Deep Singh

AI Systems for Recruiting teams & agencies | Helping GTM Engineers land their dream role | Talent Engineer for Staffing & Recruitment Agencies | 5x Startup Leader

Toronto21.1k followers
The Kilnex-Ritual.coex-Loblaw Digital

I founded Effi Flo (/efficient /workflow) to help Staffing and Recruitment Teams leverage cutting edge Tech to modernize their Recruitment Operations.

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With over a decade of experience building high growth tech startups, scaling my own recruitment agency to seven figures and being a hands-on operator with AI & Automation - we bring deep strategic, operational and tech implementation knowledge in our We build bespoke AI Automation growth systems and offer managed Talent Solutions for Staffing / Recruitment Teams. Humbled to have helped 110+ teams globally modernise their Talent Acquisition & BD systems using AI + Automation. Previously, led Global Operations at Ritual (Series C Canadian Food Tech) to expand in 50+ International markets. Scaled Ola ( ride-hailing unicorn) from its early days to 250k+ daily rides - managing the P&L, growth, market expansion & customer experience; translating to $400+ million annual GMV and profitable region with 60% market After a decade scaling Tech Startups (which was ), I started Canada Mentors - a Tech enabled Recruitment Agency building technical teams for high growth companies in the US & Canada. That experience is now the foundation of Effi Flo, where I help Recruiting and Staffing teams build lean, AI-powered growth systems to scale talent acquisition and recruitment One of Clay's first 100 Solutions Partners. Recognized amongst the leading Talent Engineering Agencies, globally. Current Stack: {Claude Code, n8n, Supabase, Talent APIs, Clay}

Career Timeline

JobSchool

GTM Index

  1. CLAYJOB
    1. Certified Partner
      3Y 6M
  2. THE KILNJOB
    1. Talent + GTM Eng // Advisor
      9M
  3. EFFIFLOJOB
    1. Principal Talent Eng // Co…
      2Y 6M
  4. CANADA MENTORSJOB
    1. Co-Founder
      3Y 9M
  5. LOBLAW DIGITALJOB
    1. Head - Customer Engagement
      5M
  6. RITUAL.JOB
    1. Head - Global Support Oper…
      1Y 11M
  7. GOFETCH.CAJOB
    1. VP Operations
      11M
  8. OLA (ANI TECHNOLOGIES PVT. LTD)JOB
    1. Regional General Mgr
      2Y 3M
    2. Category Head
      11M
    3. Board of Directors (Ola Le…
      2Y 4M
    4. Business Head (Dir)
      1Y 7M
  9. ENRICHJOB
    1. Business Head
      1Y 5M
  10. WIPRO CONSUMER CARE AND LIGHTINGJOB
    1. Regional Sales and Mktg Lead
      9M
  11. INDIAN INSTITUTE OF MANAGEMENT, KOZHIKODESCHOOL
    1. Master of Business Adminis…
      2Y 11M
  12. NETAJI SUBHAS INSTITUTE OF TECHNOLOGYSCHOOL
    1. B.E., Electronics and Comm…
      4Y 11M

