Great Elm Capital Group, Inc.

Investor Presentation - Quarter Ended September 30, 2020

November 16, 2020

© 2021 Great Elm Capital Group, Inc.

Disclaimer

Statements in this press release that are "forward-looking" statements, including statements regarding expected growth, profitability and outlook involve risks and uncertainties that may individually or collectively impact the matters described herein. Investors are cautioned not to place undue reliance on any such forward-looking statements, which speak only as of the date they are made and represent Great Elm's assumptions and expectations in light of currently available information. These statements involve risks, variables and uncertainties, and Great Elm's actual performance results may differ from those projected, and any such differences may be material. Among the key factors that could cause actual results to differ materially from those projected in the forward-looking statements are risks associated with the economic impact of the COVID-19 pandemic on Great Elm's businesses, including DME as well as GECC and its portfolio investments. For information on certain factors that could cause actual events or results to differ materially from Great Elm's expectations, please see Great Elm's filings with the SEC, including its most recent annual report on Form 10-K and subsequent reports on Forms 10-Q and 8-K. Additional information relating to Great Elm's financial position and results of operations is also contained in Great Elm's annual and quarterly reports filed with the SEC and available for download at its website

www.greatelmcap.comor at the SEC website www.sec.gov.

Non-GAAP Financial Measures

The SEC has adopted rules to regulate the use in filings with the SEC, and in public disclosures, of financial measures that are not in accordance with US GAAP, such as adjusted earnings before interest, taxes, depreciation and amortization ("Adjusted EBITDA") and free cash flow. See the Appendix for important information regarding the use of non-GAAP financial measures and reconciliations of non-GAAP measures to their most directly comparable GAAP measures.

This presentation does not constitute an offer of any securities for sale.

© 2021 Great Elm Capital Group, Inc.

2

Table of Contents

Slide

Section

4

A Note to Shareholders

5

Performance Overview

7

Organizational Overview

10

Operating Companies: Great Elm DME

13

Investment Management

17

Real Estate

21

General Corporate

23

Financial Review

26

Summary

28

Q&A

29

Appendix

© 2021 Great Elm Capital Group, Inc.

3

A Note to Shareholders

  • We have good momentum in our key business segments: DME and Investment Management
    • DME: fiscal Q1 revenue grew 10.4% year-over-year and 5.0% sequentially highlighting the business' ability to grow despite the negative impact from COVID-19 on new equipment rental set-ups
    • DME: fiscal Q1 net loss of $0.5 million improved from a net loss of $0.8 million year-over-year while adjusted EBITDA of $2.8 million decreased from $3.0 million primarily reflecting the incremental costs of operating during the pandemic
    • DME: after a period of significant investment in the platform to enhance its scalability, DME has resumed its search for attractive, add-on acquisitions
    • Investment Management: this segment is poised for growth in AUM, revenue and earnings following the successful completion of the $31.7 million GECC rights offering
    • Investment Management: GECC's investment in Prestige Capital Finance, LLC, has exceeded internal estimates. Building upon this success, GECC has an attractive pipeline of potential investments in the specialty finance sector

© 2021 Great Elm Capital Group, Inc.

4

Performance Overview

© 2021 Great Elm Capital Group, Inc.

5

Performance Overview: Quarter Ended June 30, 20201

Revenue by Segment

Segment

1Q21

1Q20

DME

$14.6

$13.2

Investment Management

$0.8

$0.9

Real Estate

$1.3

$1.3

General Corporate

$0.1

$0.0

Eliminations

($0.1)

$0.0

Consolidated

$16.7

$15.4

Net Income (Loss) by Segment

Adjusted EBITDA

3

by Segment

Segment

1Q21

1Q20

Segment

1Q21

1Q20

DME

($0.5)

($0.8)

DME

$2.8

$3.0

Investment Management

($0.1)

($0.1)

Investment Management

2

$0.2

$0.4

Real Estate

$0.1

$0.1

Real Estate

$1.1

$1.1

General Corporate

($3.4)

($2.5)

General Corporate

($1.1)

($1.7)

Consolidated

($3.9)

($3.3)

Consolidated

$3.0

$2.8

  1. Numbers in millions.
  2. Prior year non-GAAP adjustments have been updated to conform to current year presentation by removing adjustments associated with the adoption of ASC 606 Contracts with Customers.
  3. Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix.

