Full-Time

AI Workforce Solution Specialist

Posted on 8/12/2026

Microsoft

Microsoft

10,001+ employees

Develops software, OS, and cloud services

Compensation Overview

CA$103.5k - CA$170.7k/yr

Toronto, ON, Canada

In Person

Bachelor's, Master's

Category
Sales & Account Management (1)
Required Skills
LLM
Forecasting
CRM
Data Governance

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Requirements
  • A bachelor's degree in Computer Science, Information Technology, Business Administration, or Information Security, plus at least 4 years of experience in technology-related sales or account management, or equivalent experience.
Responsibilities
  • Own and drive the end-to-end sales cycle for AI Workforce solutions across an assigned territory or set of strategic accounts, from demand generation and qualification through technical win, commercial close, and expansion.
  • Build and maintain a healthy, accurate pipeline with 3–4x coverage; forecast rigorously and keep opportunity records, next steps, and close plans current in the customer relationship management system.
  • Lead consultative, outcome-based discovery to uncover high-value use cases where agents and Copilot can automate work, augment employees, and unlock productivity.
  • Orchestrate the extended virtual team of account executives, technical specialists, partners, customer success, and engineering to advance and close opportunities.
  • Serve as the subject-matter expert on the AI Workforce vision, including human-agent collaboration, agent orchestration, Copilot extensibility, responsible artificial intelligence, and the return on investment of digital labor.
  • Design solution proposals and business cases that map customer pain points to AI Workforce capabilities and quantifiable value, including cost to serve, cycle time, employee experience, and revenue.
  • Lead executive briefings, demonstrations, workshops, and proofs of value, tailoring the narrative from the C-suite to practitioners across strategy, return on investment, architecture, and adoption.
  • Address security, compliance, data governance, and responsible artificial intelligence concerns as part of the sales motion.
  • Build trusted-advisor relationships with senior business and technical decision-makers, including line-of-business leaders driving workforce transformation.
  • Develop and implement account and territory strategies with the core account team; identify whitespace and drive net-new and expansion motions.
  • Represent the customer's voice internally by channeling market and product feedback to engineering and product teams.
  • Coach and mentor less-experienced specialists, share winning plays, and contribute reusable assets such as demonstrations, value models, and objection handling.
  • Lead or contribute to communities of practice, enablement sessions, and go-to-market readiness for new AI Workforce offerings.
  • Influence sales strategy and motion design based on field learnings; pilot and scale new plays.
Desired Qualifications
  • Hands-on familiarity with generative artificial intelligence, agents or agentic workflows, Copilot, Copilot Studio, low-code automation, or comparable AI platforms.
  • Experience articulating and quantifying business value, including return on investment and total cost of ownership, for AI or digital-transformation initiatives.
  • Understanding of enterprise concerns around data governance, security, compliance, and responsible artificial intelligence.
  • Experience orchestrating extended virtual teams and co-selling with partners.
  • Executive presence with the ability to influence and negotiate at the C-level.
  • Relevant certifications in artificial intelligence, cloud platforms, or solution-specific areas.
  • A bachelor's or advanced degree in a relevant discipline.

Microsoft develops software, devices, and cloud services. Windows is an operating system that runs on personal computers, Office provides productivity apps, and Azure offers cloud computing and developer tools. The company differentiates itself with a large, integrated ecosystem of software, devices, and services, plus long-standing partnerships with PC makers and a broad enterprise footprint. Its goal is to put a computer on every desk and in every home, and to extend that reach through cloud services, professional networking (LinkedIn), and gaming.

Company Size

10,001+

Company Stage

IPO

Headquarters

Redmond, Washington

Founded

1975

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Simplify Jobs

Simplify's Take

What believers are saying

  • Fiscal 2026 revenue reached $331 billion, up 18%, with Azure growing 41%.
  • Amy Hood expects fiscal 2027 free cash flow positive despite roughly $175 billion capex.
  • Meta became a Microsoft AI customer in 2026, validating Azure and Foundry monetization.

What critics are saying

  • Eight newspapers amended copyright claims against Microsoft on August 21, 2026.
  • Microsoft cut 4,800 jobs on July 6, 2026, including 3,200 Xbox roles.
  • OpenAI dependence creates existential exposure; one adverse ruling can damage Copilot economics.

