Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Deal Advisory Senior Consultant - Ai Trainer

$125 per hour

DataAnnotation

We’re looking for an experienced Management Consultant to help train AI models. You’ll test the newest models on business problems from your own practice, judge what they produce with a consultant’s eye, and tell us exactly where they hold up and where they fall apart.
This is a new and fast-growing area, focused on teaching AI to think like a top-tier strategy advisor. The models can already generate polished-looking slides and reports. What they can’t yet do reliably is tell a sharp recommendation from a generic one. Your judgment, standards, and written rationale become the signal that shapes the next generation of AI business tools.
What you’ll actually do
Write client-style briefs
from engagements you know well (a market-entry assessment, a competitive landscape, a due diligence memo, a cost-reduction plan) and run them through AI models.
Review each response like an associate’s work before it reaches a partner:
problem framing, structure, analytical rigor, insight, storyline, and whether it answers the client’s question.
Flag concrete issues
such as unsupported claims, faulty numbers, buried recommendations, or vague AI-sounding conclusions, and explain your reasoning.
Compare responses head-to-head
and pick the one you’d put in front of a leadership team.
Problems draw on whatever you know best:
Strategy:
market entry, growth, portfolio, and competitive positioning.
Market research:
sizing, competitor benchmarking, and customer segmentation.
Leadership communications:
board decks, steering-committee updates, and one-pagers.
Operations and transformation:
process redesign, PMO, and program management.
Transactions:
commercial due diligence, deal advisory, and investment theses.
Roles this fitsCommon backgrounds: Strategy Consultant, Management Consultant, Deal Advisory Consultant.
What we look for
Fluency in English (native or bilingual level).
Professional experience in management consulting, strategy, PMO, or deal advisory.
Experience at a top strategy firm, Big Four advisory practice, or boutique consultancy is a strong plus.
Skilled at building and critiquing work for senior stakeholders.
Strong analytical and structured problem-solving skills.
A current, in-progress, or completed MBA or other postgraduate degree is preferred but not required.
Only applicants based in Australia, Canada, Ireland, New Zealand, the United Kingdom, or the United States will be considered for this role.
CompensationUp to $125+/hr depending on task difficulty and specialization. Many contributors add $100k–$200k a year;
some make it their full-time income.
About DataAnnotationDataAnnotation is where 1M+ experts train the world’s leading AI models. Hundreds of millions paid to contributors to date, and the average contributor stays 5+ years. Flexible, remote, and always project-available.
#J-18808-Ljbffr
Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Deal Advisory Senior Consultant - Ai Trainer in Winnipeg, MB vacancy
  • About The Job We're looking for an experienced consulting professional to help train AI models. You'll test the newest AI models on business problems...  ...managementTransactions: commercial due diligence, deal advisory, investment thesesAdvantages Of Contracting With Us... 
    Senior
    Hourly pay
    For contractors

    DataAnnotation

    Winnipeg, MB
    1 hour ago
  • Use management consulting judgment to evaluate AI models on business problems, with flexible remote project availability through DataAnnotation. Your...  ...Management Consultants, Strategy Consultants, and Deal Advisory Consultants. You will test models using client-style briefs... 
    Senior
    Remote work
    Flexible hours

    DataAnnotation

    Winnipeg, MB
    1 hour ago
  •  ...Kitchen Brigades is a culinary education program offered in more than 350 schools across Canada. The Consultant Chef Trainer delivers culinary workshops to students, teaching them various basic cooking techniques and healthy eating principles using the educational materials... 
    Suggested
    Contract work
    Flexible hours

    La Tablée des Chefs

    Winnipeg, MB
    23 hours ago
  •  ...strategy expertise into training signals for AI models by testing recommendations,...  ...remotely on your schedule.As an experienced consulting professional, you will teach models to think...  ...Experience building and critiquing work for senior stakeholdersProfessional background in... 
    Senior
    Remote work

    DataAnnotation

    Winnipeg, MB
    1 hour ago
  •  ...analyze financial and operational targets, and help shape strategic deal decisions for clients across the Americas. Ideal candidates...  ...English. The role offers extensive collaboration, mentorship, and opportunities to advance within a global advisory practice. #J-18808-Ljbffr
    Senior

    EY

    Winnipeg, MB
    1 hour ago
  • $120k - $170k per year

     ...Job DescriptionRoleWe are looking for a Senior Salesforce Consultant to provide domain, technical and...  ...including roadmap alignment, enablement and advisory supportContribute to target-state recommendations...  ...by its market leading capabilities in AI, generative AI, cloud and data,... 
    Senior
    Full time
    Local area