© 2021 Great Elm Capital Group, Inc.

6

Organizational Overview

© 2021 Great Elm Capital Group, Inc.

7

Organizational Overview: Drivers of Shareholder Value

Operating Companies

Investment

Management

Real Estate

  • Target undercapitalized small and mid-sized companies where we can partner with management to accelerate earnings and cash flow growth
  • Focus on companies that offer a platform for follow-on acquisitions and investment, particularly with respect to DME and adjacent industries
  • Grow Great Elm Capital Corp. ("GECC") through capital raises and potential
    BDC acquisitions
  • Increase assets under management ("AUM") via new fund launches, SMAs and co-investments
  • Manage the Fort Myers investment to monetize significant net operating loss carryforwards ("NOLs")

© 2021 Great Elm Capital Group, Inc.

8

Organizational Overview: Alignment of Interest

Employee

Share

Ownership

Director

Share

Ownership

Significant

Alignment of

Interest

  • Employees of GEC/Great Elm Capital Management, Inc. ("GECM") collectively own approximately 1.9 million shares of GEC, representing approximately 7% of GEC's outstanding shares1
  • The directors of GEC collectively own approximately 5.2 million shares of GEC, representing approximately 20% of GEC's outstanding shares1
  • When combined, insider ownership totals approximately 27% of the outstanding shares
  • We believe this level of insider ownership results in a significant and long- term alignment of interest between the shareholders and the insiders of GEC

(1) This includes restricted shares that are subject to both performance and service vesting and is based on the share count pro forma for the vesting of said restricted shares.

© 2021 Great Elm Capital Group, Inc.

9

Operating Companies:

Great Elm DME

© 2021 Great Elm Capital Group, Inc.

10

Operating Companies: Growth at DME Amid Uncertainty

  • In fiscal 1Q21, Great Elm DME, Inc. ("DME") generated $14.6 million of revenue, $0.5 million of net loss and $2.8 million of adjusted
    EBITDA1
    • Meaningful revenue growth in PAP supplies category, moderate decline in PAP rental
    • Having invested heavily in the platform, management is focused on driving organic growth, improving margins, and making add-on acquisitions
  • COVID-19disrupted physician referrals and new PAP patient setups during the quarter
    • New PAP patient setups declined 24.7% year over year, driven by reduced physician referrals during the quarter
    • Physician referrals and new PAP patient setups improved throughout the quarter, but have not yet achieved pre COVID-19 levels
  • Lowering our Cost of Capital
    • Given our low level of leverage, we are focused on lowering our cost of capital
    • In addition, we are seeking incremental debt capital to fund our pipeline of attractive add-on acquisitions
  • Acquisitions
    • After investing significant time and money into making its platform more scalable, DME has resumed its efforts to make attractive, add-on acquisitions
    • In the near term, DME is focused upon acquiring businesses with complementary products in existing or adjacent geographic markets.

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

11

Operating Companies: DME Segment Financial Detail

DME Segment Financials - Quarter Ended 9/30/20

Total revenues

$

14,610

(Total expenses)

(15,068)

GAAP net loss

(458)

Adj. EBITDA:

Net loss

(458)

Interest expense

709

Depreciation and amortization

2,211

Transaction and integration related costs

139

Location closure

54

Management and monitoring fees

116

Other income / (expense)

3

Adj. EBITDA1

$

2,774

(Maintenance capex)

(41)

(Growth capex)

(1,484)

Unleveraged free cash flow

$

1,249

Interest expense paid

(677)

Scheduled debt amortization

(354)

Payments on equipment financing

(1,058)

Leveraged free cash flow

$

(840)

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

12

Investment Management

© 2021 Great Elm Capital Group, Inc.

13

Investment Management: A Focus on Opportunity

  • In fiscal 1Q21, Investment Management generated $0.8 million of revenue, $0.1 million of net loss and $0.2 million of adjusted EBITDA1
    • Revenue and profitability were stable
    • Net assets at GECC grew to approximately $60.5 million as of September 30, 2020, as compared to $53.2 million at June 30, 2020 and $50.8 million at March 31, 2020
  • We are seeking to capitalize upon our successful investments in the specialty finance sector
    • GECC's investment in Prestige Capital has exceeded internal expectations
    • GECC has an attractive pipeline of potential investments in the specialty finance sector
  • On October 1, 2020, GECC closed a successful non-transferable rights offering in order to capitalize upon this attractive pipeline, raising $31.7 million in gross proceeds
    • This was an important step in our plan to increase AUM at GECM
    • Increasing GECM's AUM should increase our revenue, earnings and cash flow

