Company Presentation

March 2008

Disclaimer

Except for historical information contained herein, the statements in this presentation
regarding the Company's business, strategy, portfolio management and results of
operations are forward-looking statements that are dependent upon certain risks and
uncertainties, including those related to, the availability of desirable loan and investment
opportunities, the amount of available capital, the ability to obtain and maintain targeted
levels of leverage, the level and volatility of interest rates and credit spreads and conditions
in the property and financial markets.  Those and other risks and uncertainties are described
in the Company's filings with the Securities and Exchange Commission, including the
Company's Annual Report on Form 10-K (Item 1 - Business).  We disclaim any duty or
obligation to update the information contained herein. The information contained herein is
for your convenience and general information only and nothing herein constitutes
investment advice or an offer to sell or a solicitation of an offer to buy any security.

TABLE OF CONTENTS

I.Overview

II.Investment Strategy

III.Financial Information

Overview

OVERVIEW

I - 1

·Capital Trust

§Largest dedicated commercial real estate subordinate debt investor in the US

»Founded by Sam Zell and John Klopp in 1997

»Originated over $10 billion of investments since inception

§Unparalleled track record

»Less than 1.0% loss experience across all portfolios

§Fully integrated internal management structure

»Senior management averaging 20+ years of experience

»Expandable platform

OVERVIEW

I - 2

CT Investment Management
Co., LLC (TRS)

100%

CT Mezzanine
Partners III, Inc.

·Unique Business Model

Balance Sheet

Net Interest Margin

Investment Management

Fee Income

+

Capital Trust, Inc.

(NYSE: “CT”)

(Management Contracts)

• Investment Manager

• CDO Collateral Manager

• Special Servicer

CT Large Loan

2006, Inc.

CT High Grade

MezzanineSM

CTX Fund I,

L.P.

CT Opportunity
Partners I, LP

Board of Directors

Sam Zell

Thomas Dobrowski

Martin Edelman

Craig Hatkoff

Edward Hyman

John Klopp

Henry Nassau

Joshua Polan

Lynne Sagalyn

OVERVIEW

I - 3

·Seasoned Management Team

Capital Markets

CEO, John Klopp

CFO, Geoffrey Jervis

COO, Stephen Plavin

Finance/Accounting

Administration

CRE Investing

& Lending

CRE Underwriting

& Asset Mgt

CCO, Thomas Ruffing

PRN Capital

Healthcare Lending

·Recent Highlights

§Operating activity:

»2007 full year diluted net income: $4.77 per share (+40% YoY)

»2007 total dividends: $5.10 per share (+48% YoY)

§Capital markets:

»Issued $75 million of new trust preferred securities

»Closed $100 million (upsized from $50 million) senior unsecured revolving credit facility

» Renewed or obtained new repurchase financing commitments totaling $900 million:

oIncreased total commitments from other credit providers by $400 million

oRenewed $250 million master repurchase agreement with JPMorgan, extending the maturity by a full year to
October 2008

oEntered into a new $250 million master repurchase agreement with Citigroup Financial Products Inc. and
Citigroup Global Markets Inc.

§Investment management:

»Launched CT Opportunity Partners I, LP with total equity commitments of $389 million as of 3/1/08

»Received first incentive management fees from CT Mezzanine Partners III, Inc.

OVERVIEW

I - 4

NYSE: CT

·Trailing 12-Month Performance

Note:

(1) Peer group includes iStar Financial Inc., Anthracite Capital Inc., Newcastle Investment Corp., Arbor Realty Trust, Gramercy Capital Corp.,
RAIT Investment Trust, NorthStar Realty Finance Corp., and JER Investors Trust Inc.

(2) Last quarter regular dividend annualized.

OVERVIEW

I - 5

(2)

1Q’ 07 Div.

($0.80 per share)

2Q’ 07 Div.

($0.80 per share)

3Q’ 07 Div.

($0.80 per share)

4Q ’07 Div.

(Regular $0.80 per share)

(’07 Special $1.90 per share)

OVERVIEW

I - 6

·Growth Strategy

§Originate accretive assets for the balance sheet

§Continue to grow investment management business through the sponsorship
of additional vehicles

§Create the most efficient and stable capital structure through a diversity of
financial instruments and providers

§Expand our franchise

»Incubate and/or acquire complementary balance sheet and investment
management businesses

Near Term: Exploit opportunities created by recent market turmoil

Investment Strategy

INVESTMENT STRATEGY

II - 1

·Global Capital Markets

§Liquidity crisis and credit crunch continue from mid 2007

§Systemic de-leveraging and re-pricing of risk

»Regeneration of structured funding unresolved

§Ultimate economic impact unclear

»Global, US and regional impact differentials

Note:

(1) Source: JPMorgan High Grade Domestic Bond Index and JPMorgan High Yield Domestic Bond Index

INVESTMENT STRATEGY

II - 2

Note:

(1) Source: JPMorgan

Conduit CMBS Spreads

Low ’07High’08

Sr. AAA (10 Yr.)22310

INVESTMENT STRATEGY

II - 3

Total ’08/’09

Floating(1)   $38

Fixed 56

$94

Note:

(1) Initial maturity date.

(2) Source: Bear Stearns. Includes only securitized commercial mortgage loans

INVESTMENT STRATEGY

II - 4

While the pendulum has swung, asset selection and

underwriting will be the keys to success going forward

INVESTMENT STRATEGY

II - 5

·Market Opportunity

§Result = lenders back in the driver’s seat:

»More conservative valuations

»Lower advance rates

»Tighter loan structures

»Better pricing

§Current market provides credit driven investors with the opportunity to generate attractive
risk adjusted returns at all parts of the real estate capital structure

II - 6

INVESTMENT STRATEGY

·CT Platform

§Fully integrated platform uniquely qualified to take advantage of today’s market
opportunities:

»Broad origination/sourcing network

»Disciplined underwriting culture and process

»Deep experience with all financial products

»Capital access and structuring expertise:

§Equity Sources

§Debt Sources

§Public/Private Synergy

II - 7

INVESTMENT STRATEGY

·Asset Management

§Asset Manager for all investments since inception

»Directly manage all non securities related investments

»Approved Special Servicer (Fitch, S&P, Moody’s) to directly control loan workouts
for B Notes and first loss CMBS

»Experienced CDO collateral manager

§Proprietary technology platform

§Over $10 billion of workout experience (Victor Capital)

II - 8

INVESTMENT STRATEGY

·Risk Management Principles

§Create diversified portfolios

»Asset category, property type and geographic market

§Prudently employ leverage

»Enhance returns

»Increase the size and diversity of the portfolios

§Manage a matched book

»Control asset/liability mix (index & duration)

»Use derivative instruments to hedge interest rate exposure

§Maintain the liquidity necessary to hold and protect investments

Financial Information

CT High Grade

MezzanineSM

(0.0% owned)

(4.7% owned)

Capital Trust, Inc.

12/31/07

Assets   $3,211

Liabilities   $2,803

Equity $408

CT Investment

Management

Co., LLC (TRS)

(100% owned)

(Management Contracts)

III - 1

Net Interest Margin

Base and Incentive

Management Fees

FINANCIAL INFORMATION

($ millions)

(0.0% owned)

CT Large Loan

2006, Inc.

CT Mezzanine

Partners III, Inc.

Notes:

(1)Asset level pari passu participations with Capital Trust, Inc.

(2)Capital Trust, Inc.’s co-investment ($25 million) percentage is based upon total equity commitments of $314 million as of 12/31/07.

(1)

CTX Fund I,

L.P.

(0.01% owned)

(1)

CT Opportunity
Partners I, L.P.

(8.0% owned)

(2)

FINANCIAL INFORMATION

Assets

Cash

Loans

CMBS

Equity Investments

Total Return Swaps

Interest Rate Hedges (Swaps)

Other

Total Assets

Liabilities

Secured Debt

CDO Debt

Credit Facility

Junior Sub. Debentures

Participations Sold

Interest Rate Hedges (Swaps)

Other

Total Liabilities

Common Equity

12/31/07

$31,525

2,257,563

876,864

977

-

-

      44,553

$3,211,482

$911,857

1,192,299

75,000

128,875

408,351

18,686

      68,177

$2,803,245

$408,237

CMBS

Issues/Bonds:58/79

Face Value:    $916,410

Variable/Fixed:   19% / 81%

GAAP Yield:  7.35%

WAL:6.5 years

“Average” Rating: BB+

Equity Investments$Value

Fund III $923

CTOPI  (60)

Capitalized Costs         114

Total$977

Loans

# of Loans: 81

 Face: $2,266,184

 Variable/Fixed:  91% / 9%

GAAP Yield:   7.80%

WAL: 3.9 years

WALTV:  67%

NOI Yield:    10.0%

Notes:

(1)GAAP Yield multiplied by book balance equates to GAAP income for the asset.

(2)Appraised value.

(1)

(1)

Interest Rate Hedges (Swaps)

•$513 million notional

•Pay 4.98% and receive LIBOR

(2)

III - 2

III - 3

FINANCIAL INFORMATION

·Loan Portfolio Breakdown

Notes:

(1)Capital Trust loan portfolio as of 12/31/07.

III - 4

FINANCIAL INFORMATION

·CMBS Portfolio Breakdown

Notes:

(1)Capital Trust CMBS portfolio as of 12/31/07.