    Capgemini

    Winnipeg, MB
    1 hour ago
  • $68k - $104k per year

     ...Our National Business Resilience Team is looking for a Senior Consultant, Risk Advisory to join BDO’s Risk Advisory Services national team. This is...  ...recruitment process. While these tools assist our teams, our use of AI does not replace human decision making, and all employment-... 
    Senior
    Remplacement
    Work at office
    Local area
    Flexible hours

    BDO Canada LLP

    Winnipeg, MB
    1 hour ago
  • Senior Consultant, Strategy and AdvisorySince 2011, Optis has been on a mission to make Source-to-...  ...hiring a Senior Consultant, Strategy and Advisory to join our Vancouver, Toronto, Calgary,...  ..., Ivalua, and SAP Ariba, enterprise AI tools, and the data cloud platforms where... 
    Senior
    Contract work
    Local area

    Optis Consulting

    Winnipeg, MB
    1 hour ago
  •  ...skills at EY in Toronto, supporting acquisitions, IPOs, financings, and complex reporting matters.As a Senior Consultant, you will support Strategic Transaction Advisory and Accounting & Reporting engagements. You will work on accounting research, financial statements, framework... 
    Senior

    EY

    Winnipeg, MB
    1 hour ago
  • $166k - $170k per year

     ...for a new vacancy. Google utilizes AI tools to assist in assessing candidates...  ...experience. 5 years of experience in advisory or consulting roles within professional services or cybersecurity...  .... About The JobAs a Security Consultant, you will be responsible for helping... 
    Senior

    Google

    Winnipeg, MB
    1 hour ago
  • Advance project finance deals at PwC with complex modeling, commercial analysis, and leadership across infrastructure advisory engagements.As a Deals, Real Assets, Manager, you will coordinate...  ...project financingCoach Associates and Senior AssociatesMaintain client relationships... 
    Senior

    PwC Canada

    Winnipeg, MB
    1 hour ago
  • $60k - $100k per year

    The Financial Advisory Team at TeneoTeneo’s global Financial Advisory...  ...financial advisory, management consulting, investor relations, strategic...  ...several levels. The Role – Senior Consultant / Manager,...  ..., Excel and Outlook packages. AI acumen is an asset. Demonstrates... 
    Senior
    Long term contract
    Flexible hours

    Teneo external feed for LinkedIn

    Winnipeg, MB
    1 hour ago
  •  ...that accelerate business outcomes.As a consultant on our Advisory team, you will play a key role in delivering...  ...insights and presentations for senior stakeholdersCollaborate with cross-functional...  ...Electric Mind is a fast-growing, AI-native advisory and digital engineering... 
    Senior

    Electric Mind

    Winnipeg, MB
    1 hour ago
  • BDO Canada in Vancouver is seeking a Senior Consultant, Risk Advisory to join our National Business Resilience team. You will provide crisis management guidance and services across multiple sectors, delivering high-quality risk analyses, business continuity planning, IT disaster... 
    Senior

    BDO

    Winnipeg, MB
    1 hour ago
  • Optis Consulting is hiring a Senior Consultant, Strategy and Advisory to join our Vancouver, Toronto, Calgary, or Montreal team. You will help clients rethink how they...  ...platforms like Coupa, Ivalua, and SAP Ariba, enterprise AI tools, and the data cloud platforms where... 
    Senior

    Optis Consulting

    Winnipeg, MB
    1 hour ago
  •  ...DataAnnotation is seeking an experienced Management Consultant to help train AI models. You’ll test models on business problems from your practice, judge outputs, and explain where they hold up and where they fall apart. This role focuses on teaching AI to think like a... 
    Remote work

    DataAnnotation

    Winnipeg, MB
    1 hour ago
  • $83k - $102k per year

     ...engineering, management, and development consultancy, we work with clients to solve...  ...Mott MacDonald is seeking a Consultant to support the delivery of infrastructure advisory services for public and private...  ...-based advice to clients and senior decision-makers. The successful... 
    Senior
    Permanent employment
    Full time
    Contract work
    Work at office
    3 days per week

    Mott MacDonald

    Winnipeg, MB
    1 hour ago
  • EY in Calgary is seeking a FAAS Senior to drive finance optimization and accounting advisory engagements across industries. You’ll combine technical accounting with analytics to deliver real-time insights and value for clients. The role emphasizes process improvement, digitization... 
    Senior