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

14

Investment Management: A Scalable, High Margin Business

AUM GROWTH

Grow GECC's AUM through the issuance of

additional debt and equity, supplemented by accretive acquisitions of other BDCs, resulting in an increase in fee revenue

Grow the Investment Management business by leveraging the existing team to launch additional vehicles

SCALABLE MODEL

Investment team and infrastructure in place to support growth in AUM and new investment vehicles

AUM Growth

High Margins

Scalable Model

Free Cash Flow

HIGH MARGINS

Given the largely fixed cost nature of the

Investment Management business, we expect adjusted EBITDA margins to increase as our AUM increases and the business scales

FREE CASH FLOW

Growth in AUM in the Investment

Management business coupled with its high margins and scalable business model could result in operating leverage and, thus, the potential for growth in adjusted EBITDA and free cash flow

© 2021 Great Elm Capital Group, Inc.

15

Investment Management: Segment Financial Detail

Near-Term Drivers of Incremental

Free Cash Flow:

  • We believe GECC will continue to grow its investment portfolio, including via incremental capital raises, which will drive incremental management fee revenue
  • The Full Circle consulting agreement terminated on November 3, 2019. The FY19 expense associated with this agreement was $763 thousand

IM Segment Financials - Quarter Ended 9/30/20

Total revenues

$

773

(Total expenses)

(880)

GAAP net loss

(107)

Adj. EBITDA:

Stock based compensation

195

Interest expense, net

26

Depreciation and amortization expense

128

Adj. EBITDA

1

$

242

Capital expenditures

-

Unleveraged free cash flow

$

242

Interest expense paid

-

Scheduled debt amorization

-

Unlevered free cash flow

$

242

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

16

Real Estate

© 2021 Great Elm Capital Group, Inc.

17

Real Estate: Overview

Our current Real Estate investment is attractive for the following reasons:

Limited Equity

High Level of

Monetization

Capital

Non-Recourse

of Significant

Deployed

Leverage

NOLs

© 2021 Great Elm Capital Group, Inc.

18

Real Estate: Fort Myers - Organic Equity Growth

$65.00

8.0x

Assuming a constant

7.1x

7.0x

$60.00

7.0x

property value of $61.2

6.5x

million, the chart at the

6.0x

$55.00

5.9x

right depicts the

Millions)in($Values

3.2x

5.3x

3.0x

CapitalInvested

growth in GEC's

5.0x

$50.00

4.7x

equity value as cash

4.2x

4.0x

flows from the rental

$45.00

3.7x

stream are utilized to

amortize debt over the

EquityandDebt

2.7x

Multipleof

lease term

$40.00

2.2x

2.0x

As you can see, GEC

1.8x

$35.00

1.3x

1.0x

builds significant

1.0x

equity value1 over time

$30.00

0.0x

without any additional

capital deployment

Total Debt

GEC Equity Value

Multiple of Invested Capital

(1) Equity value is equal to the property value at acquisition minus the face value of the debt on a given date.

© 2021 Great Elm Capital Group, Inc.

19

Real Estate: Segment Financial Detail

RE Segment Financials - Quarter Ended 9/30/20

Total revenues

$

1,272

(Total expenses)

(1,205)

GAAP Net Income

67

Adj. EBITDA:

Interest expense, net

650

Depreciation and amortization expense

430

Adj. EBITDA1

$

1,147

Non-cash rental income

(147)

Capital expenditures

-

Unleveraged free cash flow

$

1,000

Interest expense paid

(435)

Scheduled debt amorization

(565)

Unlevered free cash flow

$

-

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

20

General Corporate

© 2021 Great Elm Capital Group, Inc.

