Tag Archive for: CEO Mindset


If you are looking for a trustworthy lawyer to help you with a will, trust, or estate planning, Jessica Lynn Silva, CEO of Law Office of Jessica Lynn Law, can help you with this process. Serving the entire state of Florida, Jessica and her team strive to assist clients in a way that exceeds expectations. They provide wisdom and guidance in estate planning strategies and being your advocate in probating the estate of a loved one who has passed away.  

Jessica first began her legal career as a paralegal with Brock and Scott, PLLC, over twenty years ago.  Before opening her law firm, she garnered legal experience through her previous roles as an Estate Planning and Probate Associate Attorney with a local law firm, several years as Judicial Assistant to a Brevard County Judge of the 18th Judicial Circuit, and as a Civil Litigation Paralegal, Real Estate Paralegal, Certified Notary Signing Agent, Real Estate Agent, Florida Mortgage Loan Originator, Real Estate Investor, and Property Manager.  In addition to practicing law, Jessica is also a Florida Supreme Court Certified County Civil Mediator, mediating County Civil, Circuit Civil (including Probate), and Family Law cases.

Jessica was born in Fort Walton Beach, Florida. However, she grew up traveling the United States and overseas as the daughter of a military family. She then married the United States Air Force Officer from Hawaii and traveled to the United States again, this time as a military wife. Jessica had resided in Viera, Florida with her husband and three children (two boys and a girl) since 2011 when they arrived via military assignment and ended up choosing to retire (from the military) there.

Jessica heard about our CEO Mindset™ course through one of our partners FAVOB (Florida Association of Veteran-Owned Businesses). She and her husband took the class together to strategize and focus on the niche of both their businesses and get guidance to set goals and learn what their strengths and weaknesses were implementing processes. One of Jessica’s highlights was learning the value of her worth and time per hour and translating that into gaining confidence bringing in new employees in her business. Even though she had an extensive background, getting the mentorship to broaden her mindset was invaluable.  Since taking the course, Jessica has opened a second location and is currently preparing to open her THIRD location in Tampa. What an amazing accomplishment! 

Jessica enjoys volunteering at her church and within the community.  She also enjoys quality time with her family and friends, kayaking, boating, listening to podcasts, interior decorating, reading, modeling, and being a voiceover artist.

“I feel so privileged to serve clients and their families in the community that I love. I look forward to meeting and helping more individuals and families soon.”

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Are you dreaming of the perfect getaway? We are all having cabin fever these days. Monica Iannacone, CEO of Weekend Navigators, has the perfect solution. Her company helps couples plan memorable destination weddings and honeymoons using their travel expertise to plan every detail. They have traveled to 27 countries and can help create an unforgettable wedding or honeymoon experience. They travel to the resorts and build relationships that ensure every vacation is memorable, making travel stress-free.  

Have you already tied the knotNo worries, Monica has plenty of available destinations if you want to book your next unforgettable getaway. Travel to an oasislike The Caribbean, explore Australia’s outback, or take a safari ride in Africa. Wherever the wind takes you, Weekend Navigators can help you plan from start to finish.  

With over 35 years of travel and planning experience in the military and life-long experience traveling and living around the world, Monica met her husband, Michael (an active-duty Marine) on an airplane when flying to mobilize for a year in the Navy Reserves. After they both deployed and traveled to over 20 countries in a year, they had a destination wedding in Rome, Italy. She is a Navy Veteran, Reserve Officer, and a Marine Corps spouse. She has lived in Italy and Spain and spent her life traveling for the military and for fun vacations worldwide, which explains why she loves sharing her love of travel and exploring! 

Monica and her husband started Weekend Navigators while they were both living overseas and planning their destination wedding. They started in late 2018 and helped couples plan destination weddings and honeymoons by using their travel expertise. They realized that couples, especially military couples, don’t have the time to plan their perfect wedding, and they wanted to make it stress-free. Eventually, they expanded to include social groups, couple retreats, girls’ getaways, and family vacations. We wanted to help people who want an amazing vacation but don’t have the time to plan it—millennials in their 20s to mid30s who love to travel but haven’t traveled much; retired couples that are planning a milestone anniversary. Engaged couples who want a destination wedding or honeymoon. 

