LEAD CONFIDENTLY: ADVISORY & FRACTIONAL LEADERSHIP

Experienced product leaders who step in to steady, guide, and grow your software and AI product teams.

Stronger teams. Better Outcomes.

Product teams rarely stall for lack of talent. They stall when the person who should be steering is stretched too thin, or the seat is empty. Whether you need an outside perspective, an experienced leader in the seat while you hire, or training that builds what your team needs next, we bring real-world expertise, applied to your real-world problems.

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We work with growth-stage and enterprise businesses who:

Are taking on AI or a new software product for the first time and can’t afford to get it wrong
Follow all the best practices, processes, and frameworks and still miss their goals
Have a gap in product leadership and need someone experienced in the seat while they hire
Know their industry deeply, but are new to building software products

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 have actually done the work.

Fractional
Leadership

We step in part-time or temporarily with day-to-day support and an experienced set of hands to drive organizational change, steady your team, and lead management and capability planning. We help product, design, and engineering teams execute better against their goals and the company’s overall strategy.

Speaking & Training

Invite us to share our experience through talks or structured workshops on innovation topics and techniques, including problem finding, new business validation, and continuous discovery and delivery.

A tiger team when you need to create a lasting advantage

We’ve led growth from the inside at technology companies and from the outside at software consultancies. That dual vantage point taught us that the innovation behind organic growth can be repeatable and built to last, but only when it’s built with the teams who will carry it forward.  Meet the team.

Meet the team

"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