Co-Founder & CEO @ Ruley, the E-Referee | Start Up Business Expert | Entrepreneur

After 25 years building successful companies I found myself at a crossroads. I had built companies that helped people and families. I was proud of that legacy, I knew it was time for a new chapter.

In my early 50s, I sold my third company just a year behind schedule from a personal goal I set at 34. 

During COVID, I had the space to explore ideas that truly energized me. I enrolled in a six-month coding bootcamp to learn Python and deepen my understanding of the technologies shaping our future.

Now I’m the Co-Founder of Ruley, an AI powered smart sports E-Referee API  designed to help federations, sports media and consumer brands gain fans, players and spectators by being the go to venues for sports rules and insights.

My personal mission is to fuse decades of my experience and strategic thinking with modern tech to bring people together through playing sports and watching sports.  By working with these existing sports entities we can grow sports and all the good that comes with them.

At the heart of my work is this belief: we all deserve unbiased, instant information, and we all deserve to enjoy life like we did as kids. 

These ideas aren’t mutually exclusive. With the right tools, we can help provide knowledge in unique ways and inject more joy into everyday life.

Explore Ruley and our API rollout (and more) for sports:
🌐 ruley.ai

📸 Instagram: @ruley_ereferee
🎥 YouTube: @ruleythee-referee
📘 Facebook: @ruleytheereferee

🎾 Just Ruley it!

Cassandra Toroian

Most people still think Ruley is “that sports rules app.”

And sure, that’s where we started.
Because the fastest way to prove accuracy is to
Put it in someone’s hand.

Let them test it.
Let them see it works.
Let them try to break it.

The app was never the endgame.
It was the demo. What we’re building now is
bigger. Much bigger.

APIs.
The quiet engine behind every great product.

That’s where Ruley belongs.
Because if you want to transform sports at scale,
you don’t build another app. You build the
system everyone else can plug into.

Sports apps.
Sports Websites,
Equipment manufacturers,
Sports Federations,
And so, so many more.

Emerging sports trying to standardize their rules.
Recreational programs that need consistency.
Even niche sports nobody’s ever heard of yet.
That’s where the impact lives.

We realized that if we wanted Ruley to actually
fix the rule-accuracy problem, we had to stop
thinking just about players first and start
thinking about the entire ecosystem.

So we pivoted. On purpose. With clarity.
Ruley IS designed and developed
to sit inside any sports related platform.

It’s an API designed to sit inside
any sports platform, anywhere.
Instant rule explanations.

Unbiased.
Consistent.
Sport-agnostic.

This solution grows fans, spectators
AND player knowledge.

This is how you cultivate the next generation of players and fans

We are becoming the rules sports engine infrastructure

We started small so we could prove we were right.
Now we’re expanding so every sport can benefit.

If your platform needs clarity, plug us in.
Fair play starts here.

We can't clean the ocean, but AI can.

Not someday.
Now.

The Ocean Cleanup uses AI-powered sensors
to spot where debris gathers..
Then directs cleanup vessels straight to it.

No wasted time.
No wasted effort.

It’s already happening off Florida’s coast,
Where every current brings back what we’ve
thrown away.

Bottles.
Bags.
Microplastics.

AI is doing what we should have done
tracking the damage,
and fixing it.

Not to make headlines.
To make progress.

Because real innovation isn’t about noise.
It’s about outcomes.

If AI can clean our oceans,
Imagine what it could clean up next
If we pointed it at the right problems.

The tech isn’t the challenge anymore.
The intention behind it is.

What ChatGPT gets wrong about sports rules.

Here’s a fun experiment.
Ask AI a niche tennis rule.
Wait for the confident wrong answer.

I tried it this week.

My question:
“I accidentally double hit in tennis. Do I lose a point?”

ChatGPT’s answer:
“No. Any double hit is an automatic point loss.”

Sounds firm.
Sounds correct.
And it’s completely wrong.

Here’s the real rule:
If the ball hits your racket twice in one
continuous motion, unintentionally,
It’s legal.

The only time it’s illegal is:
If the player intentionally hits the ball twice.

Unintentional double contact, which is what actually
happens in real rallies, is allowed.

This is straight from the ITF rules.
One tiny detail. Massive difference.
 
And this is the bigger issue with AI in sports:
It predicts common answers.
It doesn’t understand nuance.
It doesn’t know how players actually argue on court.
It doesn’t know the rules the way the sport requires.

Sports don’t run on “close enough.”
They run on precision.