21

General Corporate: Segment Financial Detail

General Corporate Financials - Quarter Ended 9/30/20

Revenue:

Total revenue

91

Operating costs and expenses:

Public company costs

(614)

Stock-based compensation

(235)

Other general and administrative

(564)

Operating loss

(1,413)

Other income (expense):

Dividend and interest income

529

Unrealized gain on GECC investment

(1,902)

Interest expense, net

(571)

Income tax

(99)

Total other income (expense)

(2,043)

GAAP net loss

(3,365)

EBITDA and Free Cash Flow - Quarter Ended 9/30/20

Adj. EBITDA:

GAAP net loss

(3,365)

Management fee

(91)

Stock based compensation

235

Transaction costs and integration

32

GECC dividend income

(524)

Unrealized gain, interest, taxes, and

depreciation

2,572

Adj. EBITDA

(1,141)

Capital expenditures

-

Transaction costs and integration costs paid

(32)

Unleveraged free cash flow

(1,173)

GECC dividends paid

78

Capital expenditures

-

Levered free cash flow

(1,095)

  • As of September 30, 2020, GEC's consolidated cash balance was $22.5 million
  • GEC is actively looking for new investment opportunities

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

22

Financial Review

© 2021 Great Elm Capital Group, Inc.

23

Financial Review: 1Q21 Consolidating Balance Sheets (Unaudited)

$ in thousands

Durable Medical

Investment

Real Estate

General Corporate

Eliminations

Consolidated

Equipment

Management

ASSETS

Cash and cash equivalents, including restricted cash

$

1,988

$

272

$

909

$

20,185

$

-

$

23,354

Accounts receivable, net

7,771

945

-

179

-

8,895

Investments at fair value

-

-

-

7,241

-

7,241

Receivable for securities purchased

-

-

-

13,560

-

13,560

Inventory

1,127

-

-

-

-

1,127

Property and equipment, net

8,306

29

52,882

4

-

61,221

Identifiable intanglible assets, net

7,672

2,160

4,746

-

-

14,578

Goodwill

50,010

-

-

-

-

50,010

Right of use asset

3,912

1,081

-

-

-

4,993

Other assets

421

244

1,370

790

(136)

2,689

Total Assets

$

81,207

$

4,731

$

59,907

$

41,959

$

(136)

$

187,668

LIABILITIES

Accounts payable & accrued liabilities

$

7,058

$

242

$

463

$

1,410

$

(136)

$

9,037

Deferred revenue

5,278

-

-

-

-

5,278

Lease and other liabilities

4,373

1,238

478

(65)

-

6,024

Long term debt

500

-

54,758

-

-

55,258

Related party notes payable

24,498

3,072

-

-

-

27,570

Convertible notes

-

-

-

17,635

-

17,635

Equipment financing

1,730

-

-

-

-

1,730

Intercompany, net 1

31,510

7,680

2,976

(42,166)

-

-

Total Liabilities

74,947

12,232

58,675

(23,186)

(136)

122,532

EQUITY

6,260

(7,501)

1,232

65,145

-

65,136

Total Liabilities and Equity

$

81,207

$

4,731

$

59,907

$

41,959

$

(136)

$

187,668

(1) Intercompany balances, including intercompany borrowings and GEC investments in subsidiaries. All intercompany balances eliminate in consolidation.

© 2021 Great Elm Capital Group, Inc.

24

Financial Review: 1Q21 Consolidating Income Statement (Unaudited)

For the three months ended September 30, 2020

Durable Medical

Investment

Real Estate

General

Consolidated

$ in thousands

Equipment

Management

Corporate

Total Revenues

$

14,610

$

Cost of revenue

(6,122)

Depreciation and amortization expense

(463)

Selling, general and administration

(7,771)

Total operating costs and expenses

(14,356)

Operating income (loss)

254

Dividends and interest income

-

Unrealized gain (loss) on investments

-

Interest expense, net

(709)

Other income (expense), net

(3)

Income (loss) before taxes

(458)

Income tax expense

-

Net income (loss), net of tax

(458)

Adjusted EBITDA

1

$

2,774

$

773

$

-

(128)

(726)

(854)

(81)

-

-

(26)

-

(107)

-

(107)

241

$

1,272

$

-

(430)

(125)

(555)

717

-

-

(650)

-

67

-

67

1,147

$

91

$

16,746

-

(6,122)

-

(1,021)

(1,413)

(10,035)

(1,413)

(17,178)

(1,322)

(432)

529

529

(1,902)

(1,902)

  1. (1,957)

1

(2)

(3,266)

(3,764)

(99)

(99)

(3,365)

(3,863)

(1,140)

3,022

(1) Please refer to the disclaimers on slide 2 and the Adjusted EBITDA reconciliation tables in the Appendix

© 2021 Great Elm Capital Group, Inc.

