Traveling Guide
$120,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

United States
In-person
full-time (40 hrs/week)
Flexible schedule
Long-term role

Traveling Guide   $120,000 USD/year

Description

Most education careers reward you for staying put. This one rewards you for arriving. You will land at a different Alpha campus every one to three months, walk in as a stranger to every student, parent and colleague, and have them working at full standard inside a week.

Alpha sends you where the network needs you, on site at campuses across the United States: one launching from nothing, or one running short-staffed. You do not choose the city. Accommodation is booked and paid for at every stop, and you earn a flat $120,000 wherever you live. You will be away from home every week outside of PTO.

Alpha is a private school where students finish core academics in two hours a day using adaptive software. The rest of the day goes to life skills: public speaking, focus, collaboration, and giving and taking feedback. You will not teach math or reading. You will run one-hour workshops where students build, debate and present, then coach them one to one against their own progress data until they hit their weekly targets.

Most people doing this work see one cohort in one city. You will see the whole network: which motivation strategies travel and which are local, and what separates a campus that is thriving from one that is struggling, because you will have worked in both inside the same year. You will also watch quiet students stand up and present to a room, in more than one state. Nothing prepares you faster to lead a campus of your own.

If the road is the point rather than the price, apply.

What you will be doing

  • Run one-hour life skill workshops for K-8 students, adapting the provided curriculum to the cohort in front of you
  • Coach students one to one and in small groups using Coachbot analytics, weekly goals and incentives, until 90% or more hit their targets
  • Administer and score Test2Pass assessments so students prove the skill rather than just attend the session
  • Reach full standard inside your first week at each new campus, with names learned and rapport built
  • Hand over cleanly at the end of every posting, documenting per-student progress and every open intervention

What you will NOT be doing

  • Teaching core academic subjects, lecturing from the front of the room, or grading
  • Writing curriculum from scratch: workshop plans, analytics and playbooks are provided
  • Running campus operations, facilities or admissions
  • Filling in as a substitute with no authority and no accountability for student results
  • Funding your own travel: accommodation is booked and paid for at every posting

Key responsibilities

Hold student outcomes at full standard at whichever campus is launching or running short-staffed.

Candidate requirements

  • Based anywhere in the US, within reasonable reach of a major airport
  • Willing to be posted away from home one to three months at a time, with time at home only during PTO
  • Comfortable with Alpha assigning every posting, including the city and the campus
  • Bachelor's degree in any subject
  • At least 3 years working with K-8 students. Classroom experience is not required: camp counseling, coaching and youth program leadership all count
  • Able to describe one specific time you coached a K-8 student toward a goal, including the goal, what you did, and the result
  • Legal right to work in the US without visa sponsorship

Nice to have

  • A track record of sustained mobility: travel-heavy field roles, touring programs, seasonal camp circuits, or service-year placements across multiple cities
  • Experience running youth workshops in camps, athletics, enrichment programs or youth leadership settings
  • Comfort reading student progress dashboards or learning analytics to decide where to intervene
  • Experience coaching a disengaged student to a measurable improvement you can point to

Meet a successful candidate

Watch Interview
Braden Pomerantz
Braden  |  Head Guide
United States

Braden knew he wanted to work with students. He just didn’t want the old version of the job. After years of coaching, debate, and searching ...

Meet Braden

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

What you will learn

You will learn how a school actually runs when the academics are handled by software and the adults are freed up to coach. That is a model most educators only read about.

You will also build something a single-campus role cannot give you: pattern recognition across the whole network. Most Guides see one cohort in one city. You will see how motivation systems land with different communities, which interventions travel and which are local, and what separates a campus that is thriving from one that is struggling, because you will have worked in both within the same year.

Meet some people who've landed similar jobs

Why Crossover

School sucks. So we’re fixing it.

The education Olympics

The education Olympics

It’s hard to qualify – on purpose. High standards mean every educator, leader and EdTech builder is at the top of their game. 

Salary without side gigs

Salary without side gigs

Top performers earn what they’re worth. Six-figure education roles aren’t fantasy here – they’re the baseline for excellence.

Skills make the grade

Skills make the grade

Skills carry more weight that resumes here. Demonstrate learning mastery, AI fluency and passion for what’s next. That’s what counts.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join America’s largest community of  AI first education leadersAI-first education leaders.