Shoot Fast.
Deliver Faster.

Sideline streamlines the entire sports photography workflow:
Code replacements in seconds. AI captions, written for you. One-click FTP galleries.

Built for sports photographers on deadline, a better workflow awaits.

Sideline Captions App Interface

Your workflow shouldn't be this complicated.

Code replacements. Captions. Image delivery. Three critical pieces of every assignment—and until now, three separate headaches.

You know the drill: building code replacement files from rosters, writing captions under pressure, then scrambling to get everything delivered to clients on time.

It's tedious, time-consuming, and honestly? It pulls you away from what you do best.

Sideline fixes that. It generates code replacement files in seconds, writes AI-powered captions for you in newsroom-standard formats like AP and Getty, and delivers images instantly with one-click live FTP galleries.

One tool. One platform. Zero hassle. A better sports photography workflow.

How Sideline Works

Learn how Sideline's AI helps you caption sports photos faster—saving you time, stress, and late nights.

How Sideline Works

1. Set Your Watch Folder

Choose a folder to watch on your computer and Sideline will automatically caption new images as they're ingested.

Better Captions. Less Work.

From player recognition to publish-ready metadata, Sideline includes everything you need to streamline your sports photography workflow.

Save Time Every Game

Stop wasting time manually writing captions. Sideline watches your ingest folder and automatically generates professional captions in the background for every image as they're ingested.

Set It and Forget It

Configure once, then let Sideline handle the rest. Captions are written directly to your images' metadata, so they're ready when you import into your image editing software.

Deliver On Deadline

When every minute counts, Sideline ensures you never miss a deadline. Images are captioned in seconds, giving you more time to shoot, edit, and upload.

See How Much Time You Could Save

Sideline is 12x faster than manual captioning – reducing captioning time from 30 seconds per image to just ~2.5 seconds per image.
You'll save time every game and deliver results faster.

30 seconds/image
Manual Captioning
20 seconds/image
Code Replacements
~2.5 seconds/image
Sideline Captions Sideline Captions
"Sideline cut my postgame workflow from two hours to 20 minutes. I used to dread captioning, but now I just have Sideline do it for me. My clients think I hired an assistant."

Michael K.

Freelance Sports Photographer

Baseball Smart Player Identification Basketball Team Recognition Cross Country Roster Management Football Caption Generation Photo Filtering Lacrosse Associated Press Soccer Getty Images Softball Imagn Images Track & Field Automatic Captioning Volleyball Baseball FTP Mode Basketball RAW+ JPEG Support Cross Country Smart Player Identification Football Team Recognition Lacrosse Roster Management Soccer Caption Generation Softball Associated Press Track & Field Getty Images Volleyball Imagn Images Baseball Automatic Captioning Basketball Cross Country FTP Mode Football RAW+ JPEG Support Lacrosse Soccer Softball Track & Field Volleyball
Soccer Automatic Captioning Track & Field Basketball FTP Mode Volleyball RAW+ JPEG Support Cross Country Smart Player Identification Baseball Team Recognition Softball Roster Management Lacrosse Caption Generation Football Associated Press Soccer Getty Images Track & Field Imagn Images Basketball Automatic Captioning Volleyball Cross Country FTP Mode Baseball RAW+ JPEG Support Softball Smart Player Identification Lacrosse Team Recognition Football Roster Management Soccer Caption Generation Photo Filtering Track & Field Associated Press Basketball Getty Images Volleyball Imagn Images Cross Country Baseball Softball Lacrosse Football
Lacrosse Roster Management Soccer Photo Filtering RAW+ JPEG Support Smart Player Identification Team Recognition Caption Generation Track & Field Getty Images Softball Volleyball Imagn Images Associated Press Baseball Basketball

Less Work. Better Workflow.

From player recognition to publish-ready metadata, Sideline includes everything you need to streamline your sports photography workflow.