Time in market 22Y 9MOpen 3Closed 12Stints 15

gtmindex.io/p/deep-ai

  1. Job: Ritual.co — Head - Global Support Operations · 2018-08 – 2020-07 · 1y 11mo — Ritual is a Series C Funded social ordering app that taps networks of co-workers and colleagues for fast and easy pick up and pay at your favorite local restaurants and coffee shops - Responsible for P&L and performance metrics of Global Support Operations (North America, EU, APAC) - Led 130+ people team to drive strategic vision, training, and expansion of Outsourcing Operations. Scaled business operations in 50+ multi-lingual markets. - Drive cross-functional strategic initiatives and process improvements. Improved Support unit economics by 20%. Invariably achieved 98% SLAs. - Launched internal tools and merchant products to drive people efficiency and improve customer experience (CSAT:…
  2. Job: Loblaw Digital — Head - Customer Engagement · 2021-08 – 2022-01 · 5 mo — Loblaw Digital is the business arm of Canada's Largest Food Retailer, Loblaw Companies Limited, responsible for the online business of their 22 regional and market segmented brands spanning across Grocery, Pharmacy, Banking and Apparel. Market cap: $31 bn. TSE: L Led customer engagement initiatives for the online grocery business. - Slashed order pick-up time by 25% by improving the backend item-picking process, post-arrival experience, and communication workflow - Maintained fulfillment rate at 98% with 18% incremental orders by analyzing SKU level data and improving order replenishment algorithm
  3. Job: Canada Mentors — Co-Founder · 2020-06 – 2024-03 · 3y 9mo — Canada Mentors is a Tech-enabled Recruitment Firm that helps leading North American companies hire ace technical talent. At CM - I managed all things Business Development, Growth, Operations, and Product. Launched GenAI workflows to automate recruitment operations. Scaled to 7-figure ARR, changing lives of 350+ skilled international talent
  4. Job: Clay — Certified Partner · 2023-04 – present · 3y 4mo — Crafting Clay workflows for Recruiting!
  5. Job: Enrich — Business Head · 2012-02 – 2013-07 · 1y 5mo — Business Head at Belita - India's first at-home beauty services startup, which was later acquired by Enrich.
  6. Job: Ola (ANI Technologies Pvt. Ltd) — Business Head (Director) · 2013-08 – 2015-03 · 1y 7mo — - Reporting to CEO/ COO - Led 250 members team, across Operations, Category, Marketing, and Analytics to scale the business to $250+ mn - Transformed North India into top performing Region for Ola in India - Successfully launched and scaled multiple categories across North India - Introduced innovative go-to-market models, supply acquisition, distribution, and operations management channels, later replicated pan-India
  7. Job: The Kiln — Talent + GTM Engineer // Advisor · 2026-01 – present · 7 mo — Building the GTME Recruiting Vertical. If you are looking to hire GTM Engineers or exploring GTME role, let's talk.
  8. Job: GoFetch.ca — Vice President Operations · 2017-07 – 2018-06 · 11 mo — GoFetch.ca is Canada's leading pet care technology platform. We connect pet parents with professional, trusted & vetted network of pet sitters and dog walkers, providing pets loving care when parents are not there! - Managed P&L, strategy, operations, category growth and market expansion - Responsible for marketplace business across Canada - Set up customer support, category operations, supply management processes & analytics - Led and managed 15+ members team - Grew business by 10X in 6 months - Launched new category operations in Toronto & Vancouver
  9. Job: Wipro Consumer Care and Lighting — Regional Sales and Marketing Lead · 2011-05 – 2012-02 · 9 mo
  10. Job: Ola (ANI Technologies Pvt. Ltd) — Board of Directors (Ola Leasing) · 2014-10 – 2017-02 · 2y 4mo — - Company Director of the leasing arm of the parent company - Reporting to the Board of Directors - Managed the company P&L and set up the operations from scratch
  11. Job: Ola (ANI Technologies Pvt. Ltd) — Category Head · 2016-03 – 2017-02 · 11 mo — Category Head - Rentals & Intercity - Responsible for growth, expansion & profitability of the category across India - Launched and managed category across 75+ cities - Scaled supply to 10,000+ service providers - Worked closely with Product, tech, marketing and business teams
  12. Job: Ola (ANI Technologies Pvt. Ltd) — Regional General Manager · 2015-04 – 2017-07 · 2y 3mo — Ola is the world's 5th largest ride-hailing app, currently valued at $7 bn, with a presence in 200+ cities globally. - Responsible for Strategy, P&L, Growth, Operations, and Customer Experience of 25 markets in North India, reporting to the COO - Scaled business to $400mn+ ARR and 250,000+ daily rides with 60% market share against global competition - Added 1.2mn+ drivers, acquired 80 mn+ customers and launched multiple categories - Designed and introduced a lean cost service model in Tier 2 markets to drive profitability - Forged partnerships for Airport and corporate transfers, driving 15% GMV - Represented Ola on public forums and in policy-making with government authorities - Led the r…
  13. Job: Effiflo — Principal Talent Engineer // Co-Founder · 2024-04 – present · 2y 4mo — At Effi Flo, we build bespoke AI growth systems for Talent Acquisition teams, HR Tech companies, and Recruitment / Staffing agencies - automating Talent Acquisition, BD and Recruitment Operations (RecOps). We implement intelligent systems integrating modern ATS, CRM, AI-led sourcing, data enrichment, and outbound recruiting, so teams can focus on strategic growth while we design/ build/ implement cutting-edge tools/ workflows/ AI Agents for them. We have helped 110+ Recruitment Teams across the US, UK, Canada, UAE, and Australia add $45 mn+ to revenue with our AI and automation enabled growth systems, improving job fill rates by ~ 35% and profit margins by 25%.
  14. School: Indian Institute of Management, Kozhikode — Master of Business Administration - MBA · 2009 – 2011
  15. School: Netaji Subhas Institute of Technology — B.E., Electronics and Communications Engineering · 2004 – 2008

Skills

Clayn8nautomationClaude SkillsClaude CodeProduct DevelopmentRecruitment OperationsATSRelevance AISupabaseData EnrichmentTalent AcquisitionTechnology IntegrationNo CodeCustomer SupportBudgetingCustomer ExperienceOperational ExcellenceArtificial Intelligence (AI)Customer Success

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