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The Senior Adventures in Leadership Conference prepares SkillsUSA Massachusetts seniors for the transition beyond high school through practical career-readiness and leadership experiences. From résumé development and networking to financial literacy, workplace skills, and planning for life after graduation, students build confidence, strengthen professional skills, and leave better prepared to take their next step into college, career, and beyond.

Senior Adventures in Leadership

Senior Adventures in Leadership (SAiL)

What: Senior Leadership, Career Readiness & Transition Conference
When: February 4, 2027
Where: Gillette Stadium, 1 Patriot Place, Foxborough, MA
Cost: Students (Seniors Only) — $85 per person; Advisors — $85 per person
Key Registration Info: Registration opens January 1, 2027; registration closes January 22, 2027

The Senior Adventures in Leadership Conference (SAiL) is a one-day experience designed specifically for SkillsUSA Massachusetts seniors as they prepare to transition beyond high school. Through leadership development, career-readiness training, and practical life skills, students explore the tools and experiences that can help them successfully move from Career and Technical Education into college, the workforce, and other postsecondary opportunities.

Throughout the conference, students participate in interactive training focused on résumé development, networking and relationship building, financial literacy, workplace readiness, and preparing for the realities of life after graduation. SkillsUSA business partners, alumni, and program graduates help connect these lessons to real-world experiences while reinforcing the personal, workplace, and technical skills of the SkillsUSA Framework.

SAiL allows seniors to reflect on what they have gained through SkillsUSA while preparing for what comes next. Students who complete the conference requirements are recognized as SAiL Graduates and receive a SAiL Conference Diploma, Sash, and Pin, celebrating their leadership development and readiness to carry their SkillsUSA experience forward into their next chapter.

01
Before Registration
Identify participating seniors and prepare required conference forms.
Review the Conference Checklist
Review the SAiL Conference information and checklist before registration begins so your chapter understands the registration process, conference expectations and important deadlines.
Share SAiL Conference Details
Share conference information with eligible seniors, advisors and families so participants understand the purpose of SAiL and the career-readiness, leadership and transition experiences offered throughout the day.
Identify Your Senior Participants
Identify interested seniors who would benefit from exploring options after high school and preparing for their transition into college, career and adult life. Chapters may register up to 15 students and four advisors.
Distribute Participant Release Forms
Provide every participant with the SkillsUSA Conference Registration, Personal and Liability Release Form for completion and signatures, along with any required school-related field trip documentation.
Begin Preparing Résumés
Make sure each participating senior has a current résumé prepared before the conference. Every student will need to bring six copies of their résumé to SAiL.
02
Register Your Delegation
Register seniors, advisors and all required participant information.
Collect Completed Release Forms
Collect the completed SkillsUSA Conference Registration, Personal and Liability Release Form from every student and advisor attending SAiL.
Review Meal Choices & Shirt Sizes
Review each completed participant form and use the information provided to enter the correct meal choice and shirt size during registration.
Register All Student Participants
Register every senior attending SAiL with the correct participant information, meal choice and shirt size.
Register Advisors, Aides & Administrators
Register all advisors, aides and administrators attending the conference with the correct meal choice and shirt size.
Prepare Adaptation for Achievement Forms
Prepare the appropriate Adaptation for Achievement Form for participants with allergies, accessibility needs, required assistance or other accommodations and submit required documentation to the State Office.
Submit the Group Acknowledgement Form
Complete and submit the SkillsUSA Massachusetts Group Acknowledgement Form confirming that signed conference registration and liability documentation has been collected from every student and advisor attending SAiL.
Complete Registration Before the Deadline
Complete all SAiL registration selections before the posted deadline. Registration is automatically submitted once all required selections are complete; there is no separate submit button.
03
Review & Finalize
Double-check registration, forms, payment and transportation.
Review Conference Registration for Accuracy
Review your completed SAiL conference registration and make sure every intended student and adult participant has been registered.
Verify Participant Information
Confirm names are spelled correctly and verify meal choices, shirt sizes and other required participant information.
Confirm Required Adaptation Forms
Make sure all required Adaptation for Achievement Forms have been completed and submitted for participants requiring accommodations or additional assistance.
Submit Any Required Changes
Use the current Changes Form for permitted name corrections, meal-choice changes or participant substitutions and follow the posted deadline. Additional participants may not be added through the Changes Form.
Submit Conference Invoice & Payment
Access your conference invoice through the registration system, submit it to your school's business office and ensure payment is made to SkillsUSA Massachusetts.
Arrange Transportation
Make all necessary transportation arrangements for your chapter to arrive at Gillette Stadium during the scheduled arrival period and depart following the conclusion of the conference.
04
Prepare for SAiL
Review attire, résumé copies, arrival and SAiL Graduate requirements.
Bring Six Copies of Your Résumé
Every participating senior must arrive with six printed copies of their current résumé for use throughout the conference.
Prepare Required Student Attire
Students should wear Official SkillsUSA Attire with the appropriate blazer or windbreaker, or professional business attire. Business attire may include slacks or a suit with jacket and tie, or professional dress pants, tops, dresses or pant suits.
Wear Earned Recognition Pins
Students should wear any earned Leader Pins, Statesmen Pins and President's Volunteer Service Pins as part of their SAiL conference attire.
Prepare Advisor Attire
Advisors should wear professional business attire or Official SkillsUSA Advisor Attire with the appropriate blazer, windbreaker or vest.
Plan for Conference Arrival
Check in at the Registration Desk upon arrival, review your school's Attendance Roster, immediately report any drops or spelling corrections, turn in required documentation or payment and collect conference materials. Seniors will then report to the conference activities.
Prepare to Become a SAiL Graduate
Students pursuing SAiL Graduate recognition must be active SkillsUSA members, attend the Massachusetts SAiL Conference and master all requirements for the SkillsUSA diploma before the end of the conference.
Complete SAiL Graduate Requirements
Participate in all SAiL Conference sessions, study and know each diploma requirement, request evaluation from a State Officer as requirements are completed and fulfill all requirements before the graduation ceremony.
Review Advisor Responsibilities
Advisors should bring a copy of the completed Liability Form for every participant and are responsible for student supervision, participant documentation, illness and disciplinary concerns throughout the event. SkillsUSA Massachusetts State Staff should be informed if any student or advisor leaves the conference.