25

Summary

© 2021 Great Elm Capital Group, Inc.

26

Summary: Drivers of Shareholder Value

Operating Companies

Investment

Management

Real Estate

  • Focus on growing Great Elm DME, Inc. both organically and via an expansion strategy that targets existing and adjacent markets
  • Continue to strengthen Great Elm DME, Inc.'s scalable infrastructure, investing in people, processes and technology to support multiple acquisitions per year
  • Focus on driving asset growth in GECC and raising capital for other investment vehicles
  • Leverage the existing team and infrastructure to generate incremental free cash flow
  • Seek to enhance the value of our existing property through property improvement and lease modification

© 2021 Great Elm Capital Group, Inc.

27

Q&A

© 2021 Great Elm Capital Group, Inc.

28

Appendix

© 2021 Great Elm Capital Group, Inc.

29

Appendix: Non-GAAP Reconciliation

For the three months ended September 30, 2020

Durable Medical

Investment

Real Estate

General

Consolidated

$ in thousands

Equipment

Management

Corporate

EBITDA:

Net income (loss) - GAAP

$

(458)

$

(107)

$

67

$

(3,365)

$

(3,863)

Interest expense

709

26

650

572

1,957

Depreciation & Amortization

2,211

128

430

-

2,769

Tax expense

-

-

-

99

99

EBITDA

$

2,462

$

47

$

1,147

$

(2,694)

$

962

Adjusted EBITDA:

Stock based compensation

-

194

-

235

429

GECC dividend income

-

-

-

(524)

(524)

GECC Unrealized (gains) / losses

-

-

-

1,902

1,902

Other (income) expense

3

-

-

(1)

2

Transaction and integration costs 2

112

-

-

33

145

Severance

27

-

-

-

27

Location start up expense

54

-

-

-

54

DME management and monitoring fees

116

-

-

(91)

25

Adjusted EBITDA

$

2,774

$

241

$

1,147

$

(1,140)

$

3,022

  1. Prior year non-GAAP adjustments have been updated to conform to current year presentation by removing adjustments associated with the adoption of ASC 606 Contracts with Customers.
  2. Transaction and integration related costs include costs to acquire and integrate acquired businesses. This also represents change in contingent consideration liability since the initial valuation at the acquisition date.

© 2021 Great Elm Capital Group, Inc.

30

Appendix: Non-GAAP Reconciliation (Continued)

For the three months ended September 30, 2019

Durable Medical

Investment

Real Estate

General

Consolidated

1

$ in thousands

Equipment

Management

Corporate

EBITDA:

Net income (loss) - GAAP

$

(819)

$

(45)

$

60

$

(2,474)

$

(3,278)

Interest expense

996

42

658

-

1,696

Depreciation & Amortization

2,508

179

431

-

3,118

Tax expense

-

-

-

242

242

EBITDA

$

2,685

$

176

$

1,149

$

(2,232)

$

1,778

Adjusted EBITDA:

Stock based compensation

-

175

-

118

293

Change in contingent consideration

2

-

-

-

(195)

(195)

GECC Unrealized (gains) / losses

-

-

-

983

983

Dividend income from GECC

-

-

-

(490)

(490)

Other (income) expense

(3)

-

-

-

(3)

Transaction and integration costs

2

148

-

-

120

268

Severance

2

-

-

-

2

Location start up expense

135

-

-

-

135

DME management and monitoring fees

48

-

-

(23)

25

Adjusted EBITDA

$

3,015

$

351

$

1,149

$

(1,720)

$

2,796

  1. Prior year non-GAAP adjustments have been updated to conform to current year presentation by removing adjustments associated with the adoption of ASC 606 Contracts with Customers.
  2. Transaction and integration related costs include costs to acquire and integrate acquired businesses. This also represents change in contingent consideration liability since the initial valuation at the acquisition date.

© 2021 Great Elm Capital Group, Inc.

31

Appendix: Contact Information

Investor Relations

800 South Street, Suite 230 Waltham, MA 02453

Phone: +1 (617) 375-3006

investorrelations@greatelmcap.com

© 2021 Great Elm Capital Group, Inc.

32

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Great Elm Capital Group Inc. published this content on 16 November 2020 and is solely responsible for the information contained therein. Distributed by Public, unedited and unaltered, on 25 November 2020 18:30:05 UTC