GLADSTONE INVESTMENT. Quarterly Overview June 30, 2018

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GLADSTONE INVESTMENT Quarterly Overview June 30, 2018

Legal Disclaimer This presentation may include forward looking statements. These forward looking statements involve known and unknown risks, uncertainties and other factors that may cause our actual results, levels of activity, performance or achievements to be materially different from any future results, levels of activity, performance or achievements expressed or implied by such forward looking statements. Such factors include, but are not limited to: (1) the recurrence of adverse events in the economy and the capital markets; (2) risks associated with negotiation and consummation of pending and future transactions; (3) the loss of one or more of our executive officers, in particular David Gladstone, Terry Lee Brubaker or David Dullum; (4) changes in our investment objectives and strategy; (5) availability, terms (including the possibility of interest rate volatility) and deployment of capital; (6) changes in our industry, interest rates, exchange rates, regulation or the general economy; (7) our business prospects and the prospects of our portfolio companies; (8) the degree and nature of our competition; (9) our ability to maintain our qualification as a regulated investment company and as a business development company; and (10) those factors listed under the caption Risk Factors in our Form 10 K, Form 10 Q, registration statements and related prospectus supplements, and other documents we may file with the Securities and Exchange Commission ( SEC ) from time to time. We caution readers not to place undue reliance on any such forward looking statements. Actual results could differ materially from those anticipated in our forward looking statements and future results could differ materially from historical performance. We have based forward looking statements on information available to us on the date of this presentation. Except as required by the federal securities laws, we undertake no obligation to publicly update or revise any forward looking statements, whether as a result of new information, future events or otherwise, after the date of this presentation. Although we undertake no obligation to revise or update any forward looking statements, whether as a result of new information, future events or otherwise, you are advised to consult any additional disclosures that we may make directly to you or through reports that we have filed or in the future may file with the SEC, including subsequent annual reports on Form 10 K, quarterly reports on Form 10 Q and current reports on Form 8 K. Past or Present Performance Disclaimer: This presentation includes information regarding our past or present performance. Please note, past or present performance is not a guarantee of future performance or future results. We undertake no obligation to update the information contained herein to reflect subsequently occurring events or circumstances, except as required by applicable securities laws and regulations.

Gladstone Investment Overview (1) BDC differentiated through buyout investment strategy Publicly traded business development company Buyout structure provides upside potential with strong downside protection Dedicated lower middle market focus Diversified portfolio across industry and geography Experienced management team with proven track record Note: (1) All information as of 6/30/18. NASDAQ Listed: Common Stock Symbol GAIN market cap of $386.3 million Three series of preferred stock listed under the symbols GAINO, GAINN, and GAINM, with dividend rates of 6.75%, 6.50% and 6.25%, respectively $1+ billion invested since 2005 IPO Primary equity investor - Lead majority of prospective transactions often partnering with existing management teams Differentiated approach Turnkey provider of equity & secured debt to effect change of control buyouts Target mix of 25% equity & 75% debt (at cost) Traditional BDCs typically have equity exposure of 5 10% Monthly distributions from interest on debt investments and other investment income Supplemental distributions to shareholders from capital gains on investment exits Target lower middle market companies (EBITDA of $3 $20 million) domiciled in the United States Focused on businesses that are cash flow positive (no early stage) and have strong management teams Industry agnostic with investments in manufacturing, business services/distribution, and consumer products Current portfolio is diversified across 33 companies in 17 industries and 16 states $639+ million in total assets at fair value Externally managed by an SEC registered investment adviser, Gladstone Management Corporation, and administrator with over 60 professionals 7 investment professionals dedicated exclusively to Gladstone Investment Corporation Proven investment track record across multiple economic cycles 2