Graduate Award

01
SAiL GRADUATE
Qualifications
  1. Must be an active SkillsUSA member.
  2. Must attend the Massachusetts SAiL Conference.
  3. Must master all the requirements for the SkillsUSA diploma before the end of the conference.
02
CREDENTIALING PROCESS
Procedures
  1. Participate in all sessions of the Massachusetts SAiL Conference.
  2. Study and know each requirement for the SkillsUSA diploma.
  3. Request evaluation from a State Officer as you proceed through the requirements.
  4. Fulfill all requirements before the graduation ceremony.
03
CREDENTIALING OPPORTUNITY
SAiL Graduate Recognition

SAiL graduates are presented with a SAiL Conference Diploma, Sash and Pin.

The diploma recognizes SkillsUSA Massachusetts members who have demonstrated their leadership skills and have mastered specific requirements in leadership training.

Graduation Ceremony: SkillsUSA SAiL diplomas will be presented at the graduation ceremony to all members who have fulfilled the requirements.

Members are encouraged to complete the training, expand their leadership skills and take full advantage of the SAiL experience.

04
CONFERENCE REQUIREMENTS
Required SAiLing Attire & Gear
Required SAiLing Attire — Students
Students may wear Official SkillsUSA Attire with a blazer or windbreaker.
Or, students may wear Business Attire: men — slacks or a suit with jacket and tie; women — dress pants and tops, dresses or pant suits.
Required SAiLing Gear
Students should come with six copies of their résumé.
Students should also wear earned Leader Pins, Statesmen Pins and President's Volunteer Service Pins.
Required SAiLing Attire — Advisors
Advisors may wear Business Attire: men — slacks or a suit with jacket and tie; women — dress pants and tops, dresses or pant suits.
Or, advisors may wear Official SkillsUSA Advisor Attire with a blazer, windbreaker or vest.