Monica decided to join our CEO Mindset course to increase brand awareness of Weekend Navigators and network with other CEOs and business owners to collaborate and share experiences. I wanted to partner and connect with other business owners to grow and scale our business, and specifically use our network to book more weddings and honeymoons for 2021 and beyond. She attended both Phase One and Phase Two classes, learning to automate, delegate, and eliminate and focus on the clientele to be happy and refer them. One of the most rewarding experiences was learning how to identify a PITA client. A PITA client will consume time and money and prevent us from working with ideal clients. She enjoyed a small intimate group of people to collaborate with instead of a large room full of people. “I learned that it’s important to focus on myself, especially in the mornings, and have that dedicated time to work out, meditate, brain dump, and think.

We are quite envious that you get to travel all over the world, Monica! We love seeing how much you have accomplished, and even though Covid is affecting travel, you and your business have booked out through 2022Congratulations on all your success, and we look forward to seeing your business continue to grow!


Apply to CEO Mindset ™

JULO Strategy and Veterans Florida

Program expenses for all participants will be covered through funding provided by the Florida Legislature and Veterans Florida.

Pepper Wooten CEO of Woo10 LLC @JULOstrategyPepper Wooten is the CEO for Woo10 LLC, which specializes in creatively developing, optimizing, and enhancing all types of instructional content. Alongside her husband and co-founder, Steve Wooten, they offer businesses and individuals consultation on their training needs and design and develop the course work of businesses needing assistance with high turnover, low productivity, recurring issues, and companies wanting to educate their workforce.

Graduating from UMass-Lowell with high honors, Pepper is a certified copy editor, interior designer, and volunteer extraordinaire. With years of experience as an educator, editor, and event coordinator, she takes functional chaos and turns it into eye-catching design that speaks to a large audience. She enjoys reading, cooking, volunteering with the Sea Turtle Preservation Society, hand lettering, spending time with her family, going to the beach, and anything that sparkles. She has even sung in Carnegie Hall and the Grand Old Opry! Believe it or not, Pepper is her actual birth name, and she ran a high-ranking book blog that reviewed 389 books in a single year. And all while running a business? That’s what we call Getting. Shit. Done.

Pepper Wooten CEO of Woo10 LLC A-ha Moment CEO Mindset @JULOstrategyHer husband being a Veteran, Pepper heard about our CEO Mindset course through our partners, Veteran’s Florida and FAVOB. She was able to take the class alongside her husband, Steve, and knew it would benefit them both to attend. Being a volunteer for 20 years, she knew there was a lot to learn about being a CEO and wanted to give Woo10 and their dream the best chance possible to succeed. Pepper felt she undervalued her time, talents, and efforts, therefore limiting herself. She learned to let go of controlling the business so much and automating, delegating and eliminating tasks. As a result, the company has restructured their process on increasing their fees and revenue and are working on hiring new employees.

You have proven you know what it takes to be a CEO, Pepper! We are excited to see your business taking off, and we look forward to continuing with you on your journey to success!


Apply to CEO Mindset ™

JULO Strategy and Veterans Florida

Program expenses for all Florida veteran participants are covered through funding provided by the Florida Legislature and Veterans Florida

Clifton Fischer Co-Founder of Doggery Craft IceClifton Fischer, CEO of Doggery Craft Iceprovidewholesale and retail large format clear ice products and ice sculptures for Central and South Florida. Expertly filtered, carefully frozen, and neatly stored, their ice undergoes an intricate process to ensure that taste and clarity are unbeatable.  

Originally from North Hollywood, California, Clif enlisted in the Air Force in 1986, where he began a career as a C141b Aircraft Loadmaster. By 1988 he was one of the youngest members of the Prime Nuclear Airlift Force and, in 1992, became the first trained airdrop instructor loadmaster for the 6th Airlift Squadron. He left active duty in 1996 to join the Reserves as a tactical instructor loadmaster compiling more than 3400 flying hours during his career. Clif retired from active duty/reserve in September 2012.  

After his 27-year career in the Air Force, Clif was searching for a business opportunity he could be passionate about. Celebrating his wifes birthday at a Chicago hotel, they ordered a couple of cocktails that had these perfectly squared clear ice blocks in them.  