And this is exactly why Ruley exists.
Not to replace humans. But to replace confusion.
Sports deserve better than “close enough.”

What would it feel like to play tennis If you were color-blind?

Would there be a struggle with depth perception? 
To follow a game where the lines
And the ball looks the same shade?

VR technology is now letting athletes experience
exactly that. Simulating visual impairments in real time.

It’s confronting.
Because once you’ve felt the limitations,
You start to question how the game is designed,
and who it truly includes.

That’s where technology can shift the conversation.
Not to replace sport, but to expose blind spots
in how we design it.

If AI or VR can help athletes, coaches, and officials
understand those perspectives,
It doesn’t just build better tech.
It builds better empathy.

And maybe that’s what the next era of sport looks like..
one built on awareness as much as performance.

Such a fun time on this podcast episode with Tracy Thomas and host Bryan Fetzer

Sports Personality - Inspire / Lead / Succeed

DO YOU LIKE PICKELBALL?
Got your attention?

Curated gear that actually makes your weekend run smoother? Yes, please. 👀
On Just A Cup, I sat down with Volleybird Athletic Lifestyle founders Cassandra Toroian and Tracy Thomas to talk building a sports-lifestyle brand (tennis, pickleball, padel, golf) and their sister venture Ruley, an AI “E-Referee” that ends the rules debates before they start.

We cover: founder lessons, product curation, community feedback, and turning rec play into a real movement.

Watch/subscribe on YouTube: https://lnkd.in/eHQE4X65
Listen on Bleav: https://lnkd.in/gPQKEy8j
Episode page: https://lnkd.in/eF7rqeHh

Learn more about Volleybird https://volleybird.shop/

#Volleybird #SportsTech #SubscriptionBox #Pickleball #Tennis #Padel #Golf #WomenFounders #JustACup #Bleav

Here’s what I heard this morning when I listened to the snow fall.

This song went through my mind. 

Because I know in two days a company I co-founded called Volleybird Athletic Lifestyle is launching a product here in the U.S. that will be game changing.

For the sports of #tennis and #padel.

So to me it feels like a combination of Christmas Eve and this song. 

The future is so bright I gotta wear shades.

If you’re in the #sports #tennis or #padel industries and want to get our announcement DM 💬me your email address and we’ll add you to the list.🔥

Open video: Timbuk 3 - The Future's So Bright I Gotta Wear Shades Lyrics on youtu.be

Timbuk 3 - The Future's So Bright I Gotta Wear Shades Lyrics

If it hits the kitchen line it’s out… right? Or is it in?



That’s always a big controversy,
especially in college pickleball.

But Brooke and Ava from
University of Miami use
Ruley, the E-Referee
So they don’t worry!

And when Brooke’s parents play,
it stops those classic “I know best”
moments that cause family feuds.

Rules made simple with our
proprietary API, so your players
can play on and enjoy the game.

#JustRuleyIt

Thanksgiving football isn’t just a warm living-room ritual. It’s a tradition steeped in real history and it teaches us something about the power of rules, legacy, and how things become meaningful over time.

Here’s the origin story:

The first college football game on Thanksgiving was in 1876, when Yale beat Princeton, 2‑0, in Hoboken.

By the 1880s, that annual matchup had become a major social event, with thousands of fans gathering in New York City.

But the modern NFL Thanksgiving tradition really took off in 1934, when the Detroit Lions hosted the Chicago Bears in a nationally broadcast game.

That wasn’t just a game, it was a masterstroke of promotion. The Lions’ owner used his radio connections to make Thanksgiving football a national spectacle.
 

Why does this matter, especially if you care about more than just touchdowns?
 
1. Tradition is not born, it’s built. What started as a college holiday game became a cornerstone of professional football through deliberate vision, not accident.

2. Legacy amplifies value. The Lions’ Thanksgiving move wasn’t just about selling tickets, it was about building identity and a long-term franchise reputation.

3. Clarity of rules matters. Football may feel chaotic, but traditions like these survive because there is a shared understanding, and respect, for how the game works. That very principle is why technology that clarifies rules (in sport or business) can be so powerful.
 
As someone who builds in the space of sports clarity, I find this intersection, history, tradition, and precision, endlessly inspiring.

What part of Thanksgiving + football tradition is most meaningful to you?


#Thanksgiving  #NFL  #Tradition  #SportsHistory  #Leadership

My recent trip to the airport was shocking.

Apparently there is a trend where some people purposefully dress inappropriately when air travelling,

Why?

From what I surmise it’s because they want to actually cause a problem or create a scene in the hopes maybe the get kicked off a plane.  

