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• iTerm2 version: Build 3.4.3
• OS version: 11.1 (20C69) x64
• Attach com.googlecode.iterm2.plist here (drag-drop from finder into this window)
• Attach a debug log, if possible. Instructions at https://iterm2.com/debuglog
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PLEASE ATTACH YOUR PLIST FILE FOR BUG REPORTS! Seriously! I'll probably ask you for it if you don’t.

Detailed steps to reproduce the problem:

1. Get image with transparent background
2. Use imgcat with it and pipe it into a text file
3. Delete the trailing newline from the file
4. cat image.txt inside right prompt (and also set proper width for zsh)

What happened:

background before and after image will be the correct one but background behind image will be the default one

What should have happened:

background behind image should be the same as before/after

The interesting part of my prompt setup (a modified version of agnoster):

prompt_segment() {
	local bg fg
	[[ -n $1 ]] && bg="%K{$1}" || bg="%k"
	[[ -n $2 ]] && fg="%F{$2}" || fg="%f"
	if [[ $THEME_SIDE == "left" ]]; then
		if [[ $THEME_BG == '' ]]; then
			echo -n "%{$bg%}%{$fg%} "
		elif [[ $1 != $THEME_BG ]]; then
			echo -n " %{$bg%F{$THEME_BG}%}$THEME_LEFT_SEGMENT_SEPARATOR%{$fg%} "
		else
			echo -n "%{$bg%}%{$fg%} $THEME_LEFT_SEGMENT_SAME_COLOR_SEPARATOR "
		fi
	else
		if [[ $1 != $THEME_BG ]]; then
			echo -n " %F{$1}$THEME_RIGHT_SEGMENT_SEPARATOR%{$bg%F{$THEME_BG}%}%{$fg%} "
		else
			echo -n "%{$bg%}%{$fg%} $THEME_RIGHT_SEGMENT_SAME_COLOR_SEPARATOR "
		fi
	fi
	THEME_BG=$1
	THEME_FG=$2
	[[ -n $3 ]] && echo -n $3
}
prompt_right_end() {
	if [[ -n $THEME_BG ]]; then
		echo -n " %{%k%F{$THEME_BG}%}"
	else
		echo -n "%{%k%}"
	fi
	echo -n "%{%f%}"
	theme_reset_colors
}
prompt_env_icons() {
	local s=' '
	local icons=""
	if ()(($#)) *.xcodeproj(NY1) || ()(($#)) *.xcworkspace(NY1); then
		local icon_xcode="%F{black}\ue20f "
		icons+="$icon_xcode"
	fi
	if [[ -a "$PWD/Package.swift" ]]; then
		local icon_swift="%{$(cat $THEME_DIR/swift.logo.txt)%2G%}"
		icons+="$icon_swift"
	fi
	if [[ -a "$PWD/Gemfile" ]]; then
		local icon_ruby="%F{red}\uf219 "
		icons+="$icon_ruby"
	fi
	if [[ -a "$PWD/Pipfile" ]] || ()(($#)) *requirements.txt(NY1); then
		local icon_python="\U1F40D "
		icons+="$icon_python"
	fi
	if [[ -a "$PWD/package.json" ]]; then
		local icon_node="%F{34}\uE617 "
		icons+="$icon_node"
	fi
	if [[ "$icons" != "" ]]; then
		prompt_segment white black "$icons"
	fi
}
THEME_RIGHT_PROMPT="prompt_env_icons prompt_core_version"
theme_build_right_prompt() {
	THEME_SIDE="right"
	setopt shwordsplit
	for segment in $THEME_RIGHT_PROMPT; do
		unsetopt shwordsplit
		$segment
	done
	prompt_right_end
}

RPROMPT='%{%f%b%k%}$(theme_build_right_prompt)'

Image and generated text:

swift.logo.txt

Result: