Bear & Glass Team

Human-Focused Apple Consultants Who Make Your Life Easier

Automation. Optimization. Documentation. We learn how your business really works—then help it run smoother, faster, and better.

Let's talk

What if your Apple consultants cared more about you than your tech?

That's what we at Bear & Glass do: human-focused automation, optimization, and documentation.

No boxed solutions. No AI shortcuts. Just hands-on help, made for your team, with your team.

We know what we do. We start by learning what you do.

We look at your business from every angle. We catch the things you're too close to see. Then we make them better.

From founders and C-suites to managers and frontline staff—we talk to everyone. Because everyone matters.

With over 35 years of combined experience with Apple products, we know what we're doing.

What We Do

Automation

Custom workflows and scripts that actually work for your team.

Automation

  • Custom AppleScript and Shortcuts workflows
  • Automated data processing and file management
  • Integration between your favorite Mac and iOS apps
  • Workflow optimization for repetitive tasks
  • Custom automation solutions for your specific needs

Optimization

Streamline your Apple ecosystem for maximum productivity.

Optimization

  • Mac performance tuning and maintenance
  • iOS device setup and configuration
  • Network and connectivity optimization
  • Storage management and backup strategies
  • Security hardening and best practices

Documentation

Clear, useful documentation that your team will actually use.

Documentation

  • Internal communication systems that actually help people get their jobs done
  • Process documentation and workflow guides
  • Training materials and onboarding resources
  • Technical documentation for your Apple setup
  • Internal and external knowledge bases that stay useful (and don't rot)

Who We Are

Brett Terpstra

Brett Terpstra

Developer/Automation Expert

Brett has decades of experience with Apple products and a deep understanding of automation and optimized workflows. He's published multiple apps for publishing and automation, and has a long history of contributing to the Apple community with scripts, tools, and tips. He's also a master of the command line and a wizard at making things work.

Christopher Gamblée-Wallendjack

Christopher Gamblée-Wallendjack

Consultant & Managing Partner

Christopher's been in the tech industry for the last 15 years, primarily focusing on Customer Service, documentation, and other human-facing pursuits. He believes every business interaction is, at its core, a human one—and should be treated that way.

Frequently Asked Questions

Q: You want to talk to everyone? How will you manage that?

A: Give us three days with your team. We'll kick things off with an all-hands session explaining why we're here and what we're doing. Then we dive in—team by team, person by person. How are they using their tools? What's frustrating? What makes them productive? We take notes, we ask questions, and we start building solutions that actually work for the people who have to use them.

Q: You'll do this all over video calls?

A: We can! Or we can show up in person. Brett's in Minnesota, Christopher's in Ohio, and we're both happy to travel if that's what works best for your team.

Q: Do you offer ongoing support after a project is done?

A: Absolutely. We're happy to stick around for future tweaks, documentation updates, or support as your team grows and evolves. We'll work out a cadence that makes sense.

Q: Why don't you use AI tools? They're all the rage.

A: AI has its place. But it's still in its awkward preteen phase, and we don't think it should be client-facing—especially not in writing, documentation, or strategy. We don't want to give you something that reads like autocorrect on steroids (or worse, like a mashup of everything the internet has ever misunderstood).

Q: We're very busy, and we don't have time for you guys to talk with everyone.

A: First, that's not a question. Secondly, congrats! Busy is good. But imagine your team being just as (if not more) productive while being less underwater. That's kinda our whole deal.

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