Back home in St. Pete, Florida, he and his business partner, Jake, had been obsessing about ice, experimenting with inexpensive freezer molds and dropping them in whiskies, bourbons, and rums. As it turns out, Craft ice is a booming business in metropolitan areas, or anywhere people care about the aesthetics of their cocktails. It dilutes the beverage less, therefore keeping the cocktail cold longer, preserving the drink’s integrity. The idea is to sell to craft cocktail bars, thatll definitely be our meat and potatoes. Then youll have your large corporations – restaurant chains, hotels, things like that.  

Clif originally joined our CEO Mindset™ course to expand his horizons as far as trying to figure out how to build, scale, and expand his business. Working in the business with his partner, Jake, who is also his son-in-law, they were doing different things in different directions and needed to focus on what was needed to move forwardA big a-ha moment for him was realizing that he needed processes and procedures in place, so anyone brought into the company would know what was asked of them.  

Communication with his business partner was a key part of overcoming any obstacles they were facing and setting core competencies as partners, whether wholesale, retail production or taking care of the bills and setting up step by step processes.  

After completing the course, Clif saw revenue increase, especially after bringing in another employee. It allowed us to go out and get business rather than staying in the warehouse and doing everything behind the scenes. We had more time to be productive, therefore bringing in more revenue.  Clifton Fischer CEO Mindset A-ha moment

Trusting in the process and not secondguessing every decision they made was an obstacle he overcame. Learning to go with his gut instinct and not ponder too much on the little things helped them expand, which is why they now have gone retail and have six stores in Florida and one in Georgia.  

Congratulations on your continued success Clif! We look forward to seeing where your Craft Ice business takes you! 


Apply to CEO Mindset ™

JULO Strategy and Veterans Florida

Program expenses for all Florida veteran participants are covered through funding provided by the Florida Legislature and Veterans Florida 

Keith Giles Founder & CEO of Verus Health Partners photoKeith Giles, CEO of Verus Health Partners, has been helping business owners, individuals, and family members for over ten years beat the high cost of healthcare and sort through all the confusion in the industry. He has served many roles in the industry over the years, including advisor for the public sector and non-profit businesses.  

The 23-year United States Air Force Veteran has a diverse background, including Aircraft Maintenance, US Secret Service Communications Support, Superintendent of Education. His favorite assignment was Program Manager for the Office of Defense Cooperation at the US Embassy in Kuala Lumpur, Malaysia. After leaving the service, Keith pursued his dream in the engineering field as a Systems Engineer. After a few years in the industry, he ran into an old friend who was a prominent director of communications with a large contractor in the area and left the industry to start his P & C agency. He recommended Keith do the same. The rest is history.   

His passion is to roll back time, where access to quality care started with your primary care doctor and was the norm. Some of his major accomplishments are reducing pharmacy spending in the public sector and, in most cases, reducing sole-proprietor healthcare costs by over 40%.  

Keith is a respected speaker and has been a guest on local radio and cable channels. His ongoing research, education, and advocacy in the under 65 marketplaces, the Medicare arena, the Self Insured Space for small and large groups, and his favorite “Veteran Healthcare integration into the private sector” has led him to conduct numerous educational workshops with Chambers of Commerce and professional associations. He believes his entrepreneurial spirit comes from his diverse background in the military and civilian sectors, where thinking outside the box is, and should be “the norm” in the problem-solving process. 

Keith was the first Certified Healthcare Reform Specialist in Brevard County, Florida. He currently holds an Advanced Self-Insured Certification and is currently seeking his Certification in Pharmacy Benefit Management. His professional associations include State and local Space Coast Florida Association of VeteranOwned Businesses and Ambassador for Florida Association of VeteranOwned Businesses.  

Keith joined our CEO Mindset™ Phase I course to stop being run by the business. He wanted to stay focused and pinpoint his direction to develop a five-year plan to increase revenue to over 5 million“I hope to get organized, focused, and surround myself with successful people.” He learned that his potential and worth were key to his business success, and giving away his net worth diminished his value. After completing Phase II, he nearly doubled his clientele and increased his fees and revenue.  

Keith has a soft side and gets a little emotional when it comes to dog and animal rescues, spending time fostering dogs in need, and adopting dogs that have “stolen” his heart. He currently is serving as an animal rescue transporter for fostering/adopting families. Ask him about his “Dingo” foster experience. 

