The Job Insiders x Teach For America: AI for Job Seekers Bootcamp

The AI Bootcamp is a 2-week intensive training program specially designed for alumni job-seekers. Taught by two members of the TFA community who also led LinkedIn’s Education Team, you’ll master all the keys to leveraging AI the right way to turbocharge your search, including:

• How to find your perfect career path – even if you’re not sure what’s right for you
• How to build a killer resume and cover letter – without losing your authentic voice to AI
• How to get a 10X advantage in the hiring process – by acing the ATS and mastering the most important data-backed techniques
• How to close the deal in your interview – even if you’re switching fields

Guided Instruction Occurs on the following Days:

• Tuesday, January 20, 2026: 7-8pm EST
• Thursday, January 22, 2026: 7-8pm EST
• Tuesday, January 27, 2026: 7-8pm EST
• Thursday, January 29, 2026: 7-8pm EST

Price:

• Free for current corps members* – register by January 19, 2026 at 11:59pm EST (use discount code: GOCMS) *Includes Ignite Fellows*
• $19 special pricing for educators** – before January 19, 2026 at 11:59pm EST (use discount code: GOEDU)
• $49 early bird pricing – before January 7, 2026 at 11:59pm EST
• $99 full price – January 8, 2026 to January 19, 2026 at 11:59pm EST 
• *Upon validation
• **Open to all educators, feel free to share with colleagues

Enrollment Deadline: January 19, 2026 at 11:59pm EST

Click Here to Enroll Now

The AI Bootcamp Programming are as follows:

Session 1: Continue Your Impact-Driven Career Path 

• What You’ll Master: 
  • The Recruiter Rosetta Stone: Learn how to translate your TFA experience – like leading data-driven instruction, building inclusive learning environments, and driving community partnerships – into language that resonates across sectors.   
  • Your Top 10 Generator: We’ll use AI and insider data to identify the 10 job titles where TFA alums are leading change, advancing innovation, and scaling their impact.  
  • The Stack Ranking System: Evaluate opportunities using feedback from fellow alumni – ranking roles by salary, growth, mission alignment, and work-life integration, so you can choose paths that reflect your values.  
  • Participant Deliverable: A personalized career map with 10 high-impact paths, stack-ranked by your criteria, with real salary data and growth trajectories, grounded in the experiences of TFA alumni. 

Session 2: Craft a Resume and LinkedIn Profile that Reflects Your Leadership 

• What You’ll Master: 
  • The Keyword Decoder Ring: Extract the exact phrases from job postings that trigger ATS algorithms (hint: “collaborative learning environment” becomes “cross-functional team leadership”) 
  • X-Ray Vision for ATS: See how applicant tracking systems interpret your resume, so you can tailor it to highlight the leadership, adaptability, and results you’ve demonstrated as a TFA corps member or alum. 
  • The LinkedIn Triple Threat: Optimize the three most powerful sections of your profile to attract recruiters who value mission-driven leadership and systems thinking (spoiler: it’s not what LinkedIn tells you) 
  • Participant Deliverable: An ATS-optimized resume template + LinkedIn profile that reflects your unique strengths as a TFA alumni – positioning you as a top-tier candidate in roles that align with your commitment to impact. 

Session 3: Apply Strategically with Confidence 

• What You’ll Master: 
  • The Golden Hour Strategy: Apply at the exact time that gives you 8X better odds (hint: it’s not when you think) 
  • The Direct Line Method: Connect directly with hiring managers using respectful, proven outreach templates – especially effective for mission-driven organizations that value initiative and authenticity. 
  • The 10X Advantage: The simple follow-up referral system that most job seekers skip but that has the biggest impact on your chances 
  • Participant Deliverable: A personalized, repeatable application system with outreach templates that help you build meaningful connections and stand out – just like you did in your classroom and community. 

Session 4: Interview with Purpose + Negotiate with Clarity 

• What You’ll Master: 
  • The Two Things That Matter: Understand what interviewers really want to know – and how to answer with clarity, confidence, and a deep sense of purpose. 
  • AI-Powered Answer Development: Create authentic, compelling stories for every possible question (no more blanking on “tell me about a challenge”) 
  • Know Your Worth Calculator: Access real-time market data to build a negotiation strategy that reflects your value – not just as a professional, but as a changemaker. 
  • Participant Deliverable: A story bank of interview-ready examples + a negotiation playbook with scripts, salary data, and unlimited AI-powered practice sessions, so you can advocate for yourself with the same clarity and conviction you bring to your work. 

Presenter Information: 

Jeremy Schifeling has devoted his career to helping others succeed in theirs. From teaching kindergarten in Brooklyn to recruiting top students at Teach For America to leading education tech marketing at LinkedIn and Apple, he has supported millions of people at every stage of their journey. Along the way, he co-authored Amazon’s best-selling LinkedIn book, Linked, served as a career coach for military veterans and MBA students at the University of Michigan, and produced the most-viewed video in LinkedIn’s history. As founder of The Job Insiders, he helps job seekers leverage LinkedIn and AI to land meaningful careers and partners with over 250 top universities worldwide to train their students, alumni and staff.  
View Profile 

Omar Garriott is the co-founder of The Job Insiders and co-author of Linked, the bestselling guide to career navigation in our digital age. He leads one of the world’s top entrepreneurship centers as Executive Director of the Batten Institute at the University of Virginia’s Darden School of Business. Prior to UVA, Omar had a successful 15-year career as a tech executive, serving as Global Head of the $100M+ Education business at Qualtrics and led education product marketing at Salesforce, LinkedIn, Apple, and Adobe. An “Intrapreneur for Good”, he is also a teacher and mentor, having taught 3rd grade with Teach for America and advised students ranging from high school to Executive MBA on college and career transitions. He has worked as a career coach at University of California, Berkeley’s Haas School of Business and at the University of Virginia, was a reporter for Major League Soccer, and has been published in The New York Times, Forbes, and The Washington Post.    
View Profile 

Frequently Asked Questions:

• What if I can’t attend a session?

  • Fear not – each session will be recorded and all participants will receive both the recording and all resources shared during each session.

• Can I book a 1:1 coaching session with The Job Insiders?

  • Unfortunately, I no longer have the bandwidth to offer 1:1 sessions. But, trust me, this is a WAY better deal – for 75% off the cost of ONE session, you get access to every essential technique to land a great job!

• How do I know this program is going to be awesome?

  • Check out the feedback from the last 1,000 or so programs The Job Insiders have run!

• I have another question!
  • Feel free to contact Jeremy or Omar here