Randy M.

Overview 👋 Hands-on, full-cycle recruiter and People/Talent leader with 18+ years of experience scaling global teams in high-growth startups, VC-backed ventures, and enterprise transformations. Hands on Head Of People Operation, built every people function from scratch. This was a series A Consumer Tech company, I also built a 24/7 tech support team, and process, took over customer care while our manager was off on shot term leave. I've built GTM, engineering, product, and operations teams from scratch while also managing and mentoring recruiting teams of up to 35 people. I specialize in aligning hiring strategies to business goals — from startup phase through hyper-growth and restructuring. As a 360° recruiter, I don’t just manage others — I actively source, screen, close, and optimize. I combine deep operational know-how with strategy, helping founders and executives build companies that scale. Core Expertise ✅ Full-cycle Recruitment (exec, tech, GTM, international) ✅ Team Management (led teams up to 35 recruiters) ✅ People Operations & Compliance (US + global) ✅ GTM Team Builds: Sales, Marketing, Customer Success ✅ Strategic Org Design, DEI, and Engagement ✅ Startup Advising: Talent Strategy, Ops, Product, Fundraising ✅ Deep domain knowledge: HR-Tech, FinTech, HealthTech Tools & Tech HR Ops/Recruiting: Lever, Greenhouse, Gem, Justworks, Multiplier PM & Design: Jira, Smartsheet, Miro, Figma, Canva Infra: AWS, Unity, AI/NLP tools, Conversational Interfaces Comms: Zoom, Slack, Loom Work History on Upwork Lead Recruiter – Live Shopping Startup ⭐️⭐️⭐️⭐️⭐️ | Mar 2022 – Apr 2023 “Expert across all recruiting. Filled every role ahead of schedule. A magical power of finding top talent…” Zoom Consultant – Startup Growth Strategy ⭐️⭐️⭐️⭐️⭐️ | Mar 2022 – Oct 2023 “Brought a wide range of skills… a true professional.” Solutions Architect / Project Manager ⭐️⭐️⭐️⭐️⭐️ | Sep 2021 – Dec 2024 “Tremendous professional. Highly recommend.” Project Leadership (Various Roles) ⭐️⭐️⭐️⭐️⭐️ | 2022 “Up for any challenge, any time.” “A well of ideas who drives projects to the finish line.” Past Roles (Highlights) Fractional Head of People & Talent | DripShop.live 2025–Present Org design, executive search, and engagement strategy during a critical transition phase Global Head of People & Recruitment | DripShop.live 2022–2025 Built recruiting + HR infrastructure, hired globally, launched GTM teams from zero Founder/CEO & Advisor | Pocket Recruiter (Now Kleos) 2014–Present Created and scaled AI-powered recruiting tech; now advisor to the product team Co-Founder | Recruiting Agency (Acquired) 1998–2016 Built and led a 35-person agency covering 5 sectors with enterprise clients Education & Certifications 🎓 MIT – Shaping the Future Workforce 🎓 Cal Poly Pomona – B.A. Psychology 🎓 University of Alberta – Brain Story Certification Fun Facts ⚾ Former professional baseball player – Milwaukee Brewers org 🎬 Featured in The Art of Recruiting and Retention docufilm 🎤 Speaker & judge in 3 seasons of Top Recruiter