What makes Microsoft unique

  • Azure crossed $100 billion annual revenue on July 29, 2026, proving scale.
  • Microsoft 365 Copilot hit 30 million paid seats, embedding AI into workflows.
  • Foundry served 100,000 customers by July 2026, giving Microsoft distribution across enterprises.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Company Match

Professional Development Budget

Conference Attendance Budget

Flexible Work Hours

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

-1%

2 year growth

0%
Yahoo Finance
Aug 23rd, 2026
Microsoft cuts $6.8B dividend while AI capex hits $116B — 4.5 times more

Microsoft went ex-dividend on 20 August 2026 at $0.91 per share, distributing $6.8 billion to shareholders. That single payout was the largest amongst 26 companies going ex-dividend that day, dwarfing Applied Materials' $421 million. In the fiscal year ended 30 June 2026, Microsoft spent $116 billion on capital expenditures, up from $64.6 billion the previous year. Dividends paid totalled $26.4 billion. That represents roughly $4.50 in capex for every dollar returned to shareholders. CFO Amy Hood said the company returned over $43 billion to shareholders during the fiscal year through dividends and share repurchases. She forecast Microsoft will remain free cash flow positive in fiscal 2027, even as capex is expected to reach approximately $175 billion. Azure has already crossed $100 billion in annual revenue.

Yahoo Finance
Aug 23rd, 2026
Microsoft stock could double by 2030 after 30% drop from peak — and avoiding the chatbot arms race

Microsoft's stock has rebounded after dropping 30% from its all-time high in June. The tech giant's shares had lagged the S&P 500 over three years, growing 53% compared to the index's 76.4%. Following strong earnings, J.P. Morgan raised its 2027 price target for Microsoft from $550 to $625 per share, representing a 30% premium to the current price of around $480. Microsoft's Azure cloud platform saw revenue growth of 43% year-over-year in the most recent quarter, maintaining its number two position against competitors Amazon Web Services and Google Cloud. The company attributes this growth to AI features introduced on its platform. Additionally, Microsoft owns a stake in Anthropic, recording a $3.2 billion gain from that investment last quarter, whilst avoiding the costly chatbot competition between Google Gemini, Claude, and ChatGPT.

Yahoo Finance
Aug 22nd, 2026
Wall Street demands proof AI spending pays off as tech firms commit over $700B

Investor sentiment around artificial intelligence is shifting towards demanding concrete returns rather than just ambitious spending promises. Tech companies plan to invest over $700 billion in AI this year, with expectations of further increases. Recent earnings revealed a clear divide. Microsoft, Amazon, and Palantir saw double-digit stock price jumps after demonstrating strong results. Microsoft maintained $19.9 billion in quarterly free cash flow despite heavy AI investments, whilst Amazon's cloud division posted its fastest growth in four years, with its AI business exceeding a $25 billion annual run rate. Meanwhile, Meta Platforms, Alphabet, and Tesla faced investor scepticism over their substantial AI expenditures without comparable proof of returns. The market has entered what analysts call the "show me" phase, where tangible financial results from AI investments now matter more than spending commitments alone.

Yahoo Finance
Aug 22nd, 2026
Microsoft's $678B backlog drives $590 price target with 22% upside

Microsoft reported a $678 billion commercial backlog and Azure surpassing $100 billion in annual revenue, growing 41%. The company posted fiscal 2026 revenue of $331 billion, up 18%, with Q4 non-GAAP EPS of $4.74 beating consensus by 11.81%. Microsoft 365 Copilot reached over 30 million paid seats, with net seat additions more than doubling quarter over quarter. Azure guidance implies approximately 45% constant-currency growth in Q1 FY27. However, full-year capital expenditure hit $115.95 billion, up 79.62%, while free cash flow fell to $66.99 billion, down 6.46%. The company's OpenAI investment resulted in $3.1 billion in Q1 FY26 losses. Shares are up 21.2% over the past month but roughly flat year to date. Analysts cite the recurring revenue backlog as a key differentiator in the AI market.

Yahoo Finance
Aug 21st, 2026
$7.6T AI spending gap risks Nvidia margins as Microsoft turns cheap inference into recurring revenue

Goldman Sachs estimates $7.6 trillion in cumulative AI capital spending from 2026 through 2031, whilst OpenAI and Anthropic generated combined annualised revenue exceeding $105 billion by August 2026. The industry must scale annual recurring revenue past $1 trillion by 2030 to avoid infrastructure write-downs on hardware with 3-to-5-year lifecycles. Nvidia faces exposure as its 74.9% quarterly gross margin depends on scarce GPU demand, whilst hyperscalers deploy internal chips like Google's TPUs and Amazon's Trainium. The shares traded at 25.64 times forward earnings as of 17 August. Microsoft's AI operations exceeded a $37 billion annual run rate in the March quarter, up 123% year-on-year. GPT-4-level inference costs have fallen 50-fold, potentially expanding market demand.

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