He has been married to his lovely wife, Pam, for over 23 years. They have four sons, one daughter, six grandkids, a sweet chocolate lab, and one grand-dog. Keith Giles A-ha moment of CEO Mindset

Today Keith works with clients on how to beat the high costs of healthcare and help businesses, individuals/families, Medicare clients, and transitioning veterans strategically plan for a sustainable future.  

Apply to CEO Mindset ™

JULO Strategy and Veterans Florida

Program expenses for all participants will be covered through funding provided by the Florida Legislature and Veterans Florida.

Entrepreneurship is a Community Sport - JULO StrategyI am a native of Kansas City. Born on the Missouri side and lived on the Kansas side after the age of 13.

I love my hometown. I love that Kansas City is in the heart of America. It is also the heart of entrepreneurship. I started my first business there. Last year I attended the eShip Summit in Kansas City presented by The Ewing Marion Kauffman Foundation. The Summit started my journey from “just being a strategist for entrepreneurs” to being an entrepreneur ecosystem builder. I met amazing people from all over the world and spoke about the CEO Mindset. Over the past year, the people I met there have collaborated with JULO Strategy to help entrepreneurs get into the CEO Mindset. To not only start a business but to learn how to “run” the business.

I attended the eShip Summit again this year, virtually. I long to hang out with my new tribe again and hope that next year, we will be able to gather around a real campfire. What resonated with me was this, Entrepreneurship is a Community sport!

This week in the JULO newsletter, we are talking about Kansas City, sports, and entrepreneurship.

I currently live in the Tampa/St Petersburg, Florida area, and I have seen entrepreneurship explode. There are so many great resources and people to help you move forward in your entrepreneur journey.

There is still a lot of work that needs to get done. Better collaboration among the resources, and all working together to service the entrepreneur and prepare for success ultimately builds the ecosystem.

To help entrepreneurs, we need to get into the game. Get out and play. Go out and find a playground and get the neighborhood together to play the “entrepreneur game.” Sitting on the bench gets nothing done. Government, from city, county, state, and federal, can collaborate with the entrepreneur ecosystem builders to get shit done. Let people from all backgrounds and ethnicities reach out and play. I want to help all entrepreneurs. No-one turned away because “I am not ______ enough.”

At JULO Strategy, we want to help all entrepreneurs. No matter where you are in your entrepreneurial journey. We collaborate with every race, creed, industry, background to help and support our entire community and beyond.

Yes, Entrepreneurship is a Community Sport. There are a lot of positions that need to be filled to play the game. Get off the bench, and let us build communities: everyone benefits, not just entrepreneurs. When we help entrepreneurs, we help communities.

Wanna play? If you want to start a business or have started a business and want to move forward, call JULO Strategy. We are ready to play. Follow us on social media and join us on our upcoming Virtual JULO playground to answer questions about how you, me and anyone else can collaborate. Create jobs, generate revenue and get shit done.


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April Caldwell CEO of fayVen Vendors and VenuesApril Caldwell is Founder and CEO of fayVen, which offers a brokerage between venues that have additional space to rent out and mobile vendors that need a place to sell their goods and services. She is a ten-year Air Force veteran, receiving a Bachelor of Science in Business Management and is currently obtaining her MBA for Small Business Entrepreneurship.

Previously, April owned The Princess and The Popper – a gourmet popcorn company. In 2018 she launched her company fayVen. fayVen solves the needs that mobile and home-based vendors have when trying to find space to sell their goods and services who can’t afford their brick and mortar. “We solve venue owners’ issues of lacking revenue to keep their rent paid by helping them find complementary businesses to rent out space to.”

The name fayVen came from a combination of two target markets: VENdors and VENues, their fayVorite way to connect! April’s mother, Faith, was also a big inspiration. “I wanted to give the nod to her with the company name. She passed away in January this past year.” The company logo, a lightning bolt, is a God-given symbol for April. She associates lightning with bright light in a dark world. Coincidentally, Tampa is also the lightning capital of North America, which worked out nicely.