    EY

    Winnipeg, MB
    1 hour ago
  • $77.5k - $127.5k per year

    Line of Service Advisory Industry/Sector Not Applicable Specialism Delivering Deal Value Management Level Senior Associate Job Description & Summary Whatever their specific business...  ...Advisory experience from a management consultancy, or as an 'internal consultant' in a multinational... 
    Senior
    Long term contract
    Local area
    Visa sponsorship
    Work visa

    PwC

    Winnipeg, MB
    1 hour ago
  •  ...Teneo’s Toronto Financial Advisory team is seeking a Senior Consultant / Manager to advise boards, management teams and lenders facing financial stress. You will work with experienced practitioners on engagements and help deliver value for clients in challenging scenarios.... 
    Senior

    Teneo external feed for LinkedIn

    Winnipeg, MB
    1 hour ago
  • Lead deal technology strategy at EY-Parthenon, applying IT architecture...  ...primary location only.As a Senior Manager, you will support pre-...  ...tracksPrevious management consulting experience requiredMerger integration...  ...-out excellenceTrusted IT advisory experience with executive... 
    Senior

    Ernst & Young LLP

    Winnipeg, MB
    1 hour ago
  •  ...Sargent & Lundy, L.L.C. is seeking a remote Power Systems Engineer in Canada to support utility planning and advisory projects focused on transmission planning, interconnection studies, and system analysis. You will analyze load flow, contingencies, and stability for ISO/utility... 
    Senior
    Remote work

    Sargent & Lundy, L.L.C.

    Winnipeg, MB
    1 day ago
  • $120k - $140k per year

     ...helps advisors and advisor teams deliver integrated wealth management expertise and planning to clients and their families. Financial Advisory Support (FAST) is a centralized subject matter expert team of highly accredited tax, estate and advanced planning professionals... 
    Full time
    Work at office
    Flexible hours

    RBC

    Winnipeg, MB
    1 hour ago
  •  ...Google Cloud’s Mandiant is hiring a Security Consultant to help clients prepare for and respond to cyber threats. You will apply your CS fundamentals, networking and cloud knowledge to advise on risk, architecture, and defense in depth across on‑prem and cloud environments.... 

    Google LLC

    Winnipeg, MB
    1 hour ago
  • $88k - $132k per year

    AI and Data - Senior Consultant - AI Engineer Other locations: Primary Location OnlyAt EY, you’ll have the chance to build a career as unique as...  ...strong vision and a desire to stay on top of trends in the IT Advisory space. If you have a strong passion for helping businesses... 
    Senior
    Long term contract

    EY

    Winnipeg, MB
    1 hour ago
  • Lead Energy Advisory growth at AECOM through client leadership, business development, and management consulting in a hybrid work model. Shape strategic solutions for energy and utilities...  ...delivery, commercial acumen, and senior client relationships. You will define ambiguous... 
    Senior

    Culture Alberta

    Winnipeg, MB
    1 hour ago
  • Line of Service Advisory Industry/Sector Not Applicable Specialism Delivering Deal Value Management Level Senior Manager Job Description & Summary At PwC, our people...  ...Accepting Feedback, Active Listening, AI Fluency, AI-Human Collaboration, AI Interaction... 
    Senior
    Visa sponsorship
    Work visa

    PwC

    Winnipeg, MB
    1 hour ago
  •  ...EY is seeking a Senior Consultant to lead Treasury Advisory engagements in FAAS for Toronto clients. You’ll apply hands-on treasury expertise, supervise teams, and deliver high-quality engagement outcomes across liquidity, cash flow forecasting, risk management, and technology... 
    Senior

    EY

    Winnipeg, MB
    1 hour ago
  • Lead energy advisory growth and client strategy at AECOM, combining management consulting, commercial acumen, and energy-sector expertise in a hybrid model.The Director, Energy...  ...for energy and utilities clients. This senior leader shapes complex business problems, originates... 
    Senior

    AECOM

    Winnipeg, MB
    1 hour ago
  • Advise organizations on AI ethics and governance as a Senior Consultant in a fully remote, contract-based position. Apply practical expertise across diverse industries.Our client is a leading consultancy in AI and Emerging Technologies seeking a Senior AI Ethics Consultant.... 
    Senior
    Contract work
    Remote work

    Placements24

    Winnipeg, MB
    1 hour ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Deal Advisory Senior Consultant - Ai Trainer. Be the first to apply!