The operator who builds the AI.

15+ years in fintech and SaaS, including a transformation that ended in acquisition. Currently building audit-ready AI for regulated mid-market. Founder of sitkastack.

Engage through sitkastack
01 · About

A builder and an operator. On purpose.

I'm Robyn Toor. I build AI you can put in front of an auditor.

For 15+ years I've shipped enterprise software in regulated industries: fintech, SaaS, multi-location retail, and financial services back-office. I built the Innovation and PMO at Refresh Financial that contributed to the company's eventual acquisition. I led the 20-person IT PMO at Momentum Financial Services Group that rolled out AML/KYC across 600+ retail locations.

In 2025 I started sitkastack: the practice and the Framework. The focus is AI implementation that holds up in audit, not just in demo.

I'm based in British Columbia. I work with clients across Canada and the U.S. I'm building the sitkastack Framework in public.

Portrait of Robyn Toor, founder of sitkastack, with her beagle Sadie in British Columbia
Robyn & Sadie · British Columbia
15+ yrs
Fintech, SaaS, regulated industries
61.5%
Annual sales growth from the operations transformation I led at a PE-backed fintech, later acquired.
$500M
Originated on an installment loan platform I launched from Canadian pilot to U.S. expansion in 18 months.
~/nowLive
FrameworkBuilding in public at github.com/sitkastack
ShippingAI tools and executive dashboards in production
ModelsClaude  ·  Gemini  ·  GPT
StackReact  ·  Next.js  ·  Postgres  ·  n8n  ·  Python  ·  Apps Script
LeadingA multi-system integration platform across a national franchise network (Boomi · Solace · AWS)
WritingLinkedIn newsletter (Wed)  ·  LinkedIn posts (Tue + Thu)  ·  Medium (weekly)
Buildingthe sitkastack Framework, in public, at github.com/sitkastack
Open tosenior program and transformation roles in fintech and regulated financial services
CredentialsMBA  ·  PMP  ·  AIGP (in progress)  ·  CSM  ·  CSPO  ·  AWS Cloud Practitioner

Engage through sitkastack.com.

02 · Programs delivered

Fintech and retail platforms. $500M originated. Acquisition outcomes.

001
Refresh Financial  ·  Director, Innovation & PMO

Built and ran an 11-person Innovation and PMO. Automated 85% of manual onboarding. Sales grew 61.5% annually. The company was later acquired.

002
Top-five Canadian grocer  ·  Program Director

Owned strategy and delivery for a $16M MarTech growth platform with a $200M customer lifetime value roadmap.

003
Momentum Financial Services Group  ·  Director, IT PMO & Program Management

Led a 20-person IT PMO. Launched an installment loan platform that originated $500M in 18 months. Rolled out AML/KYC and modernized POS across 600+ retail locations.

03 · Builds

Tools I've built and use in my own work.

The same patterns apply to client builds at sitkastack.

001
Executive delivery dashboard  ·  In production

A Python pipeline that ingests Jira, Smartsheet, and timesheet data and uses the Claude API for RAG-based program insights, margin analysis, and forecast views. An internal tool I built and use to replace manual status compilation.

Claude API  ·  Python  ·  Jira  ·  Smartsheet
002
Fintech service ops triage  ·  Public demo on GitHub

An AI triage tool for service-operations decisions in regulated environments. Confidence-gated routing, PII redaction, prompt-injection mitigation, and structured audit logging. The architectural foundation that the sitkastack Vendor Risk Triage gate evolves from.

Claude API  ·  Python  ·  Tool use
003
Multi-persona AI code review  ·  Independent build

A Claude API pipeline running parallel code review across security, performance, readability, and architectural perspectives before commits land. Pattern testing for earlier risk detection.

Claude API  ·  Prompt engineering

Full Framework and additional tooling at sitkastack.com.

04 · Proof

From people who shipped with me.

Robyn joined Refresh and built our Enterprise PMO from scratch at a critical time in our growth. She has a rare ability to translate high-level strategy into clear execution plans without slowing down the business, particularly in an environment where we were trying to execute quickly, without compromising on quality. I trusted her to manage our most complex initiatives and she delivered every time.

Michael Wendland  //  Founder/CEO at Refresh Financial

I reported to Robyn at Refresh Financial, first as a Project Manager and later as I transitioned into Product and Marketing roles. Robyn is the rare leader who genuinely cares about her team's long-term career path, not just the project in front of her. She supported my growth and helped me develop the strategic skills I needed to level up within the organization. She builds a culture where people feel supported to take on new challenges. I'd highly recommend her to any team looking for strong leadership.

Tyler Hinds  //  Product Manager at Refresh Financial, reported to Robyn (now Product at KOHO)

I reported to Robyn for nearly two years. She taught me the fundamental skills required to manage projects. She's exceptional at prioritizing what actually matters, communicating clearly with stakeholders at every level, and investing real time in developing the people on her team. On top of all that, she's patient, kind, and a pleasure to work with. Robyn genuinely cared about her team and the projects she worked on. Any team would be lucky to have her.

Dylan Robinson  //  Project Manager at Fastloop, reported to Robyn

I had the pleasure of partnering with Robyn on some of our most technically demanding projects at Refresh, and she consistently brought a level of technical depth you typically only see in seasoned engineering leaders.

One of the most critical initiatives we tackled together was replacing our legacy Loan Management Platform to support a major acquisition. It was a high-risk, high-stakes migration with a hard deadline. Robyn didn't just manage the timeline, she understood the underlying architecture, identified the data migration risks, and made informed decisions that kept both the delivery and the business safe.

She also led the technical delivery of our sales and marketing automation stack, which ultimately drove significant revenue growth. Robyn is one of the very few non-engineers I've worked with who can genuinely engage in technical trade-offs while still keeping cross-functional teams aligned and moving forward.

Angela Zenner  //  Director of Technology & Development at Refresh Financial (now Senior Engineering Manager at Wealthsimple)
05 · Writing

Notes from the middle of the work.

Latest articles from Medium
All articles at medium.com/@robyntoor  ·  LinkedIn newsletter every Wednesday  ·  LinkedIn posts Tue + Thu
06 · Contact

Start at sitkastack.

For engagements

For engagements, start at sitkastack.com.

AI advisory and builds for small and mid-sized operators. That's where the work begins.