Assets

Cash

Loans

CMBS

Equity Investments

Total Return Swaps

Interest Rate Hedges (Swaps)

Other

Total Assets

Liabilities

Secured Debt

CDO Debt

Credit Facility

Junior Sub. Debentures

Participations Sold

Interest Rate Hedges (Swaps)

Other

Total Liabilities

Common Equity

12/31/07

$31,525

2,257,563

876,864

977

-

-

      44,553

$3,211,482

$911,857

1,192,299

75,000

128,875

408,351

18,686

      68,177

$2,803,245

$408,237

FINANCIAL INFORMATION

Notes:

(1)Includes in-the-money options as of 12/31/07

III - 5

Secured Debt

•$1.6 billion of committed credit facilities

•Multiple providers (Morgan Stanley, Goldman Sachs, Bear Stearns,
JPMorgan, Bank of America, Lehman Brothers, Citigroup)

•Coupon: LIBOR + 45 bps to LIBOR + 250 bps

•GAAP Cost of Funds: 5.80%

Collateralized Debt Obligations

•Investment grade CDO Notes sold

•Non-recourse, non-mark-to-market, term and index-matched

•CDO I & II: weighted average coupon of L+0.55%, all-in cost
L+0.88%

•CDO III & IV: cash cost 5.14%, all-in cost 5.26%

•GAAP Cost of Funds:5.36%

Common Equity

•17.8 million shares outstanding(1)

•Book value per share: $22.97

•16%owned by officers & directors

Trust Preferred Securities

•$129 million of trust preferred securities sold

•CT Preferred Trust I: 30 yr. term redeemable at par on or after April
2011 - all-in cost fixed at 7.45% to April 2016, L+2.65% thereafter

•CT Preferred Trust II: 30 yr. term redeemable at par on or after
April 2012 - all-in cost fixed at 7.14% to April 2017, L+2.25%
thereafter

•GAAP Cost of Funds:7.30%

Senior Unsecured Credit Facility

•$100 million revolving credit facility

•Cash cost: L+1.50%, all-in cost L+1.80%

CT Investment

Management

Co., LLC (TRS)

III - 6

FINANCIAL INFORMATION

·Investment Management

($ millions)

 »$1.2 billion of assets under management

CT Mezzanine

Partners III, Inc.

12/31/07

Assets $47

Liabilities $32

Equity $15

§Inv. period expired

§$1.2B of investments

§1.4% mgmt. fee per
annum

§20% of profits after 10%
pref. return and 100%
return of capital
(62.5%/37.5%, CT/Citi)

(CT: 4.7%)

CT Large Loan

2006, Inc.

12/31/07

Assets $323

Liabilities   $193
Equity   $130

§Currently investing

§$325MM of equity
commitments

§0.75% mgmt. fee per
annum on total assets at
1:1 leverage

(CT: 0.0%)

(1)

CT High Grade

MezzanineSM

12/31/07

Assets$305

Liabilities---

Equity    $305

(CT: 0.0%)

(Management Contracts)

(CT: 0.01%)

CTX Fund I,

L.P.

12/31/07

Assets$500

Liabilities ---

Equity $7

(2)

(1)

CT Opportunity,

Partners I, L.P.

12/31/07

Assets $69

Liabilities 69

Equity ---

(CT: 8.0%)

(3)

§Currently investing

§$314MM of equity
commitments

§1.64% mgmt. fee per
annum

§20% of profits after 9%
pref. return and 100%
return of capital

Notes:

(1)Asset level pari passu participations with Capital Trust, Inc.

(2)Represents the total notional cash exposure to CTX CDO I collateral.

(3)Capital Trust, Inc.’s co-investment ($25 million) percentage is based upon total equity commitments of $314 million as of 12/31/07.

Portfolio Net Interest Margin

Interest Income

Interest Expense

Net Interest Margin

Other Revenue

Management & Advisory Fees

Incentive Management Fees

Other

Subtotal

Other Expenses

G&A

D&A

Subtotal

Recovery/(Provision) for losses

Gain on Sale of Investments

Income/(Loss) from Equity Investments

Income Taxes

Net Income

Net Income per share (diluted)

Dividends per share

12/31/07

$62,463

  (42,369

   20,094

1,053

5,246

667

6,966

8,473

   360

8,833

(4,000

15,077

(1,067

    (402

$28,639

$1.62

$2.70

·Income Statement ($000s)

FINANCIAL INFORMATION

III - 7

3 Months Ended

)

12/31/07

$253,422

 (162,377

   91,045

3,499

6,208

1,706

11,413

29,956

1,810

31,766

-

15,077

(2,109

    (706

$84,366

$4.77

$5.10

12 Months Ended

)

)

)

)

)

)

FINANCIAL INFORMATION

III - 8

·Conclusion

§Best in class management team

§Fully aligned

»Internally managed

»Significant insider ownership

§Unparalleled track record

§Unique structure:

»Balance sheet investments - net interest margin

»Assets under management - base and incentive management fees

§Expandable platform:

»Other real estate strategies

»Specialty finance/structured products