Investment Highlights Leveraged buyout investor with history of increasing distributions and realizing capital gains 1 Focus on Risk Management & Equity Value Creation GAIN strives for prudent purchase multiples in companies with strong growth prospects. GAIN s investment discipline and risk management approach yield attractive risk adjusted returns. 2 3 Strong and Growing Distributions GAIN has consistently raised regular monthly distributions to shareholders, having never missed a monthly distribution since its IPO in 2005. The regular distribution was increased to $0.80/share annual run rate in April 2018. Outperformance Compared to Industry Peers (1) GAIN has outperformed industry peers in return of equity ( ROE ) and total return over the past three years. GAIN s three year average ROE is 16% vs. industry peers of 5% and GAIN s total return over a three year period is 96% vs. industry peers of 20%. 5 4 Significant Equity Positions Drive Upside Potential and Supplemental Distributions GAIN s proactive board participant and driver of value creation within the portfolio. Significant equity ownership provides basis for managing downside risk and making supplemental distributions from capital gains. Realized buyout investments with cash on cash equity returns of 3.4x. Actively Investing in New Buyout Opportunities GAIN continues to add to its portfolio and made two new buyout investments in FY 2018 and one in FY 2019 to date, deploying over $83 million in capital. (2) Notes: (1) See slide 11 for details. (2) Excludes line of credit fundings. 23 3

Investment Focus and Process Investment Focus Target stable lower middle market companies with EBITDA of $3 20 million Investment size (debt & equity) up to $30 million (typically 25% equity & 75% debt) GAIN leads or co leads prospective transactions Focused on cash flow positive businesses with proven competitive advantages and strong management teams Sector agnostic with interest in manufacturing, business services / distribution, and consumer products Investment Structures Secured 1 st or 2 nd lien term debt with current interest rates in the low to mid teens, generally with a success fee due upon a change of control. 5 year term without amortization. Revolver may be provided with the expectation of refinancing shortly after close Preferred equity is typically participating with a stated dividend of around 8% Management option pool range of 10 25% Deal Sourcing Source opportunities from regional investment banks, M&A advisory firms, and industry executives Regionally focused sourcing strategy, spearheaded by every member of the investment team Debt & equity from single investor provides competitive advantage by improving the certainty of close and decreasing deal complexity Due Diligence Typical due diligence period 45 to 60 days after executing letter of intent Thorough multi disciplinary approach blending internal industry experience, onsite visits and management assessments, supplemented with third party quality of earnings reports, industry studies, management assessments, and customary legal and insurance investigations 4

Risk Management and Value Creation GAIN is a long term investor, whose strategy of deploying debt & equity is designed to streamline post close value creation 1 Certainty and Speed to Close No third party capital required to close transactions, as GAIN provides substantially all the debt & equity. 2 Investment Horizon Long term investment horizon as a publicly traded fund, GAIN has no fund life constraints. 4 Value Creation Streamlined post close value creation, as GAIN is the primary third party term debt & equity investor. 3 Board Participation GAIN participates on boards of its portfolio companies and regularly engages with management. 5

Upside Potential Driven by Focus on Equity Securities GAIN s equity ownership provides further upside to shareholders through capital gains and other income from successful exits Since inception, GAIN has generated approximately $120 million in net realized gains and dividends from portfolio companies on buyout exits Meaningful Equity Component in GAIN Portfolio (1) Secured Second Lien Debt 16% Approximately 34% of GAIN s portfolio at fair value is comprised of equity securities (typically preferred equity with common equity participation) [CATEGORY NAME] 50% [CATEGORY NAME] 34% Note: (1) At fair value 6

Successful Realizations Enhance Shareholder Value History of exits generating significant capital gains. GAIN s target investment mix of 75% debt and 25% equity provides potential for high returns through consistent current yield and capital appreciation at exit. Average buyout exit equity cash on cash return of 3.4x. $ in 000s Company Sector Invest. Date Exit Date Invested Capital (1) Equity Return at Exit (2) Total Debt Equity Proceeds CoC Drew Foam Industrial Jul 12 Jun 18 $13,351 $9,913 $3,438 $17,269 5.0x Mitchell Rubber Industrial Apr 11 Apr 17 $17,878 $15,060 $2,818 $3,800 1.3x Behrens Manufacturing Industrial Dec 13 Dec 16 $12,898 $9,975 $2,923 $9,180 3.1x Acme Cryogenics Industrial Dec 06 Apr 16 $24,093 $14,915 $9,178 $31,068 3.4x Funko Consumer May 13 Oct 15 $10,805 $9,500 $1,305 $19,901 15.2x Cavert Wire Industrial Oct 07 Dec 13 $24,050 $19,871 $4,179 $11,909 2.8x Venyu Solutions Telecom Oct 10 Aug 13 $25,000 $19,000 $6,000 $32,130 5.4x Chase Doors Industrial Mar 06 Dec 10 $34,090 $27,068 $7,022 $17,338 2.5x A. Stucki Industrial Mar 07 Jun 10 $40,673 $36,156 $4,517 $22,213 4.9x Others Various N/M N/M $43,459 $34,905 $8,554 $4,633 0.5x Total $246,297 $196,363 $49,934 $169,441 3.4x Notes: (1) Excludes line of credit commitments. (2) Includes all equity proceeds on exit (return of capital, realized gains, and dividends). 7