Then they can file a lawsuit. And maybe the airline writes a check!

This seems to be another example of how society has degraded.  

It’s not ok. 

Particularly since the intent behind this choice to wear an outfit that borders on socially unacceptable is to MAKE havoc.

This has to stop. 

But how does it stop when clearly so many aren’t getting taught some basic social norms?

Fortunately we have an administration that has some cajones and recognizes that some helpful hints in civility may have to be part of their job.

They put out a statement encouraging people to dress appropriately for air travelling and not show up at the airport in night clothes.

It causes disruption. It causes delays. It causes rage inside planes and people get kicked off.

We used to be a society where people would tell their neighbor or friend they looked funny, remind them to take off their cap when they go to a restaurant.

This is just yet another example of the degradation of rules in society - rules that are mean to help keep some basic order. Tradition perhaps. But also it just works.

Sad that the government has to give this basic advice. 

If you don’t like that, then please, feel free to be a good neighbor or friend and start gently point out things that you see.

Do it in a nice way. 

Do it in a helpful way.

But do it.

We all have to be part of re-elevating civility in our society again.

Do you agree?

Someone asked where I learned to be resilient.



Resilience doesn’t just happen.
It’s trained through experience.

Was it through sports? Or from
growing up as an only child?
For me it was both.

When you playing solo sports
you learn early that no one’s
coming to rescue you.

→ You problem-solve.
→ You stay resourceful.
→ You make things work.

Sports simply reinforced it.

In tennis or golf, there’s no one
to hand off the pressure to.
It’s just you, your decisions, and
how you respond to setbacks.

That mindset stayed with me for life.
Through building and selling several
companies, and now through building
something completely new.

I’ve learned resilience isn’t about
pushing harder. It’s about adapting.
Seeing patterns, solving problems,
and moving forward even when the
rulebook hasn’t been written yet.

There’s a strong link to resilience
and innovation, they’re two sides
of the same coin.

Right now, as I always have been,
I’m learning the rules and then
redefining how they’re played.

What about you?

Do you see yourself as resilient?

The future of sports tech isn’t standalone. It’s integrated.


For years, the sports technology world
has been driven by the same playbook:

→ build another app,
→ build another platform,
→ build another way for fans to “engage.”

But innovation has never meant
building something completely new.
It means taking what already exists,
and improving on it in a way that people
think “why hasn’t this always existed?”

Look at Airbnb. They didn’t invent hotels.
They invented a way for people to earn
money from renting out their own space.

Look at Uber. They didn’t invent taxis.
They invented a way for people to get a
taxi really conveniently, from anywhere.

Look at Ruley, the E-Referee. We didn’t
invent another tech product competing
for attention. We created Ruley as the
connective tissue that strengthens
the entire ecosystem of sports itself.

Our proprietary API integrates directly
into existing tech, apps and systems,
making it easy for organizations, fans,
and players to understand in real time.

Just like Uber integrating with your cell
and Airbnb integrating with your home,
the future of sports tech is integration.

When people understand the rules,
they’re connected, confident, and loyal.

→ For our partners, that means higher trust.
→ For their users, it means a better experience.
→ For the industry, it means progress that scales.

Ruley’s mission was never about
being the next big sports app.

It’s about being the trusted layer
of intelligence powering fairness
and understanding across sport.

That’s what real integration looks
like, and why the future of sports
technology will be built together.

Do you agree?

Or are we better off with 100’s
of independent systems?

Score Hoops 3 on 3 Basketball

Led and managed all aspects of the sports program, overseeing multiple sports teams, facilities, and budgets.

Developed and implemented comprehensive sports programs that emphasized skill development, teamwork,
sportsmanship, and character growth.

Developed and maintained brand strategies ensuring brand consistency amongst all marketing channels.

Spearheaded the creation and execution of integrated marketing campaigns that effectively generated leads
and registrations. 

Manage social media accounts, including content creation, scheduling, and engagement, resulting in an
increase in followers and improved brand awareness.

Utilized market research and customer insights to define target audience and boost program participants.

Organized and executed athletic events, including tournaments, matches, and games, while ensuring the
safety and well-being of all participants.

Implemented data-driven strategies to evaluate program effectiveness and made adjustments to improve
program performance and overall experience.

Fostered relationships with local communities, businesses, and organizations to secure sponsorships and
funding for program initiatives.

Co-Founder/Director

10XLAW

Created and executed engaging social media campaigns for the firm, driving over 500 leads through targeted Facebook and Instagram ads.