Multi-Sport Support

  • Auto Racing
  • Baseball
  • Basketball
  • Cross Country
  • Football
  • Hockey
  • Lacrosse
  • Soccer
  • Softball
  • Track and Field
  • Volleyball

Automatic Caption Generation

  • Auto-generates captions on import
  • Pulls names from code replacement files
  • Supports AP, Getty, Imagn, and more
  • Writes player names to IPTC keywords

Intelligent Player & Team Identification

  • Identifies teams by jersey color
  • Distinguishes offense and defense with duplicate numbers
  • Uses in-camera audio for added context

Smart Image & Metadata Processing

  • Overwrite or preserve existing captions
  • Works with RAW and JPEG files
  • Uses JPEG previews for fast processing—even with RAWs
Paid Feature

FTP Mode

  • Live FTP folder monitoring
  • Automatic download and captioning
  • Smart local edit preservation
  • Optimized for wireless gameday workflows

Caption Filtered Photos Only

  • Filter by color class, star rating, or tag
  • Caption only images that match your criteria
  • Combine filters for precise control
  • Prioritize tagged photos for faster workflow

Post-Captioning Actions

  • Automatically organize images after captioning
  • Update ratings or color classes after captioning

Compatible with TourBox

  • Keyboard shortcuts for every feature
  • Map keyboard shortcuts to TourBox buttons
  • Faster, more efficient captioning
Sideline Captions Roster Manager
Roster Manager

Every team. Ready to go.

Sideline keeps rosters organized for the teams you photograph most—so code replacement files are always just seconds away.

Included:

  • Create and manage teams, rosters, and players
  • Import rosters from CSV files
  • Import Photo Mechanic code replacement files

Paid Features:

  • Full access to Roster Manager
  • Browse and select teams from Sideline's database
  • 15,000+ teams and 200,000+ players in over 200 leagues
  • Import high school rosters from MaxPreps
  • Export code replacement files
Caption Review

Full control.
Zero backtracking.

Caption Review gives you full control to check, edit, and approve every caption—without jumping back into Photo Mechanic.

  • Review and edit AI-generated captions within Sideline
  • Correct player names using a smart dropdown
  • Double-click any caption to edit text or add detail
  • Preview captions before exporting images
Sideline Captions Caption Review
Sideline Live Gallery
Sideline Live Galleries – Coming Soon

Easy to send.
Hard to forget.

Go from camera to client in seconds with fast, secure galleries—no FTP server configuration needed.

  • Set up in under 60 seconds
  • No FTP servers to configure or maintain
  • Deliver images instantly to clients
  • Beautiful, password-protected galleries
  • Auto-updating galleries—no refresh needed
  • Built-in analytics and usage insights
  • 10GB storage included
  • Up to 1TB storage available for purchase
Joshua Chayer
"I used to use PicPortal to send images to clients, but then I found Sideline. Code replacements, captioning, and live galleries all in one app? I just canceled my PicPortal account. The value Sideline offers is insane."

— Joshua Chayer, Freelance Sports Photographer

Sideline for Windows – Coming Early 2026

Same Power.
Different Platform.

AI captioning, roster management, caption review, and automation—now native to Windows.

  • AI captioning in AP, Getty, and Imagn styles
  • Roster Manager to import and manage player rosters with ease
  • Caption Review to edit and approve before export
  • Local folder watching for automatic captioning
  • Multi-sport support across 9 popular sports
  • Photo filtering and post-captioning actions
  • FTP Mode for automatic remote captioning
  • Seamless Photo Mechanic integration
Sideline Windows App Screenshot

Easy to Love. Hard to Replace.

See why sports photographers of all levels are falling in love with Sideline.

Sideline is Perfect For:

Sports Photographers

Covering live events

Athletic Departments

Handling multiple sports

Wire Service Photographers

Who need to deliver on deadline

Any Sports Photographer

Who needs faster captioning

Pricing

One Subscription.
All of Sideline.

Start for free and choose the plan that works for you.

Free Trial

$0 Yep, Seriously.

Get 500 AI-generated captions for free.
No credit card required.

