro forma Adjusted EBITDA will be calculated by adding Daseke s actual 2017 Adjusted EBITDA and the Adjusted EBITDA of any acquired business during 2017 for the period beginning on January 1, 2017 and ending on the acquisition date. (2) Giving effect to the ~$40 million draw from the delayed draw term loan facility to accomplish the acquisition of The Schilli Companies and Big Freight Systems Inc. (3) Calculated by adding Daseke s 2016 figures with the acquired companies 2016 figures (based on such companies internally prepared financial statements). Does not give effect to synergies. 17

Key Metrics & Financials Revenue Adjusted EBITDA ($ in millions) Standalone Acquired Post Q1 2017 ($ in millions) $1,200 $160 Standalone Acquired Post Q1 2017 $140 $979 $900 $770 $256 $120 $101 $40 $652 $119 $88 $13 $600 $80 $300 $652 $723 (3) $40 $88 $100 (3) $- 2016 Pro Forma 2016 2017T $- (1) (2) (1) (2) 2016 Pro Forma 2016 2017T (1) Calculated by adding Daseke s 2016 figures with the acquired companies 2016 figures (based on such companies internally prepared financial statements). Does not give effect to synergies. (2) Targets based on annualized run rate, including planned 2017 acquisitions, which is also aligned with earnout target. (3) Represents midpoint of 2017E revenue and Adjusted EBITDA ranges of $713 - $733 million and $95 - $104 million, respectively. 18

Key Metrics & Financials (continued) Revenue Adjusted EBITDA ($ in millions) ($ in millions) $1,200 $979 $160 $140 $900 $600 $543 $679 $652 $120 $80 $70 $97 $88 $300 $207 $40 $24 $- Free Cash Flow (2) ($ in millions) $100 2013 2014 2015 2016 2017T (1) 17% $- 2013 2014 2015 2016 2017T Net Capital Expenditures as a % of Revenue (1) $75 $50 $25 $- $75 $57 $30 $3 $0 2013 2014 2015 2016 2017T 13% 14% 10% 10% 10% 7% 7% 5% 3% (1) (3) 2013 2014 2015 2016 2017E (1) Targets based on annualized run rate, including planned 2017 acquisitions, which is also aligned with earnout target. (2) Free Cash Flow defined as Adjusted EBITDA less net capital expenditures (capital expenditures less proceeds from equipment sales). (3) 2017 Net Capital Expenditures as a % of Revenue is expected to be 7% on a standalone basis (i.e., without giving effect to any planned acquisitions). 19

Conclusion Questions 20

Appendix 21

Appendix: Public Company Valuation Benchmarking EV / 2017E Adjusted EBITDA 15.0x Mean: 8.5x Mean: 9.7x Asset Right Mix (Q1 2017) 12.0x 11.0x 11.8x Asset- Based: 66% 9.0x 7.7x 10.0x 7.8x 9.6x 8.2x 8.0x Asset Right: 8.9x (1) 6.0x Asset- Light: 34% 3.0x HTLD KNX SWFT ECHO FWRD HUBG LSTR XPO Asset-Based Asset-Light Public company valuations as of May 19, 2017. Sources: SEC filings, Capital IQ. (1) Asset Right valuation based on weighted average of public company comparables employing 66% asset-based / 34% asset-light proration. 22

Appendix: Reconciliation of Net Income to Adjusted EBITDA and Free Cash Flow Adjusted EBITDA and Free Cash Flow Reconciliation ($ in thousands) Year Ended December 31, 2009 2013 2014 2015 2016 Net income (loss) $ (381) $ (2,976) $ 1,300 $ 3,263 $ (12,279) Depreciation and amortization 4,132 18,666 48,575 63,573 67,500 Interest income - (101) (73) (69) (44) Interest expense 2,751 6,402 15,978 20,602 23,124 Provision for income taxes (47) 99 1,784 7,463 163 Acquisition-related transaction expenses - 1,815 944 1,192 296 Impairment - - 1,838-2,005 Withdrawn initial public offering-related expenses - - - 1,280 3,051 Transaction expenses - - - - 3,516 Other - - - - 908 Adjusted EBITDA $ 6,455 $ 23,905 $ 70,346 $ 97,304 $ 88,240 Net capital expenditures 548 20,725 70,678 66,969 31,669 Free Cash Flow $ 5,907 $ 3,180 $ (332) $ 30,335 $ 56,571 23