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How Canadian SMEs Can Make Better Technology Decisions: The ProcurePro Approach

Large corporations have long understood that major technology and supplier decisions require specialized expertise. Those organizations built sophisticated...

CanadianSMEPublished October 5, 2026 · 6 min read
Five people gather around a laptop in an office, smiling and looking at the screen. One person holds documents and another talks on the phone. Papers, a cup, and glasses are on the wooden table.

Five people gather around a laptop in an office, smiling and looking at the screen. One person holds documents and another talks on the phone. Papers, a cup, and glasses are on the wooden table.

In this article5 sections
  1. The DAPT™ Framework
  2. The DAPT Framework
  3. Technology Decisions in Practice
  4. Sharing Expertise Openly
  5. The Case for Canadian SMEs

A Boutique Firm With Enterprise Depth

Large corporations have long understood that major technology and supplier decisions require specialized expertise. Those organizations built sophisticated sourcing functions and developed the internal resources to evaluate technology, select suppliers, negotiate complex contracts, and manage risk.

35 yearsof business, sourcing and supply chain experience
350sourcing and selection projects led by Jill Button
$5 billionin value across 500+ negotiated contracts

SMEs were largely left out of that transformation, not because the need was any less significant, but because dedicated technology sourcing, selection and contracting expertise was rarely available internally. ProcurePro Consulting exists to close that gap.


A Boutique Firm With Enterprise Depth

ProcurePro Consulting is an award-winning, women-owned and operated independent Technology Sourcing, Selection & Contracting Advisory firm led by founder, President, and CEO Jill Button. The firm is 100% virtually based, delivering Technology Advisory Services across Canada and the United States.

Behind the boutique scale sits more than three decades of experience. ProcurePro’s clients rely on the firm as a trusted advisor, a partner, and a working extension of their own team, a description the company earns through consultative engagement rather than arm’s-length recommendations.

The firm’s motivation is stated plainly: it provides independent expertise to organizations that may not have the specialized internal resources required to navigate complex technology sourcing, supplier selection and contract decisions.


The Founder Behind the Firm

The Founder Behind the Firm

Jill Button brings more than 35 years of business, strategic sourcing and supply chain experience to ProcurePro. Throughout her career, she has led more than 350 sourcing and selection projects and negotiated over 500 contracts representing more than $5 billion in value. Today, she works with CIOs, CFOs and business leaders to help organizations make better technology decisions, from defining requirements and evaluating suppliers to competitive selection, contract negotiations and implementation oversight. Her experience spans ERP, financial systems, HRIS and payroll, CRM, cybersecurity, managed services, infrastructure, SaaS and cloud technologies, and payments across the private, public and not-for-profit sectors, in Canada and the US.

Jill founded ProcurePro Consulting in 2013 to provide organizations with independent, vendor-agnostic expertise throughout the technology sourcing and selection lifecycle. ProcurePro does not sell technology, accept supplier referral fees or do the technical implementation of the solutions it recommends, allowing Jill and her team to remain focused on representing the client’s interests.

“Independent advice matters because the person helping you choose your technology should be working for you, not earning commissions from the supplier you select,” says Button.

Headshot of a woman with blonde hair next to a blue box with the text: Jill Button, President & CEO, ProcurePro Consulting.

Her professional recognition includes being named among the 100 Influential Women in Canadian Supply Chain™, Top 100 Canadian Professionals, Trailblazer, Women Leaders 2021, and Top Visionary and Extraordinary Women Leaders to Watch in 2023. In 2023, ProcurePro Consulting was also recognized by the Whitby Chamber of Commerce with the Peter Perry Business Excellence Award for Small Business.

Jill is known for taking complex technology sourcing, supplier and contracting decisions and turning them into structured, practical business decisions that executives can understand and act on.

The Problem ProcurePro Solves

The Problem ProcurePro Solves

The firm is refreshingly direct about the challenges its clients experience. Technology decisions are increasingly complex. Organizations must navigate hundreds of technology options, complex supplier ecosystems, sophisticated contracts, AI governance considerations, privacy and data protection requirements, resource constraints, and significant implementation risk.

Most organizations make these decisions only occasionally and may lack the time, experience or internal resources to manage them effectively.

ProcurePro’s answer is to remove that complexity and provide independent expertise that helps clients improve decision quality, reduce risk, strengthen contracts, and achieve better business outcomes.


Three Service Lines

Three Service Lines

Technology Sourcing, Selection & Contracting Advisory helps organizations identify the right technology solution, select the right supplier, and negotiate the right contract. Work spans ERP, HRIS, CRM, contact centre, managed services, cybersecurity, infrastructure and cloud services, payment platforms, enterprise software and other technology modernization initiatives.

Technology Contract Negotiation & Lifecycle Management helps organizations negotiate, manage, optimize and govern technology contracts throughout their lifecycle. This includes new technology agreements, SaaS and software agreements, managed services and cloud agreements, renewals, renegotiations and contract modernization initiatives.

