BEW 2026 Day 2 Photo Selects

Book time with someone who's been there.

Trail Guides is Trailhead's mentor network, with 40+ local leaders, operators, and subject matter experts available to members for free.
Member Program

What is Trail Guides?

Our Trail Guides cover finance and capital, technology and product, marketing and design, legal and IP, strategy, engineering, healthcare, food and consumer goods, and the arts. Members browse them by industry in the Trailhead app and book a 30-minute session straight onto the mentor’s calendar.

Here's how it works

1. Browse the Mentor Directory

Take your time to review our mentors’ profiles and find the match for your needs.

2. Schedule a Session

Click the “View Availability” button on your chosen mentor’s profile in the Trailhead app to book a mentorship session that suits your availability.

3. Connect and Learn

Meet with your mentor at Trailhead or remotely, discuss your challenges, and receive insights to help you advance in your entrepreneurial journey.

Trail Guides Workshop Series

Looking to learn alongside other founders, too? Trail Guides also hosts a free monthly workshop series led by local experts and Trailhead partners, held over the lunch hour, remotely or in a hybrid format. Each month tackles a new topic, so you can keep sharpening the skills your business needs at every stage of growth.

  • October 2026 Sounding Like Everyone Else Is Costing You Customers: How to Stand Out in Your Copy

    Led by Nicole Elliott, a messaging strategist and conversion copywriter whose work may be familiar to Trailhead members. As AI-generated content makes more business messaging sound alike, Nicole showed founders how to spot generic copy in their own materials and sharpen it into messaging that's distinctive and drives results.

  • November 2026 Know Your Numbers: Bookkeeping, Taxes, and Business Planning

    Led by Ashli Spencer and Anya Oates of Sorren, an accounting and advisory firm. Ashli and Anya lead a practical discussion on bookkeeping and taxes, along with financial best practices that help founders make smarter decisions and set their businesses up for long-term success.

  • January 2027 Mergers & Acquisitions Session [To Be Announced]

    Led by Holland & Hart, a law firm with roots dating back to 1947 and an office right here in Boise. The firm advises Idaho businesses on everything from M&A and corporate law to intellectual property. The final topic and session description will be announced soon.

New sessions sent straight to your inbox

Sign up below, and you’ll be the first to know when a new session is announced.

Get Notified

Up next: "Know Your Numbers" with Sorren

Register today to join Sorren on Thursday, November 12, from 12 to 1 PM, for a session on the financial best practices that keep your business primed for success.

Register Here

Meet our Trail Guides Mentors

We have more than 40 local mentors with executive-level experience across entrepreneurship, technology, legal, finance, HR, product and leadership. All of which are available on demand to Trailhead members! Get to know them below and download the Trailhead Boise app to unlock full access.

 

BEW2026 Semi Finals Pitch Comp Photo Selects

Interested in becoming a mentor?

Trail Guides are volunteers from across the Treasure Valley. If you’d like to give a few hours a month to Idaho founders, we would love to hear from you.

Inquire Here

Frequently Asked Questions