Collaborated with attorneys and external partners to create a mix of educational, entertaining, and visually appealing content.

Increased firm’s Instagram following by 75% within three months by utilizing strategic growth techniques.

Managed content scheduling and production, ensuring timely posts aligned with the firm's goals and brand voice.

Social Media Marketing Manager

AK3 Marketing

Marketing Consultant

Cheetah Digital

Developed and executed data-driven marketing campaigns to drive customer engagement and achieve
business goals.

Utilized Cheetah Digital's tools to create, deploy, and manage email, SMS, push notifications, and other digital
campaigns.

Segmented and targeted audiences based on customer data and behavioral insights to personalize campaign messaging.

Collaborated with design and content teams to create compelling visuals and messaging that align with
campaign objectives.

Monitored campaign performance, analyzed metrics, and provided actionable insights to improve future
campaigns.

A/B test campaign elements to optimize performance, including subject lines, CTAs, and content layouts.

Coordinated with clients or internal stakeholders to gather campaign requirements and provide timely
updates on progress.

Troubleshoot technical issues and provide solutions to ensure smooth campaign execution.

Stayed up to date with industry trends and best practices to enhance campaign effectiveness.

Marketing Project Manager

TapClassifieds

Developed and implemented end-to-end digital marketing campaigns, including paid search, display
advertising, social media, and email marketing.

Utilized analytics tools to track campaign performance, assess key metrics, and provide actionable insights to
improve results.

Conducted market research and competitor analysis to identify trends, opportunities, and areas for
differentiation.

Collaborated with creative teams to develop compelling ad creatives, copy, and visuals that resonate with
target audiences.

Managed campaign budgets, ensuring efficient allocation of resources to maximize ROI.

Monitored campaign progress, identified bottlenecks, and implemented necessary adjustments to meet
campaign goals.

Worked closely with clients to understand their goals and objectives and provided regular updates on
campaign performance.

Stayed updated on industry best practices, emerging trends, and new technologies to continuously enhance
campaign strategies.

Utilized A/B testing and other optimization techniques to improve campaign performance and conversion
rates.

Maintained strong relationships with advertising platforms, vendors, and partners to leverage new
opportunities.

Digital Marketing Manager

The Screaming O

Managed social media accounts, including content creation, scheduling, and engagement, resulting in an increase in followers and improved brand awareness.

Developed and executed email marketing campaigns improving open rates, and driving sales.

Collaborated with graphics team to create video and media content.

Collaborated with the sales team to develop sales materials, including presentations and brochures to support the sales process.

Researched brands and influencers for collaborations, and maintained media contact lists.

Coordinated trade shows and industry events, including logistics, booth setup, and collateral production.

Conducted market research and competitor analysis to identify trends and opportunities.

Monitored and analyzed key marketing metrics, such as website traffic, email open rates, and campaign ROI, to optimize marketing efforts and improve overall performance.

Marketing Coordinator

Churchill Management Group

Gathered and analyzed financial data for monthly market reports.

Conducted market research and analyzed consumer behavior to identify market trends and potential opportunities.
 
Wrote and edited e-mail news releases to clients and brokers.
 
Coordinated the collection of performance data for client service meetings.
 
Designed PowerPoint presentations and other promotional material.
 
Maintained company website and social media outlets with news updates.

Trained employees on the use of marketing databases.

Marketing Assistant

Sports Marketing Professional

As an experienced marketing communications professional, I have developed a keen understanding of the ever-evolving landscape of marketing. With a passion for creativity and a drive for results, I have successfully developed and executed strategic marketing campaigns that have driven growth and increased brand awareness for businesses in various industries.

Throughout my career, I have honed my skills in sports marketing, digital marketing and brand management. I have a proven track record of identifying new opportunities and developing creative solutions to meet business objectives. Additionally, I have extensive experience in managing cross-functional teams and collaborating with key stakeholders to ensure successful project outcomes.

My ability to stay ahead of the curve in the marketing world is rooted in my commitment to ongoing learning and professional development. I am constantly seeking out new strategies and technologies to enhance my skill set.

If you are seeking a results-driven marketing professional with a strong track record of success, I invite you to connect with me to learn more about how I can contribute to your team's growth and success.

taplio

The Battle

Cassandra Toroian

Jarryd Dent, MBA

Followers

Posts

Engagements

Likes

Performance ScoreCassandra Toroian's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Cassandra Toroian

Jarryd Dent, MBA

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Cassandra Toroian's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreCassandra Toroian's LinkedIn Performance