User picture and name in user menu
One method of doing this is to override theme_menu_link() in your template.php file. Specifically, we will be looking for the "My account" link and changing that the text to the username and adding the image.

Add the following to your template.php in your Omega subtheme:

function OMEGASUBTHEME_menu_link(array $variables) {
  global $user;
  $element = $variables['element'];
  $sub_menu = '';

  if ($element['#below']) {
    $sub_menu = drupal_render($element['#below']);
  }
  $title = '';
  // Check if the user is logged in, that you are in the correct menu,
  // and that you have the right menu item
  if ($user-&gt;uid != 0 &amp;&amp; $element['#theme'] == 'menu_link__user_menu' &amp;&amp; $element['#title'] == t('My account')) {
    $element['#title'] = $user-&gt;name;
    // Add 'html' = TRUE to the link options
    $element['#localized_options']['html'] = TRUE;
    // Load the user picture file information; Unnecessary if you use theme_user_picture()
    $fid = $user-&gt;picture;
    $file = file_load($fid);
    // I found it necessary to use theme_image_style() instead of theme_user_picture()
    // because I didn't want any extra html, just the image.
    $title = theme('image_style', array('style_name' =&gt; 'thumbnail', 'path' =&gt; $file-&gt;uri, 'alt' =&gt; $element['#title'], 'title' =&gt; $element['#title'])) . $element['#title'];
  } else {
    $title = $element['#title'];
  }
  $output = l($title, $element['#href'], $element['#localized_options']);
  return '&lt;li' . drupal_attributes($element['#attributes']) . '&gt;' . $output . $sub_menu . "&lt;/li&gt;\n";
}


This produces the following html for the menu item in question (my thumbnail image style is set to scale and crop 28 x 28):

&lt;li class="first last expanded"&gt;&lt;a href="/user" title=""&gt;&lt;img typeof="foaf:Image" src="path/to/image" width="28" height="28" alt="username" title="username"&gt;username&lt;/a&gt;&lt;/li&gt;


The rest is just css and possibly javascript.