Growing Portfolio and Investment Income From 3/31/2014 to 3/31/2018, we have: Made investments in 15 new companies, deploying new capital of approximately $279 million (1) ; Exited 8 companies, returning $77 million of invested capital and realizing approximately $45 million of gains; Maintained a consistent yield on interest bearing debt of approximately 13% (2) ; and Earned other income, including dividends and success fees, ranging from 9% to 16% of total investment income. FYE March 31 $700,000 $70,000 Total Investments, at fair value ($ '000s) $600,000 $500,000 $400,000 $300,000 $200,000 $314,393 $466,053 $487,656 $501,579 $599,147 $60,000 $50,000 $40,000 $30,000 $20,000 Total Investment Income ($ '000s) $100,000 $10,000 $ FY 2014 FY 2015 FY 2016 FY 2017 FY 2018 $ Total Investments, at fair value Total Investment Income Notes: (1) Excludes line of credit fundings. (2) Weighted average cash yield on interest bearing investments, excluding loans on non accrual status. 8

Growing Portfolio and Investment Income (cont.) As of June 30, 2018, we had total investments at fair value of over $629 million. During the three months ended June 30, 2018, we have: Invested in 1 new company, deploying new capital of approximately $28 million (1) ; Exited 1 company, returning $13 million of invested capital and realizing approximately $14 million of gains; Maintained a consistent yield on interest bearing debt of approximately 13% (2) ; and Earned other income, including dividends and success fees, of 14% of total investment income. Notes: (1) Excludes line of credit fundings. (2) Weighted average cash yield on interest bearing investments, excluding loans on non accrual status. 9

Strong and Growing Monthly and Supplemental Distributions From inception to 6/30/18, GAIN has paid 156 consecutive monthly distributions to common shareholders GAIN s regular annual distribution run rate was increased to $0.80 per common share in April 2018 In addition to regular distributions, GAIN also seeks to pay supplemental distributions to common shareholders, consisting of realized capital gains from portfolio company exits and other income o Expect supplemental distributions to continue being a contributor of shareholder returns, subject to board approval o In June 2018, paid a $0.06 supplemental distribution FYE March 31 Distributions per common share ($) $1.00 $0.90 $0.80 $0.70 $0.60 $0.50 $0.40 $0.30 $0.20 $0.10 $0.71 $0.05 $0.66 $0.89 $0.77 $0.75 $0.75 $0.12 $0.05 $0.72 $0.75 $0.75 $0.77 $ FY 2014 FY 2015 FY 2016 FY 2017 FY 2018 Regular Distribution Supplemental Distribution 10

History of Driving High Shareholder Returns Return on Equity Outperforming Industry Peers (1) Greater Total Return vs. BDC Peers (2) 30% 25% 21% 24% 290% 260% 5 Year Total Return 230% 200% 170% 140% 110% 80% Jun 13 Jun 14 Jun 15 Jun 16 Jun 17 Jun 18 159% +125% 24% 20% 15% 10% 14% 15% 9% 14% 15% 19% 210% 190% 170% 150% 130% 110% 90% 3 Year Total Return 70% Jun 15 Mar 16 Dec 16 Sep 17 Jun 18 96% +76% 20% 5% 160% 140% 1 Year Total Return 36% 0% Sep 16 Dec 16 Mar 17 Jun 17 Sep 17 Dec 17 Mar 18 Jun 18 120% 100% +38% 2% GAIN ROE Median BDC ROE Mean BDC ROE Notes: (1) Source: Capital IQ, latest available quarterly data as of 8/3/2018. BDC peer group defined as participants in Wells Fargo BDC Index as of 8/3/2018. ROE defined as LTM NII +/ real & unrealized gains/losses divided by average NAV. (2) Total return as of 6/30/2018 inclusive of reinvested dividends. BDC peer group defined as Wells Fargo BDC Index. 80% Jun 17 Sep 17 Dec 17 Mar 18 Jun 18 GAIN Wells Fargo BDC Index 11