April has a wide array of accomplishments, including the previous supervisor at The Department of Veterans’ Affairs; Veterans in Residence with Bunker Labs; Action Zone Ambassador; alumni to Action Zone’s Action in Motion program; Event Coordinator for Military Spouses Professional Network Tampa via Hiring Our Heroes; Institute for Veterans and Military Families alumni for Veteran Women Igniting the Spirit of Entrepreneurship (V-WISE), EDGE, and STRIVE; alumni of VETtoCEO; alumni of JULO Strategy, CEO Mindset; featured on Military.com; Austin Angels Ambassador; and Children’s ministry at Champion City Church.

April was selected to be the Vice President of the Filipino American Heritage Group while stationed in Germany. She did a lot of their folk dances for their cultural heritage shows. “No, I am NOT Filipina; I just love the people, culture, and of course…the food!”

April attended JULO Strategy’s CEO Mindset™ course to network with like-minded entrepreneurs and learned new skill sets to deal with difficult decisions. “I want to be able to speak in front of people more comfortably and confidently and work on my pitch for investors and competitions.” After completing Phase One, she learned that she didn’t need a HUGE crowd to be successful; she just needed the right people/target market to believe in her and her business.

“It was eye-opening to learn how much I valued myself as a CEO and learn what I needed to do to start making the revenue I need to reflect that. I enjoyed being able to hear the issues other CEOs were having, a lot which mirrored things from past and current experiences. I’ve since been able to pivot my business model to create new revenue streams.” April Caldwell fayVen A-ha moment from CEO Mindset

April has since completed our Phase Two program and has increased her fees, improved her target market, and gained new clients. We love seeing you and your business succeed, April, and can’t wait to see where it takes you!

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Psst! Want to do some online shopping with an array of great vendors?
Click Here to get your tickets to fayVen’s next event!

JULO Strategy and Veterans Florida

Program expenses for all Florida veteran participants are covered through funding provided by the Florida Legislature and Veterans Florida

Steve-Wooten-Veteran CEO and Founder of Woo10-LLCSteve Wooten, CEO, and founder of Woo10 LLC, is a former Army Interrogator who specializes in creating, managing and delivering learning content that enhances performance for organizations and individuals. Steve is a certified techno-enthusiast who has dedicated over 20 years to combating industry stagnation by challenging the expectations for what can be accomplished.

A pioneer in digital design, Steve’s company specializes in creatively developing, optimizing, and enhancing all types of instructional content. They take calculated risks to go beyond current boundaries to create wildly successful clients. Building quality systems and genuine relationships with clients’ long-term growth is their focus. They are creative, using their drive, commitment, and passion for encouraging, energizing, engaging, and inspiring others is how they do their thing ‘really well’ so that you can do your thing ‘really well’!

Steve’s expertise spans from Dept of Defense, Dept of Education, Nuclear, Oil and Gas, Healthcare, to Biopharma drug development platforms. He is a thought leader for “what is next” and continually optimizes his operations to stay at the top of his field.

He is a lifelong learner who stays exceptionally active.  He’s been married 21 years with a 20-year-old and a 16-year-old.  His family moved to the Space Coast five years ago to experience rockets, beaches, and perpetual sunshine. He volunteers with the Sea Turtle Preservation Society flagging new nests along the beach. He enjoys hiking, riding bikes, and trying new things that gets his blood pumping.  He’s developed augmented reality experiences, polished stones, made beer, hiked the Grand Canyon, taught himself Braille, mastered Arabic, hatched butterflies in his flower garden and learned to play the guitar. Steve quips, “I totally dork out over rocket launches, new technologies, and Krispy Kreme donuts…although I’m trying to be gluten-free, so that’s a struggle.”

Steve attended JULO Strategy’s CEO Mindset™ course to switch his mindset from employee/business owner to actual CEO. “I hoped to learn some effective techniques for growing my business and networking in my community.” He continued to the Phase II course to further his knowledge effectively engaging his target market while increasing confidence as a CEO. By the end, he learned the necessity of documenting processes so he could position himself to outsource tasks later. It gave him the focus to sort out the competing priorities and helped him identify time-wasting customers.  Steve Wooten Veteran CEO A-ha moment

We love seeing how much you and your business have grown, Steve, and cannot wait to see you thrive as CEO!

Apply to CEO Mindset ™

JULO Strategy and Veterans Florida

Program expenses for all Florida veteran participants are covered through funding provided by the Florida Legislature and Veterans Florida


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