Lead Confidently: Advisory & Interim Leadership

Learn from our experience and expertise to enable better strategies, processes, and outcomes for your business, your people, and your customers.

Stronger teams. Better Outcomes.

Sightglass works with founders, boards and executive teams who need more than a generic framework — whether that’s strategic guidance through a period of growth, an experienced hand embedded to keep your team aligned through transition, or a workshop that builds real leadership capability. Real-world expertise, applied to your actual problems.

Get in touch

We work with growth-stage and enterprise businesses who:

Lack the internal expertise and experience to deliver a new growth story
Follow all the best practices, processes and frameworks and still miss their goals
Need stability while they recruit long term leadership
Are subject matter experts in their field, but not in product development and technology

We’re product builders and growth strategists

We rose through the ranks at both in-house technology companies and software consultancies. That dual vantage point led us to a simple insight: the innovation that prompts organic growth can be packaged, delivered and built to last.

Advisory & Diligence

We provide advisory and diligence services for investors, founders, and leadership teams evaluating technology assets, product strategy, and operational readiness. We’ve led products, guided acquisitions, and navigated successful exits — so when you need an outside perspective, you’re accessing executives who’ve actually done the work.

Fractional
Leadership

We offer day-to-day support and an experienced set of hands to step in part-time or temporarily to drive organizational change, support team stability, and enact management and capability planning. We help Product, Design, and Engineering teams better execute against their goals, and the company’s overarching strategy.

Speaking & Training

Invite us to share our experience with your organization in the form of talks or structured workshops around a variety of innovation topics and techniques, including problem finding, new business validation, and continuous discovery & delivery.

"We’re seeing greater internal clarity on why we build what we build — and when. That’s increasing empowerment, involvement and co-ownership across our various functional teams. The result is better feature quality because research, interviews and iteration are driving improved outputs. We’re future-proofing our own growth.”

Caleb Wilson, Head of Product Design at Templafy

"In working with a few of our portfolio companies, I’ve seen Sightglass dissect problems and bring additional perspective to the table, saving founders a lot of time and missteps. Of course, when you’re scaling a company, you will inevitably hit a few potholes, but the more you know, the better you can navigate."

Allison Myers, Chief Growth & Strategy Officer, HData

“What has surprised me most about working with Sightglass is that nothing surprises them. They always have a solid reference point for providing advice. And because they’ve seen it all, they’re a springboard of optimism, which is reassuring and satisfying when you’re a first-time founder who's often anxious about the next step.”

Christopher Naismith, CEO, Audette

"Knowing where you’re headed is tough but critical to success. Sightglass not only brings the data and asks the right questions but also offers a level of thoughtfulness that helps leaders gain much-needed clarity."

Allison Myers, Co-Founder and General Partner, Buoyant Ventures