For growth-stage leadership teams

Your organization is a product. It's just the one nobody's iterating on.

You ship updates to the thing you sell every sprint. The org chart, the decision rights, the operating rhythm — that's been running on the same version since you were 50 people. I rebuild it to fit your stage, like the product it is.

Let's Talk
The Viewpoint Stack
Katie built an amazing AI application to help us complete a structured and detailed analysis of potential automation efficiencies in preparation for a RFP submission for one of our healthcare clients. The level of detail she created enabled me and the operations team to set clear and timebound operating goals and guide our tech strategy for delivering on our goals.
VP, Service Delivery — Series B Healthcare Tech Startup

BY THE NUMBERS

Proven impact, real results.

27%

COST
REDUCTION

Achieved through Six Sigma Value Stream Mapping and lean operating implementation.

10H1H

FEATURE
DECISION
VELOCITY

From 10-hour cycle to 1-hour self-service workflow for pricing, staffing, and solution decisions.

$30M

REVENUE GAP
CLOSED

Deployed to establish a new business development process heading into 2026.

4×

FUNCTIONS
BUILT FROM
SCRATCH

PMOs, product orgs, and portfolio functions — built right the first time.

About

Hi, I'm Katie Dasso

Katie Dasso

I've lived the chaos of a business scaling from 50 to 150+ people, when the systems that used to work suddenly don't. That's exactly what I help with — rebuilding what's underneath so the goals you set at your offsite actually turn into what happens day to day. Most of my clients know they're wearing pants a wee size too small, but they don't have time to go shopping — let alone figure out the latest trends (read: AI) and how to tailor them to their org. My belief: you can't sew AI onto a broken process and expect anything but broken AI, so I build the foundation first.

With 15+ years as a strategic operator at high-growth companies like Vistaprint, TripAdvisor, Chegg, and Hummingbird Healthcare, I've learned that a strategy is only as good as the operating system behind it. That experience across e-commerce, travel, edtech, and healthcare has shown me that execution problems look remarkably similar regardless of industry — and so do the structural solutions.

  • Deep Systems Thinking: I don't patch the thing that broke. I figure out why it keeps breaking.
  • Outcome-Obsessed: I'm not here to hand you a slide deck. I'm here to build something your team actually uses.
  • Iterative Execution: I treat your org like a product — shipping changes, watching what breaks, and rebuilding instead of waiting for a perfect plan.
  • AI as Architecture, Not Add-On: Most companies add an AI tool and call it done. I build AI into how the work actually happens — so it's still paying off a year from now.

Based in the Boston area, I work with a limited client roster to ensure every engagement gets my full focus as a fractional strategic operator. I embed directly within your leadership team—in your Slack, your meetings, and your reality—to connect the dots and move the business forward.

Katie's support, structure, and vision was invaluable to us being able to launch our new process on time. The overall process is complex and involves many cross-functional teams. Katie expertly navigated all of those dynamics. When we realized we couldn't get it all done, Katie helped create a successful plan forward that allowed us to break the work into increments. I'm so thankful for Katie's partnership and support.
VP, Strategy — Series B Startup

How I Work

High trust. High impact. Low overhead.

Organizations are products

I treat every operating model the way a great product leader treats a build — designed with intention, iterated with discipline, and always in service of the people who depend on it.

Small by design

I work with a limited number of clients at a time. You get real attention, not a junior team member.

Embedded, not arms-length

I work inside your leadership team — in your meetings, your Slack, your reality — not from the outside looking in.

Built for builders

I thrive in fast-moving, high-growth environments where ambiguity is the norm and the answer is usually "we need to build that."

Outcomes over outputs

I'm not here to produce decks. I'm here to make sure the right things get built, aligned, and executed.

We had taken various swings at documenting our client lifecycle in the past year but your involvement has brought a level of clarity and structure to something that is so impactful across the company. Your ability to take complex ideas and translate them into easy-to-understand graphics and summaries allows us to focus on key questions and decisions while not getting bogged down in the complications.
Growth Operations Leader — Series B Startup

Contact

Ready to get building?

I'm currently accepting a limited number of new clients. Let's find out if we're a good fit.

Let's Talk katie@viewpointadvisorygroup.com