Oh shoot, I meant to include my sort-of working org text. Not sending the image file, so you will I guess need to supply your own image in the corner  -- oh, and also the signature file! - but this is what I have. It sorta works OK and looks at least a little bit like the History Department letterhead. Which, I realize, is just a bunch of words written i nHelvetica with a picture of a beaver next to it. 

#+STARTUP: indent
#+LANGUAGE: en
#+OPTIONS: num:nil  toc:nil ':t
#+AUTHOR: Matt Price
#+EMAIL: Your Email Here
#+LATEX_HEADER: \usepackage[utf8]{inputenc}
#+LATEX_HEADER: \usepackage[T1]{fontenc}
#+LATEX_HEADER: \usepackage{graphicx}
#+LATEX_HEADER: \usepackage{float}
#+LATEX_HEADER: \usepackage{wrapfig}
#+LATEX_HEADER: \usepackage{rotating}
#+LATEX_HEADER: \usepackage[normalem]{ulem}
#+LATEX_HEADER: \usepackage{hyperref}
#+LATEX_HEADER: \usepackage{setspace}
#+LATEX_HEADER: \usepackage{libertine}
#+LATEX_HEADER: \usepackage[left=1.0in,right=1.0in]{geometry}
#+LATEX_HEADER: \setlength{\parskip}{1em}
#+LATEX_HEADER: \setlength{\parindent}{0pt}
#+LATEX_HEADER: \newenvironment{temphelvet}{\fontfamily{phv}\selectfont}{\par}

# Insert your graphic here-- getting the scale right can take some work
\begin{minipage}{0.14\textwidth}
\includegraphics[width=1.8cm]{./Pictures/1000020100000107000001CF636AB597708AB63A.png}
\end{minipage}
\begin{minipage}{0.86\textwidth}
\begin{temphelvet}
{\huge University of Toronto}   
\vspace{-2pt}
\hrule
\vspace{3pt}
\textbf{\textsc{dept. of history}}  \newline
{\small \textsc{ Rm. 2074 sidney smith, 100 st. george street}, TORONTO, ONTARIO  M5S 3G3  CANADA \newline
\textsc{Telephone 416-978-3363    Fax 416-978-4810} }
\end{temphelvet}
\end{minipage}
\hfill \today

[ Greeting Here ]

# I use setspace and onehalfspacing to control line spacing
\onehalfspacing

[ Insert Inflated Rhetoric About Here ]

Yours sincerely,\\

# Insert your sig here... ditto on scale.
\includegraphics[scale=1.0]{/home/matt/Pictures/my-sig-black.png}

\textbf{Your Name}\\
Illustrious Title\\
Second Illustrious Title\\
Etc.\\

* build :noexport:
  :PROPERTIES:
  :CUSTOM_ID: build
  :END:
  #+begin_src emacs-lisp
  (find-file (org-latex-export-to-pdf))
  #+end_src