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Want the Attention of College Baseball Coaches?

| June 15, 2018
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Jayne Di Vincenzo, AIF ®, CEP ®, Lions Bridge Financial Advisors

With guest contributors: Coach Bill Cumpston and

Robert “Bob” Bailey, former Pittsburgh Pirates baseball draftee


You know when you see a high school baseball player with the ‘extra something’ and think—this kid has serious talent- how can I help them be discovered by college coaches? I wondered that after watching outstanding players like Peyton Ryder of Hampton, and asked people with experience- Bill Cumpston, a baseball for college players and Bob Bailey, a former Pirates draftee, for suggestions on getting the attention of college coaches and perhaps by Major League Baseball.

Here are some words of wisdom from Coach Cumpston and Bob Bailey:

  1. Make a list of colleges you would like to attend (five to seven is a good start) and would be a fit academically and athletically. Be honest with yourself about your abilities in both areas in order to increase your chances of a successful match.
  2. Attend a camp put on by one or all of those colleges in order to evaluate the coaching staff. Get a good feel for campus and to showcase your skills.
  3. Create a DVD showing specific examples of your baseball skills from games and practice, if possible: 1. Throwing time to 2nd Base (1.8-2.0 seconds); Hitting abilities (average, power, SOs, BBs, etc); Catching technique (blocking, throwing motion, framing pitches, understanding pitchers, etc.); and your height and weight. Send your DVD to those schools on your list with a cover letter to the baseball recruiting coordinator along with a few written endorsements from your HS coaches, instructors and other qualified coaches that have seen you develop over the years. Also enclose your current HS grades and SAT scores if available. If in doubt, be sure to check current NCAA eligibility guidelines:
  4. DO NOT BE AFRAID to call a school to see if they have a need for your particular skill set. Also, make sure you only contact a college during authorized contact periods in accordance with NCAA/NAIA/NJCAA regulations on recruitment and academic eligibility, i.e. after 1 November of your Junior year in HS. See the NCAA’s calendar for athletic recruiting and contact at
  5. REMEMBER, baseball may not work out for you the way you envision. You may get injured, have academic problems, or have a falling-out with the coach that prevents you from playing. Make sure you genuinely like the college you select and would truly enjoy attending even if you don’t play baseball.

Always have a back-up plan for how you’ll pay for college if you lose your scholarship. Will it be through loans, work-study, a part-time job or internship? Think through the numbers and cost of your chosen school if the scholarship funds go away and rely on the financial aid office and your family financial advisor for additional planning help.  The average baseball scholarship is less than half the cost of attending the school, so be sure to think through other resources available to complete your education.

Getting your education is extremely important because no one plays baseball forever.


Jayne Di Vincenzo serves families and businesses throughout Hampton Roads and in 25 states. Jayne’s been an advisor to families, businesses and their owners and athletes for 20 years and holds seven registrations: Series 7, General Securities Principal 24, Municipal principal 53, Managed Futures 31, 65 and 63 State licenses, life, health and long-term care insurance with LPL Financial. She has earned the Accredited Investment Fiduciary (AIF ®) and Certified Estate Planner (CEP ®) designations. Jayne earned her Bachelor of Arts in Business from NC State University. 

Contact Jayne at: [email protected]   757-599-9111

Securities and advisory services offered through LPL Financial, a Registered Investment Advisor, Member FINRA/SIPC.

Coach Bill Cumpston is a native of San Diego now residing in VA, Coach Bill Cumpston has coached youth, high school and college level players throughout his 20-year coaching career.  His most recent experience was as an assistant coach in the Tidewater Collegiate Summer League during the 2017 season.  He was a three-year starter at catcher, 3rd base, and center field during high school and played winter instructional baseball in Los Angeles alongside college and minor league players. 

Robert “Bob” L. Bailey, CERTIFIED FINANCIAL PLANNER ™ graduated Sum Cum Laude from Old Dominion University in 1983 with a BS in Business Administration. He earned his CFP designation over three decades ago and has served on the board of the CNU chapter of the Rotary Club. Bob enjoyed a successful 30-plus-year community banking career on the Peninsula, which included terms as president of two different local banks.   He has always enjoyed investing, financial planning and brings a strong commercial and private lending expertise to his role at Lions Bridge Financial Advisors.



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