About TriPossibilities

Gulf Breeze, FL - TriPossibilities, LLC launched in 2015 as a local-based multisport coaching company with a team of accredited, knowledgeable, and experienced coaches.

The team age range is wide, from 10 years old to nearly 70.

The coaching systems employed by the coaches of TriPosse have proven results.  You will not hear a true TriPosse athlete complain about being unprepared.

The TriPosse culture has grown to be a family that supports all levels of triathletes and single sport athletes. Their motto is #FinishStrong.  The team is also highly regarded in the local community for their dedication, commitment, hard work, and humor.

They are not just a group for elite athletes.  Since 2015 the team had over 600 race finishes - from 5Ks to Ultras; from super sprint triathlons to multiple IRONMANS, endurance MTB and Gravel events, Marathon Swims, you name it they’ve done it! 

The coaches bring a wide range of credentials in coaching as well as racing.  Qualifications include USA Triathlon Level I, USA Cycling Level III, US Masters Swimming Level I & II and IRONMAN Certified Coach, along with bike fitting and minor bike repairs.  Collectively the coaches have extensive personal racing experience and success up through IRONMAN.

The primary objective at TriPossibilities is to employ the personal touch and develop lasting relationships with athletes as people.

All told, this team is on fire. They get the job done and reap what they sow.  Inquire about how to be a coached athlete or team member and you, too can find out where your true potential lies.

For more information on coaching, camps, clinics, and events, email us at


Coach Helen Cain


USA Triathlon Level I Certified Coach, and a US Masters Level I & II Certified Coach


Coach Helen is a Pensacola native and has been an endurance athlete all her life -- because when your dad is a runner and your mom is a swimmer -- you do both! 

She grew up spending mornings at running club, evenings at swim practice, and weekends at swim meets and running races.  She started competing in AAU at the age of 5 and later US Swimming thru high school, reaching state all 4 years, then swam collegiately for 2 years at Florida Atlantic University.  She ran road races starting in elementary school and continues now - her favorite local race is the Fiesta 10K.  So when SRITRI started on Pensacola Beach, it only seemed natural for Helen to join the fun.  She either raced or worked swim support for numerous years. 

In 2012, Helen bit the bullet and finally decided to purchase a 'real' bike and actually ride it before racing at SRITRI that October, and officially fell in love with the sport of triathlon. Since then she has turned to triathlons as a way to remain competitive and healthy.  She has a very active preschooler plus two other boys, who are also swimmers, runners, and budding cyclists.  Family is immensely important to her along with maintaining a healthy balance of life and sport.  She trains and races when she can and has aspirations of doing an Ironman when the time is right and she can reasonably fit the training into her busy schedule.

Known to her friends and family as Mama Bear, she is a fierce competitor but always has a smile on her face.  Racing is her happy place.

As a USA Triathlon Level I Certified Coach and US Masters Level I & II Certified Coach, Helen aims to pass on her love of swimming and triathlons to her athletes.  She was a Red Cross lifeguard and swim coach/instructor for many years and has quickly revived her passion for swim instruction by incorporating it into her coaching. 

Helen's coaching repertoire is with running 5k's to marathon, open-water & pool swimming, nutritional programming, duathlons and short and long course triathlon coaching. Her expertise is in swimming - perfecting stroke techniques, creative workouts & easing athlete fears of open water.

Racing Career:

21:43 5k PR

45:17 10k PR                                      

1:10:32 15k PR

1:42:48 13.1 PR                                        

3:51 26.2 PR BQ

5:52 50k PR

BOSTON Finisher

South East USAT Regional Champion

USAT National Qualifier 2014-15

7 time Half IRONMAN Distance Finisher (PR 5:21) including 1st AG Gulf Coast Half 2015

IRONMAN Silver All World Athlete 2017, 2018

USAT All-American

AG/Masters awards in Regional Races:

OA Masters Female at Gary McAdams 5k 2015

1st OA Female Rat Race 5k 2015                                                                                                 OA Masters Female Alabama Coastal Tri 2015   

1st AG/2nd OA Female In Hot Pursuit 5k 2014  

1st AG Hooked On Swimming 1 mile Swim 2011, 2012, 2014


OA Masters at Santa Rosa Island Tr 2018

1st OA Female at McAdams 5k 2017

BOSTON Finisher 2017

1st AG SE Regional Champ at Chattanoga Waterfront Tri 2016

Masters at Pensacola Beach Tri 2016

1st AG Gulf Coast Half- Ironman 2015



Coach Dom Risola

USA Triathlon Level I Certified Coach, IRONMAN Certified Coach, and a USA Cycling Level III Certified Coach





Based in Gulf Breeze, Florida but coaching throughout the Southeast region is Coach Domenick who is a former Middle and High School teacher, with a Masters degree in Education.  He is a USA Triathlon Level I Certified Coach, IRONMAN Certified Coach, and a USA Cycling Level III Certified Coach. He lives and breathes family, endurance training, weight loss, functional strength and racing.

Coaching is only a part of Dom's community involvement in the endurance sport arena.  He is a former board member of TriGulfCoast, Vice President of West Florida Wheelmen, and part of the Steering Committee for designating the City of Pensacola as an official 'bike-friendly' city.  He can be seen on any given summer Sunday assisting athletes of all abilities with their bike seats and lost gear searches.

Dom's wife Keena and their two children are also runners and triathletes. Dom is a multiple time Ironman finisher and can be seen competing in the age group field on any given weekend. He has raced throughout the Southeast earning nicknames such as “Hulk”,  "Animal", or “Dominator".  Dom is a master motivator and strong supporter of youth and adult athletics, and he's loud and proud about life.  All of his Ironman racers have finished with smiles.

Dom takes great pride in mentoring and coaching youth triathletes, coaching a wide range of athletes, and representing his team. His coaching expertise ranges from running 5k's to marathon, power based training, nutritional programming, endurance mountain biking, off-road triathlons, various cycling events, duathlons and short and long course triathlon coaching.

If you don’t believe this hardcore Ironman was once a certified couch potato check out his photos! He was formerly obese (285 lbs) but through hard work & dedication got down to 178 thru endurance training.

Racing Career:

5:12 1 mile PR  

20:02 5k PR                                 

43:11 10k PR

1:05:48 15k PR

1:36:43 13.1 PR                                     

3:18 26.2 PR BQ

 5:37 50K PR

BOSTON Finisher

11:01 IRONMAN PR  

Three Time Belt Buckle Leadville                              

USAT Off Road National Qualifier 2014-15

USAT National Qualifier 2012-15

IRONMAN Silver All World Athlete 2015, 2017, 2018

2 Time IRONMAN Finisher

7 time Half IRONMAN Finisher (PR 4:42) including 5th AG Gulf Coast Half 2015

Clydesdale titles at regional races (Grandman, Alabama Coastal) prior to Age Group (AG) shift in 2013

AG/Masters Award Highlights:

3rd Cat 5 Masters Battle of the Equestrian Cross Cycling Race 2016

2nd OA Footprints 5k 2015

3rd OA Rat Race 5k 2015  

2nd Cat 5 Time Trial Pensacola Cycling Classic 2014 

BOSTON Finisher 2018

3 Buckles Earned at Leadville 2018,2017,2016 

2nd OA (chicked) Chattanooga Waterfront AquaBike 2018

OA Masters Muletman 2017                                

OA Masters, 4th OA Tri the Island Triathlon 2016