Help wanted: Guided trip manager

To help me run my guided trip program last year, I hired David, who proved to be exceptional. Unfortunately, he’ll soon be stepping away after being offered a can’t-turn-it-down promotion at Flagstaff House that has much greater career potential than I could give him.

So I’m looking to replace David, and to perhaps delegate other responsibilities as well.


This position has two components:

  1. Local, in Boulder, Colo.; and,
  2. Online

It can be performed by one person who takes on both roles, or by two people who take on one role each. A single hire for both roles is probably preferred, but I’ll base this decision on the applicant pool.

On their own, the roles are part-time and accommodating of other full-time work (or less). Combined, the roles are about half- or three-fourths time. It could be kept at that, with or without other freelancing work; or, depending on interests and skill set, we could bring it up to full-time by adding other responsibilities and initiatives.

The workload tends to be inconsistent, but predictably so. For the local position, I need the most help before and between trips; it slows and then halts in September, after the final trips of the year start and then return, respectively. For the online role, the biggest glut is now through May, when the Planning Curriculum is being conducted.

Role 1: Local

In 2020 we are operating 29 trips with up to 244 clients, which will entail an exceptional amount of manual work, including but not limited to:

  • Purchasing and preparing food;
  • Assembling first aid, foot care, and repair kits;
  • Gathering loaner/demo gear and putting it away upon return; and,
  • Printing forms, maps, menus, rosters, and other field documents.

Of the items listed, food is the single most time-consuming task. It’d be equivalent to preparing breakfasts and dinners for a 1,292-day solo expedition. David hired and managed additional workers to expedite the process, but you’re welcome to do it all to maximize your hours.

This role requires:

  • Dependability,
  • Attention to detail, and
  • A good attitude.

Role 2: Online

The Planning Curriculum is an 8-part program to prepare clients for their trip with us. Most modules have already been developed, but the materials need to be updated for 2020 and shared with clients on a specific schedule. Most modules will generate some client questions, which must be answered; ditto for general client questions.

Reviewing client gear lists is the most important and time-consuming task for this position. If you are qualified and have the time, you can do all of them; if not, you will have to manage a team of shakedowners who can do it properly and efficiently.

This role requires:

  • Dependability;
  • Attention to detail;
  • Excellent customer service;
  • Good writing skills;
  • Comfort with Google products including Gmail, Drive, and ideally Classroom; and,
  • Personal backpacking experience and familiarity with modern backpacking gear and skills, the more the better.

In addition to managing the Curriculum, you will also field customer service inquiries from my online store. Usually, you just need to reset download permissions.

Running successful trips requires getting thousands of little details right.

Compensation and commitment

Wages will be commensurate with the responsibilities of the position and the qualifications of the applicant(s). I would consider the local position to be entry-level; the online position, above that. But both are critical, and I want to have reliable help.

I will only consider applicants who can commit for the entire 2020 season, through September.

How to apply

Update: February 9. This position has been filled, and I am no longer accepting applications, sorry.


If it’s a general question, leave a comment below. If it’s a personal question, contact me.

Andrew Skurka Adventures LLC is an equal opportunity employer.

Posted in on February 2, 2020


  1. Aaron Jenkins on February 3, 2020 at 3:13 pm

    Re Position 2 (Online), could you clarify a little further the expected temporal distribution of hours to be worked? When you say that “the biggest glut is now through May”, does that imply roughly 10-30 hr weeks through May (end of May?) and then less than 10 hr weeks June through September? I understand that you may not know that precisely. I ask b/c I will be traveling for work the first half of the summer (late May to mid-July) and unlikely to have daily access to internet. Thanks!

    • Andrew Skurka on February 3, 2020 at 3:39 pm

      Temporal distribution, haven’t heard that term in a while.

      The Planning Curriculum for most groups will wrap up in mid-May/late-May, and the workload will decrease thereafter.

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