Michael Eliasek
Analyst · Oppenheimer
Thanks, John. Our origination efforts during the December quarter have focused primarily on secured lending, continuing to prioritize first lien loans, although we also continued to close selected junior debt and equity investments. In addition to targeting investment senior and corporate capital structures with our new originations, we've also increased our new investments in third-party private equity sponsor-owned companies, which tend to have more third party equity capital supporting our debt investments than in non-sponsored transactions. While still maintaining flexibility to pursue attractive non-sponsored investments.
With our skilled team of more than 45 professionals, one of the largest dedicated middle market credit groups in the industry, we believe we are well-positioned to select in a disciplined manner a small number of investments out of thousands of investment opportunities sourced per annum. At December 31, our portfolio consisted of 75 long-term investments with a fair value of $1.717 billion, compared to 72 long-term investments with a fair value of $1.463 billion at June 30, 2011, and compared to 58 long-term investments with a fair value of $748.5 million at June 30, 2010. During the December quarter, we completed new and follow-on investments aggregating approximately $154.7 million. Our repayments in the December quarter, were $120.2 million, resulting in $34.5 million of investments net of repayments. In October, we made investments of $10.7 million to purchase subordinated notes of Apodis. On October 24, we made a senior secured investment of $6 million in Renaissance, a leading provider of technology-based school improvement and student assessment programs. On October 28, we made a follow-on investment of $8.2 million in the senior secured debt of Empire. On October 31, IC and ARS repaid our $20.9 million loan. Cash stood at 2.2x cash and cash multiple at a 35% realized cash internal rate of return on its combined investments.
On November 4, we made a secured second lien investment of $15 million to support the acquisition of Injured Workers Pharmacy, a specialty pharmacy services company in a private equity sponsored backed transaction. On November 21, we received an equity distribution from the sale of our shares in Fairchild, common and preferred stock, realizing $1.5 million of gross proceeds and a total gain of $1 million. On December 2, we completed a reorg of Gas Solutions Holdings, renaming the company Energy Solutions Holdings and consolidating ownership of other operating companies owned by us and operating within the energy industry. As part of the reorganization, our equity interest in Change Clean Energy, Freedom Marine and Yatesville, were transferred to Energy Solutions to consolidate all of our Energy Holdings under one management team, strategically expanding Energy Solutions across energy sectors. Also in December 2, we made a secured second lien follow-on investment, of $7.5 million American Gilsonite to help support a dividend recap and we subsequently received a $1.4 million dividend.
On December 22, we made a first lien loan of $31.1 million to VanDeMark, a specialty chemical manufacturer. Also on December 22, we made an investment of $17.9 million in secured and unsecured notes of CIFC. On December 28, we made a first lien follow-on investment of $4.75 million in Energy Solutions for the acquisition of a new offshore supply vessel by Vessel Holdings, a subsidiary of Freedom Marine.
Also on December 20, we made a secured debt investment of $10 million to support the acquisition of Hoffmaster and we subsequently received the repayment of our previously outstanding loan.
Also on December 28, we made a secured debt investment of $37.2 million to support the recap of Energy. After the financing, we received a repayment of our previously outstanding loan. We received this $6.7 million dividend, as a result of our equity holdings, and we sold a portion of our Energy common stock of $13.3 million realizing a gain of $12.1 million. On December 29, Iron Horse repaid our $11.3 million loan. Iron Horse had previously been a non-accruing loan experiencing significant stress in 2009. Due to our supervision and the turnaround efforts of a new management team that we recruited, this loan returned to accrual status and was repaid in full representing a 1.2x cash and cash multiple and 10% realized cash internal rate of return on our investment.
On December 30, we provided $8 million of senior secured debt to High-tech, a provider of nondestructive testing services to detect leaks and other defects in various energy and industrial industries. On December 30, we exited our investment in Mac & Massey and received $10.2 million as repayment of our $9.3 million loan, and monetization of our equity position resulting in a realized gain of $800,000. We recognized $700,000 of accelerated purchase discount accretion ended December 2011 quarter in conjunction with the loan repayment. Since December 31, we've completed one new investment and one add-on investments aggregating approximately $35 million. Three loan investments have been repaid since December 31. On January 4, Energy Solutions sold gas gathering and processing assets of Gas Solutions for sale price of $200.5 million including a potential earn out of $28 million that will be paid based on the future performance of Gas Solutions.
After expenses including structuring fees of $10 million, paid to Prospect, Energy Solutions received approximately $148.7 million in cash with an additional $10 million held in escrow. Our loans to Energy Solutions remain outstanding and are collateralized by the cash held by Energy Solutions as a result of the sale transaction. Beyond ongoing interest payments from such loans, further potential dividends to us could be recognized as dividend income, to the extent of earnings or profits available as we receive additional future cash payments from Energy Solutions. The accounting for the sale of Gas Solutions has yet to be finalized by Energy Solutions, but we'll not result in any dividend income, or realized gain recognition by us until cash payments are received from Energy Solutions. Energy Solutions currently has approximately $152 million of cash available for future debt service, distributions, operating investments or add-on acquisitions. Together with prior cash flows, that excluding both escrow and earn out, the exit price for Gas Solutions produced a 57% internal rate of return and 5.5x cash multiple for Energy Solutions on its Gas Solutions investment.
January 9, Arrowhead repaid our $27 million loan. On January 12, we made a follow-on investment of $16.5 million to purchase notes in CIFC. On January 17, we provided $18.3 million of second lien financing to a financial services processing company purchased by a leading private equity sponsor. In January 31, Aircraft Fasteners repaid our $7.4 million loan. On February 2, we sold Energy to a third-party buyer. In conjunction with the sale, our $37.2 million loan was repaid. We also received a $26.9 million make-whole premium for prepayment of our loan, which will be recorded as interest income in the March 2012 quarter. Prospect also received a $3.8 million advisory fee for the transaction, which we recorded other income in the same March 2012 quarter. Not including the escrow, we received net proceeds of $26 million and we'll recognize the realized gains of $24.8 million in the March 2012 quarter. In total, we received proceeds of $94 million at closing. In addition, there is $11.1 million being held in escrow, of which 80% is due to us upon release of the escrowed amounts. Monies released from escrow will be recognized as additional gain when and if received, including all cash flows over the life of the investment, but not including escrowed amounts, Prospect's realized 59% annualized internal rate of return on the NRG investment.
We are pleased with the overall credit quality of our portfolio, with many of our companies generating year-over-year and sequential growth and top line revenues and bottom-line profits. None of our loans originated in over 4 years has gone on non-accrual status. Fair market value of our loan assets in non- accruals as a percentage of total assets to approximately 2.1% on December 31, down from 3.5% on June 30.
Because of the performance of several control positions in our portfolio, we selectively monetized certain such companies and may monetize other positions if we identify attractive opportunities for exit. As such exits materialize, we expect to reinvest such proceeds into new income-producing opportunities. We're pleased with the performance of our controlled portfolio companies and are actively exploring other new investment opportunities at attractive multiples of cash flow. Our advanced investment pipeline aggregates nearly $300 million of potential opportunities, currently. These investments are primarily secured investments with double-digit coupons, sometimes coupled with equity upsides or additional investments and diversified across multiple sectors.
Thank you. I'll now turn the call over to Brian.