  • Intelligent AI captioning in all styles
  • Local folder watching
  • Filtering & post-captioning actions
  • Caption Review
  • Manual roster creation
  • Roster Manager
    15,000+ teams and 200,000+ players in over 200 leagues
  • Export rosters & matchups
  • FTP Mode
  • Sideline Live Photo Galleries
  • Unlimited Galleries
    Password-protected galleries
    Advanced analytics
    10GB of storage included
Available for Mac

Email me the download link

Sideline Captions

From $14.99 /month

Choose the plan that's right for you.

  • Intelligent AI captioning in all styles
  • Local folder watching
  • Filtering & post-captioning actions
  • Caption Review
  • Manual roster creation
  • Roster Manager
    15,000+ teams and 200,000+ players in over 200 leagues
  • Export rosters & matchups
  • FTP Mode
  • Sideline Live Sideline Live Photo Galleries
    Unlimited Galleries
    Password-protected galleries
    Advanced analytics
    10GB of storage included

Lifetime License

Prefer a one-time payment instead of a subscription? We've got you covered.

  • All Pro features included
  • One-time payment option, no subscriptions
  • Lifetime updates for free
  • Unlimited captions - just provide your own API key
  • Sideline Live Sideline Live Photo Galleries
  • Unlimited Galleries
    Password-protected galleries
    Advanced analytics
    10GB of storage included
$249

One-time payment

Buy a Lifetime License

Good Questions. Straight Answers.

Explore frequently asked questions about Sideline.
Can't find what you're looking for? Reach out.

Which caption styles can Sideline generate?

Sideline delivers newsroom-standard captions out of the box, including AP, Getty, and Imagn styles—so every frame is ready for the publications and wire services you work with most.

How does Sideline identify players in my photos?

Sideline connects to your code replacements text file, so it already knows the rosters of the teams you're shooting. As soon as new images land in your watch folder, it matches images against those names, understands the play, and writes professional captions automatically.

How fast does Sideline caption my images?

Sideline runs quietly in the background, captioning every image as it hits your ingest folder. Since Sideline uses JPG previews ~0.25MB in size (even with RAW files), the average image takes ~2.5 seconds to caption.

Will Sideline fit into my existing workflow?

Yes. Set Sideline to watch your ingest folder and it writes captions straight to every file’s metadata. Sideline writes captions to industry-standard IPTC metadata files, so it can be used with any editing software you already use.

Building Code Replacements files takes a long time. Can Sideline do it for me?

Yes. Sideline's Roster Manager can generate entire rosters from ESPN, MaxPreps, and NCAA Stats. Have multiple photographers? You can easily export rosters to to share with your team.

Does it handle multiple sports and teams?

Absolutely. Sideline understands eleven popular sports out of the box – with more coming soon – and you can feed it as many rosters as you need—perfect for athletic departments, freelancers, and wire shooters covering multiple teams.

How does Sideline's FTP mode work?

Sideline’s FTP mode watches a remote FTP server. When new images are added, Sideline downloads and captions them automatically, so when you come in from halftime, your images are ready to edit and publish.

Can I tweak the captions before I publish?

Of course. Captions are written directly to the IPTC metadata, so you can review or fine-tune them directly within Sideline, Photo Mechanic, Lightroom, or any editor you already use—Sideline simply does the heavy lifting for you.

What’s included in the free trial?

Sideline's free trial gives you 500 AI-generated captions – no credit card required. It’s the fastest way to see Sideline in action on a real assignment before upgrading to lifetime access. For a full list of features available in a free trial, see the pricing section.

Is Sideline Captions a subscription?

Yes, Sideline is subscription-based software. However, we do offer a lifetime license for $249 for those who prefer to buy the software once and own it forever.

What are the system requirements?

Sideline Captions requires macOS 14.0+. While it can work independently, it is designed to be used in conjunction with Photo Mechanic software for the best experience.

Is there a Windows version available?

Sideline is macOS only for now, but we are actively working on a version of Sideline for Windows. We hope to release it in early 2026.

Ready to deliver faster than ever?

Code Replacements. AI Captions. Live Galleries.

Join the pros using Sideline to streamline their workflow and deliver professional results in minutes.