Financial Highlights Three Months Ended June 30, 2018 March 31, 2018 December 31, 2017 September 30, 2017 Total investment income $ 15,504 $ 15,419 $ 16,184 $ 13,132 Net investment income (NII) 58 3,244 7,531 5,750 Adjusted net investment income (1) 6,566 6,891 8,283 5,750 Realized gain / (loss) 14,108 189 25 (43) Unrealized appreciation / (depreciation) 18,161 18,413 9,588 7,849 Weighted average shares 32,763 32,546 32,526 32,526 Distributions per share from NII 0.21 0.19 0.27 0.19 Distributions per share from realized gains 0.05 - (0.01) - NII per weighted avg. share - 0.10 0.23 0.18 Adjusted NII per weighted avg. share (1) 0.20 0.21 0.25 0.18 Weighted-average yield (2) 13.0% 12.6% 14.2% 12.8% ROE - NII (3) 0.1% 3.8% 9.0% 7.1% ROE - NII + realized/unrealized gain/loss (3) 35.2% 25.3% 20.6% 16.7% GAIN s buyout focus drives capital gains & outsized ROE Portfolio, at fair value $ 629,318 $ 599,147 $ 566,379 $ 520,174 Debt, including preferred stock at face value 246,746 251,246 240,846 200,946 Net asset value (NAV) 379,808 354,200 337,397 328,548 NAV per share 11.57 10.85 10.37 10.10 (1) See slide 13 for discussion on non GAAP measure. (2) Annualized weighted average yield on our interest bearing investment portfolio. (3) Annualized and based on average NAV. Notes Dollar and share amounts in thousands, except per share amounts. The financial information above is not comprehensive and is without notes, so readers should obtain and carefully review the consolidated financial statements and notes contained therein of GAIN s Form 10 Qs and Form 10 K, as filed with the SEC for the respective periods. 12

Financial Highlights (Non GAAP Measure) Three Months Ended June 30, 2018 March 31, 2018 December 31, 2017 September 30, 2017 Amount Net investment income $ 58 $ 3,244 $ 7,531 $ 5,750 (+) Capital gains based incentive fee 6,508 3,647 752 Adjusted net investment income 6,566 6,891 8,283 5,750 Per Share Amount Net investment income, per share 0.10 0.23 0.18 (+) Capital gains based incentive fee, per share 0.20 0.11 0.02 Adjusted net investment income, per share 0.20 0.21 0.25 0.18 Non GAAP Financial Measure Adjusted Net Investment Income: Adjusted net investment income represents net investment income, excluding the capital gains based incentive fee. The Company uses this non GAAP financial measure internally in analyzing financial results and believes that this non GAAP financial measure is useful to investors as an additional tool to evaluate ongoing results and trends for the Company. The Company s investment advisory agreement provides that a capital gains based incentive fee is determined and paid annually with respect to realized capital gains (but not unrealized capital gains) to the extent such realized capital gains exceed realized losses and unrealized depreciation on investmentsforsuchyear.however,underu.s.gaap,acapitalgains based incentive fee is accrued if realized capital gains and unrealized appreciation of investments exceed realized capital losses and unrealized depreciation of investments. The Company believes that Adjusted net investment income is a useful indicator of operations exclusive of any capital gainsbased incentive fee as net investment income does not include realized or unrealized investment activity associated with the capital gains based incentive fee. 13

Current Portfolio is Broad and Diversified Manufacturing Business Services/Distribution Consumer Products 14

