Fractional Strategy & Operations

Operations built for
what's next.

I help growth-stage SaaS companies stand up the operations, systems, and AI-native workflows they need to scale — without the overhead of a full-time hire.

See how I can help ↓ Get in touch
At a glance
Chief of Staff, Series A–PE stage
10+
Years in SaaS operations leadership
$50M+
ARR companies operated across
AI-first
Workflow design & automation
Current engagement focus
Fractional S&O RevOps BizOps AI workflows CRM systems M&A integration

The operator behind
the curtain.

I'm Shay Kingsbury — a fractional Strategy & Operations leader based in Kelowna, BC. Through 4FRNT Networks, I embed with growth-stage companies to build the operational infrastructure that lets founders and leadership teams focus on the work only they can do.

My background spans three CoS roles across SaaS companies from Series A through PE-backed growth, including time at Hootsuite navigating M&A integration, and most recently as Director of Business Operations at Arvo Tech. I've built RevOps functions, run PEO migrations, stood up CRM programs, and designed AI-native tooling that actually gets used.

I work best as an embedded operator — not a consultant who disappears after a slide deck. I build systems, hire into them, and stick around to see them compound.

Strengths
  • Systems thinking at the intersection of people, process & technology
  • AI-native workflow design (not just AI curiosity)
  • M&A integration & operational due diligence
  • Building ops functions from zero — strategy through execution
  • CRM architecture & revenue operations (HubSpot, Salesforce)
  • Cross-functional leadership without formal authority
Industries
  • B2B SaaS (R&D tax, fintech, procuretech, data & AI services)
  • Professional services & consulting
  • PE-backed and venture-stage companies
Services

What I actually do.

I take on a small number of fractional engagements at a time. Each one is structured around your company's real operating problems — not a templated scope of work.

AI Workflow Design

Practical AI integration across your ops stack. I design and build automations using tools like Claude, n8n, Zapier, and custom APIs — workflows that your team will actually use.

Fractional Strategy & Operations

Embedded operational leadership for founders and executive teams. I run the cross-functional projects, build the cadences, and make sure strategy lands in execution.

BizOps & RevOps

Standing up or scaling your revenue operations function — from CRM architecture and pipeline hygiene to booked-to-realized revenue tracking and sales velocity reporting.

People & Org Operations

Compensation frameworks, leveling, handbook audits, benefits administration, and HR process design. I've run these programs across both startup and PE-backed environments.

M&A & Integration

Operational support through M&A — from diligence to Day 1 readiness and post-close integration. I've done this at Hootsuite and in PE-backed contexts.

Experience

Where I've operated.

Consulting Clients
Arvo Tech FinQore TealBook acq. by Supplier.io Handshake & Handshake AI
Full-Time Roles
Hootsuite Heyday.ai acq. by Hootsuite Electronic Arts Lululemon
Partners

Trusted partnerships.

I work with a select group of platform partners whose tools I use, recommend, and implement for clients.

Justworks

PEO & HR platform. I implement and manage Justworks for clients navigating payroll, benefits, and compliance at scale.

Asana

Project & work management. I use Asana to build operational cadences, cross-functional tracking, and execution infrastructure.

Let's talk about
your next phase.

I take on a limited number of fractional engagements with growth-stage SaaS companies. I'm also open to speaking engagements. Talk soon!

hello@shaykingsbury.com