Technology Sourcing & Contracting Diagnostics provides structured assessments that help organizations evaluate current practices, identify improvement opportunities and establish priorities. Offerings include Technology Sourcing Readiness, RFP Readiness, Vendor Management Modernization, Contract Portfolio, Renewal Readiness and Technology Contract Health assessments.

For those needing more hands-on project management support for technology implementation, ProcurePro’s optional implementation oversight may also be provided to help organizations maintain governance, manage risk and hold suppliers accountable through implementation and go-live.


The DAPT™ Framework

The DAPT Framework

ProcurePro’s proprietary DAPT™ Framework is a genuine point of differentiation. Developed from more than three decades of experience, the framework provides a structured approach to complex technology sourcing, selection, contracting and implementation oversight.

The framework moves through four defined phases:

Define — Strategy & Requirements. Establish business goals and success criteria, develop business and technical requirements, define evaluation criteria, align stakeholders and establish the sourcing strategy and project plan.

Assess — Evaluation & Selection. Engage the market, evaluate solutions and suppliers, conduct demonstrations, workshops, reference checks and due diligence, and develop an evidence-based selection recommendation.

Protect — Contract Negotiations. Negotiate the complete agreement set, including MSA, SOW, SLA and fee schedules, together with commercial, operational and contractual protections covering privacy, AI, data protection, data residency, renewals, pricing, liability, termination and transition.

Transform — Implementation Oversight (Optional). Provide implementation oversight, governance, risk escalation, scope control, supplier performance management and go-live readiness.

The Protect phase reflects a point Button makes to every client: “A good deal is more than a lower price. The contract must protect your data, set clear expectations for the supplier and give your business room to grow.”

The objective is straightforward: define the right requirements, assess the right solutions and suppliers, protect the organization through stronger contracts, and transform technology investments into business outcomes.


Technology Decisions in Practice

ProcurePro’s work demonstrates how independent technology advisory can improve complex, high-risk decisions across industries and technology categories.

For a rapidly growing Canadian energy services company rapidly expanding from 50 to more than 1,000 employees, ProcurePro led a structured Payroll and HRIS evaluation spanning requirements definition, supplier evaluation, demonstrations, commercial analysis and negotiation support. The process helped leadership move beyond supplier claims to select a scalable technology platform capable of supporting continued growth, while improving pricing transparency and strengthening confidence in total cost of ownership and implementation readiness.

ProcurePro also advised a leading Canadian FinTech whose legacy financial platform could no longer support its future billing and technology modernization requirements. Rather than simply replacing software, ProcurePro helped leadership evaluate competing technology strategies against business requirements, scalability, implementation complexity, risk and long-term value. The result was an evidence-based Financial System decision that reduced implementation risk, strengthened executive confidence and positioned the organization for future growth.

For a Canadian windows and doors manufacturer, evaluating ERP and specialized design and configuration technology, ProcurePro helped leadership look beyond individual software products and compare fundamentally different technology strategies. Deeper supplier demonstrations and analysis uncovered significant functional, implementation and commercial risks in a highly rated solution before final selection, enabling leadership to eliminate an unsuitable supplier and establish a defensible technology direction.

“The best technology decision starts with understanding how your business works and what it needs to achieve,” Button explains. “A polished demo cannot tell you whether a solution will actually work for your company and team.”

Across these engagements, the technology and business challenges differ, but the principle remains consistent: better technology decisions begin with clearly defined requirements, objective supplier evaluation, independent advice and a disciplined understanding of business, commercial and implementation risk.


Sharing Expertise Openly

ProcurePro invests in the wider business community through published guidance. Jill is the author of How NOT To Get Screwed by Your Suppliers and SAVE Millions, and the firm maintains a resource centre with articles, a newsletter published on Substack, and video content through its YouTube channel, providing practical guidance on technology selection, supplier evaluation, contract negotiation, governance and technology decision-making.

The firm also offers structured assessments designed to help organizations evaluate readiness, identify gaps and establish priorities before embarking on major technology sourcing or contracting initiatives.


The Case for Canadian SMEs

Major technology decisions involve significant investment, risk and long-term consequences. Yet many SMEs make these decisions only occasionally and do not maintain dedicated internal expertise in technology sourcing, supplier selection and complex technology contracting.

ProcurePro makes that expertise accessible through an independent, structured and practical advisory model. For Canadian SMEs evaluating a new ERP, HRIS or other enterprise technology, selecting a managed services or cybersecurity provider, approaching a major technology renewal, or negotiating a complex supplier contract, the firm provides specialized expertise throughout the technology decision lifecycle.

The principle behind the firm’s approach is simple:

Right Solution. Right Supplier. Right Contract.

Learn more at procurepro.ca

CanadianSME

With an aim to contribute to the development of Canada’s Small and Medium Enterprises (SME’s), Cmarketing Inc is a potential marketing agency and a boutique business management company progressing rapidly in its scope. By acknowledging a firm reliance of the Canadian economy over its SMEs, the agency has resolved to launch a magazine, the pure focus of which will be the furtherance of Canadian SMEs, and to assist their progress with the scheduled token of enlightenment via the magazine’s pertinent content.

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