Geographic Diversification 15

Why own Gladstone Investment s Common Stock? Consistent Monthly Distributions Annual yield of approximately 7% as of August 1, 2018 Increased regular monthly distributions annual run rate by 34% since April 2014 to $0.80 per share as of August 1, 2018 Supplemental Distributions Capital Gains Upside Strong Total Returns and ROE vs. Peers Supplemental distributions to be made from realized gains and net investment income Paid supplemental distributions of $0.06 in 2018, $0.12 in 2017, $0.05 in each of 2014 and 2013, and $0.03 in 2012 34% of investments at fair value are invested in equity. Such investments do not generally contribute to our monthly distributions, but provide potential for capital gains that may be distributed as supplemental distributions 1, 3, and 5 year total returns of 36%, 96%, and 159% vs. industry peers of 2%, 20%, and 24% (1) 1, 3, and 5 year average return on equity of 24%, 16%, and 15% vs. industry peers of 6%, 5%, and 7% (2) Conservative Balance Sheet with Low Leverage Diversification and Liquidity Low leverage: leverage was less than 50% of total assets Strong liquidation coverage: fair value of assets represents 247% of all liabilities, including all preferred stock Portfolio is diversified across 33 companies in 17 industries and 16 states Common stock is listed on Nasdaq under GAIN Experienced Management Led by an SEC registered investment adviser and administrator with over 60 professionals with a successful track record of investing in lower middle market businesses Notes: (1) Total return as of 6/30/2018 inclusive of reinvested dividends. BDC peer group defined as Wells Fargo BDC Index. (2) Source: Capital IQ, latest available quarterly data as of 8/3/2018. BDC peer group defined as participants in Wells Fargo BDC Index as of 8/3/2018. Average ROE defined as (A) 1, 3, and 5 year cumulative NII +/ real & unrealized gains/losses divided by (B) average NAV (defined as average of (i) beginning NAV, (ii) ending NAV, and (iii) NAV every 12 months throughout the period) divided by (C) 1, 3, or 5 (depending on the relevant time period being averaged).. 16

Why own Gladstone Investment s Preferred Stock? High Monthly Distributions Preferred annual dividends ranging from 6.25% to 6.75% (depending upon series) are paid monthly and generally compare favorably to current fixed yield investment alternatives Strong Dividend Coverage Strong coverage of the preferred dividends: NII before interest expense and preferred dividends for the twelve months ended June 30, 2018 would cover interest expense plus preferred dividends for the same period 2.2 times Daily Liquidity for Investors Series of preferred stock are listed under GAINO, GAINN, and GAINM and have mandatory redemption dates Conservative Balance Sheet with Low Leverage Low leverage: leverage was less than 50% of total assets Strong liquidation coverage: fair value of assets represents 247% of all liabilities, including all preferred stock Diversification and Liquidity Portfolio is diversified across 33 companies in 17 industries and 16 states Preferred stock is listed on Nasdaq Experienced Management Led by an SEC registered investment adviser and administrator with over 60 professionals with a successful track record of investing in lower middle market businesses 17

Corporate Data Executive Officers David Gladstone Chairman & CEO Terry Lee Brubaker COO & Vice Chairman David Dullum President Julia Ryan CFO & Treasurer Research Coverage Janney Montgomery Scott Mitchel Penn Jefferies & Company Kyle Joseph Ladenburg Thalmann Mickey M. Schleien Wedbush Henry Coffey Websites Gladstone Investment: www.gladstoneinvestment.com Investment Adviser: www.gladstonemanagement.com Information on all Gladstone Funds: www.gladstone.com Independent Directors Paul Adelgren Michela A. English Caren Merrick John Outland Anthony W. Parker Walter H. Wilkinson, Jr NASDAQ Listings Common: GAIN Series B Term Preferred: GAINO Series C Term Preferred: GAINN Series D Term Preferred: GAINM Investor Relations Investor Relations 703 287 5893 info@gladstonecompanies.com Other Corporate Counsel: Bass, Berry & Sims, PLC Stradley Ronon Stevens & Young, LLP Transfer Agent: Computershare Auditors: PricewaterhouseCoopers LLP Corporate Headquarters 1521 Westbranch Drive, Ste. 100 McLean, VA 22102 703 287 5800 18