Dave Dullum
Analyst · Jefferies
Well, thanks, Mike, and good morning, everyone. Usually, I try to take just a few minutes and refresh our thinking and memory on what the business objectives of Gladstone Investment is. And we are a publicly traded fund, which is focused on buying U.S. businesses with annual sales between $20 million and $100 million. The funding structure we use in these buyouts usually consists of secured first/second lien debt in a combination with a direct and significant equity investment in the particular company that we're buying. So this combination of debt and equity does produce a mix of assets, such that the debt portion of the investments provides income, which pays and grow our monthly distributions, while we obviously look to the equity portion to increase in value and, therefore, provide capital gains over time.
So -- and I'll briefly touch on how are we different from other BDCs. Of course, there are a number out there, and we're one of a number. And I'd like to always share that we take significant equity positions in the companies that we invest in, and that really differentiates us from virtually all the other public BDCs that are predominantly debt-focused and generally referred to as credit-oriented BDCs. So for instance, the proportion of equity to debt for the investments in our portfolio is approximately 25% to 75%, whereas most of the BDCs, you'll find their portfolios are closer to, say, 10% to 90% of the proportion of equity to debt.
And then relative to, say, other private equity funds, as we think of ourselves as private equity investors, is that they generally are 10-year term private partnerships with a long-term liquidity horizon for the investors. And of course, we differ that, as a publicly traded entity, our structure will allow for daily liquidity for our shareholders. So you're able to basically participate in the middle-market buyout business but having sort of daily liquidity, if you will.
So since we are equity-oriented, we should discuss exits because that's important and realizing capital gains through our portfolio company exits is a component of the value proposition of an investment in our fund. So I really want our shareholders to know that it is an important part of our business planning, and we will, obviously, therefore, be selling or exiting companies from time to time. These activities generally are based on market conditions and an assessment of the individual sort of risk return of each individual investment that we have at that point in time.
So to kind of take a look at where we are in this, we previously announced that we'd exited our investment in a company called Funko during this most recent quarter. As a result of this exit, the debt investment portion was repaid at par, and we realized a net gain on the equity portion of the investment of about $17 million and simultaneously generated approximately $300,000 in other income. This all resulted in net cash proceeds to us this quarter, not including the $9.5 million of debt repayment, of roughly $14.8 million. So again, the net cash proceeds, roughly $14.8 million, which does not include the $9.5 million of debt repayments. We actually also may be receiving certain additional payments if Funko meets identified earnings targets in future years. However, such amounts clearly are contingent upon future performance, and there can be no assurance that the amounts will actually be paid to us. And further, we continue to hold a small equity investment, which could lead to further upside in Funko.
In the quarter, we also restructured investments in 2 of our companies, TREAD and Galaxy. We've mentioned these companies in the past. And this really created a more advantageous capital structure for these companies and really helping them and allowing them to continue in their current workout plans and improving performance, and we're very active in these companies and -- as we've said in the past. So these 2 restructures did result, though, in a combined net realized loss of $19.1 million of those 2 companies, but netted against the $17 million roughly realized gain from Funko essentially created, during the quarter, $2.1 million net realized loss. The restructures, it's important to know, they took the form of really exchanging portions of the debt investments in those individual companies into equity securities in those individual companies, so that we still have a majority economic ownership interest in the businesses and we retain the opportunity to realize on those investments over time. In fact, we will continue and we'll receive, in different degrees, interest income on some of the restructured debt in these companies. And again, it's important to emphasize that these companies were not written off, and they exist, they continue to exist, and we will continue working and look to have value out of those investments in the future.
Now we carefully evaluate all of these things and certainly evaluated the nature and the timing of the restructure of these transactions in consideration with the Funko exit, potential future exits that we may be looking at and, of course, new investments in trying to create the most value for our shareholders when it's all netted out, including consideration of taxes and so on. And it's important to note as well, that we do have a portfolio still of roughly 35 companies, and these kinds of activities are all in context of portfolio management and continuing to generate gains from exits as we go forward.
Now in that regard, since October 2010, we have exited 6 of our management-supported buyout investments, that includes Funko, generating about $71.7 million in net realized gains and roughly $15 million in other income. We are currently, evaluating the sale of 2 additional portfolio companies and, to the extent, of course, that market conditions remain favorable. There will be more to come on these as we move into this fiscal year 2017.
And then, generally, as a caution, I usually like to indicate that the buyout market, while it's still somewhat seller-friendly, we must keep in mind that whenever we do sell a portfolio company with an attractive return, it may reduce our income-producing asset base temporarily and then we will be tasked, obviously, with incrementally having to replace that investment.
Now let's turn to our deal origination activity, and that's important, which have a high priority to us. It helped us grow to where we are today, certainly, over the last 5 years and adding some really good companies to the portfolio. And it results in the continuing growth of new buyouts and income-producing assets. We have a broad and deep geographic footprint with offices in New York City, Los Angeles, Chicago and, of course, here in McLean, which is just outside of Washington, D.C.
Now to generate these new investment opportunities, our team primarily calls on independent sponsors, middle-market investment bankers and other sources that help create what we would call proprietary investment opportunities. We do not depend on others to negotiate or structure our investments. And generally, our investments include partnering with the management team of these companies and other sponsors that may be involved and it's tied in some fashion with the purchase of the business. So our strategy of providing a financing package, which includes both the secured debt and the majority of the equity, we believe, is a competitive advantage as it gives the seller the independent sponsor, if one is involved, and the management teams involved, a high degree of comfort that the purchase will occur from a financing perspective once we have agreed to move forward.
In addition, possibly, we could have an outright purchase. We could occasionally find opportunities to partner with a business owner who will sell a portion of their company to us and use that capital to grow the business.
Now where do we focus our energies? Well, from an industry perspective, we like to invest in companies that are with consistent operating cash flow of at least $3 million and potential to expand that cash flow. The industry areas that we focus on are light specialty manufacturing, specialty consumer products and services, industrial products and services, and we do have a small office -- area, an aerospace area, and we look at energy, although, of course, we're not certainly considering anything there right at this point.
Now our secured debt investments are primarily first lien loans, typically carry a cash yield in the mid to high teens, and that balances the equity portion of our investment, thereby, producing a blended current cash yield, which supports our shareholder distribution expectations. We generally also have, what we call, success fees, which are paid in cash on a change or control or advance -- or in advance at the portfolio company's option.
It's important to note that the targets for the equity portion of the investments that we make is a minimum, generally, of 2 to 3x cash-on-cash return, and we pretty much have been able to generate that. Currently, we're in various stages of diligence on a few investments, and we will continue to expand our marketing efforts and continue to grow our presence in the marketplace as we move forward.
Now fund activity for this fiscal quarter ending December 31, basically 2 points: one, in December, we acquired a new company, Nth Degree, Inc., and we did that by investing approximately $19 million against for a combination of secured first lien debt and equity. And Nth Degree, which is headquartered outside of Atlanta Georgia, is a multi-faceted, face-to-face event marketing and management services organization. Additionally, we invested approximately $2 million to existing portfolio companies.
So in the outlook and in summary, it's to continue strategically add accretive investments, position our existing portfolio for potential exits, thereby, maximizing distributions to shareholders with a solid growth in both the equity and income portions of our assets. And I think, the portfolio is in a good shape today. We've made some decisions that, I think, that help it going forward and continue very actively in the new sourcing area.
So that would conclude my part of the presentation. I'd like to turn it over now to Julia Ryan who's our Chief Financial Officer. Julia?