Join the Competition

SaaS March Madness 2025: Winner-take-all

70 SaaS brands go head-to-head. You decide who takes the title. Vote now and follow the madness!

Vote on LinkedIn View the scouting report

How It Works

Get a quick breakdown of all the madness!

SaaS Brands Start in a Respective Category

1️⃣ Teams start in their respective categories (Best Homepage, Best Pricing Page, etc.)

There are 14 categories—5 brands compete in each category.
Winners move forward based on LinkedIn votes.
Top 2 brands advance to the next round
The two next brands with the highest votes make it to complete the 32 team bracket.

2️⃣ The Final 32 Move into Head-to-Head (H2H) Matchups

Like the infamous college basketball tournament, brands are seeded into a single-elimination bracket
Winners move forward based on LinkedIn votes.

3️⃣ Top 2 Face Off for the Championship!

The final 2 brands battle for the title of the Best B2B SaaS Website
Grand prize winner is announced!

Follow the Tournament Results Here

Want to know who's winning and who's losing? We'll update this page with the latest matchup results once the 32-team bracket is set. The bracket will be refreshed after each round!

Rally Your Team to Boost Your Chances of Being Crowned 2025 Champion

If your brand is in the tournament, then it's time to start spreading the word! First, you need to make sure to get out of the group stage. Some tips to activate your community:

✅ Share and tag employees & your community on LinkedIn to rally support.

✅ Share your matchup on LinkedIn and Instagram stories to maximize visibility.
✅ Encourage engagement—every comment, share, and tag from your team counts as a spirit bonus (an extra vote for that round)!

Inside Scoop

Who’s the real contender?

The 70 brands in the tournament are featured in our ‘Best B2B SaaS Websites’ report, chosen based on web design, UX, and innovation. Get the exclusive scouting report on all 70 SaaS teams now!

Download the scouting report

Big Wins on the Line! Play, Vote and Win

Not only do you decide the Best B2B SaaS Website, but every vote gets you closer to an epic prize. The deeper we go, the bigger the rewards.

Vote on LinkedIn

Every matchup you vote on for that round, counts as an entry.

Engage for Bonus Entries

Get bonus votes by sharing, commenting, and following our IG account.

Watch for Announcements

We will draw a winner after every round; stay alert for each announcement!

Prizes

The Prizes You’re Playing For

Compete. Vote. Win. It’s that simple. Every LinkedIn vote gets you one step closer to these prizes—check out what’s up for grabs!

Who can win?

Anyone who votes is entered into the raffle for a $25 DoorDash gift card.

Who can win?

Anyone who votes is entered into a raffle to win a $50 Visa gift card and a personalized Webstacks swag box.

Who can win?

Only voters from the remaining teams are eligible to enter the raffle to win a $100 custom gift box from Fountain Gifts.

Who can win?

Only voters from the remaining teams are eligible for the raffle to win a Logitech Keyboard.

Who can win?

Only voters from the winning team are eligible to enter the raffle to win a pair of Beats Solo 4 Headphones and a personalized Webstacks Swag Box.

FAQs

Here’s everything you need to know about SaaS March Madness!

How do I vote?

Voting happens on LinkedIn! Each matchup has a LinkedIn poll—just cast your vote for your favorite SaaS brand.

How are the winners decided?

The brand with the most votes on LinkedIn moves forward. We also factor in Instagram engagement for bonus votes! Ties are broken by total engagement—comments & shares count toward a “spirit bonus” for the competing brands!

How do I enter the raffle?

Every vote on LinkedIn automatically enters you into that round’s raffle. Bonus entries come from commenting, sharing, and following Webstacks on Instagram!

When will the winners be announced?

Matchup winners are announced after voting ends for each round. Raffle winners are revealed after each prize draw!

Who can participate in voting?

Anyone! Whether you work at a SaaS company or just love great web design, your vote helps decide the Best B2B SaaS Website!

Can I vote more than once?

Each LinkedIn poll allows one vote per user per matchup.
However, you can vote across multiple matchups in a round—so don’t just pick one winner, vote in all of them!
Your engagement (commenting, sharing, tagging) also helps add weight to your favorite brand’s total votes.

What is a "spirit bonus" and how does it work?

How it works: If a matchup is close, we’ll check for total engagement (comments, shares, and team participation).
If one brand clearly rallies more engagement, we apply a small bonus to their total votes—just enough to break a tie.
The Spirit Bonus prevents passive voting and encourages companies to build real hype.
Example: If Brand A vs. Brand B is tied at 50-50, but Calendly has 30 employees engaging in the comments, they might receive a small push forward.

When will the B2B SaaS champion be crowned?

📌 Here’s the full tournament schedule:

March 18-24: Group Stage (14 categories, 5 brands each)
March 26-27: Head-to-Head Bracket (Top 32)
March 30-31: Sweet 16
April 1-2: Elite 8
April 3-4: Final 4 → Championship
April 6-9: Winner Crowned! 🎉