Bob Schiff, Founder and CEO of Amped Up AI

Leadership

Led by Bob Schiff.

Founder & CEO

Bob Schiff is a visionary technology leader and entrepreneur recognized for his pivotal role in shaping the modern enterprise software landscape. Over the course of his career, Bob has founded six companies, led two IPOs, and driven over $11.5 billion in successful exits. His leadership has shaped the digital transformation journey for numerous global enterprises, with a strong emphasis on HCM, CRM, AI and cloud technologies.

As the Founder and CEO of Workplace Wave & Amped Up AI, he leads a premier strategic consulting firm that partners with organizations—from dynamic mid-market innovators to Fortune 100 industry leaders—to accelerate digital transformation and operational excellence. Under his direction, Workplace Wave has become a trusted advisor for companies seeking to harness the power of next-generation HCM, CRM, and AI-driven technologies.

Guest on CNBCFeatured in The Wall Street JournalNew York City

6

Companies founded

2

IPOs led

$11.5B+

In successful exits

F100

Clients advised

Career

Shaping enterprise software.

Ultimate Software · UKG

Launch and market success of a global HCM leader.

Bob Schiff played a very significant role in the launch and market success of Ultimate Software, now known as UKG, by providing strategic guidance and enterprise leadership that contributed to its rise as one of the most admirable and successful HCM technology companies in the world.

Under the executive team’s leadership, the strong foundation established by Ultimate Software culminated in its landmark 2020 merger with Kronos, creating UKG—a global powerhouse now serving more than 160,000 organizations across 165 countries.

Oracle

Building Oracle’s U.S. HCM presence.

Bob also played a pivotal role in establishing and scaling Oracle’s presence in the U.S. human capital management (HCM) market during a defining era of transformation in enterprise software. His strategic influence enabled Oracle to compete more effectively in the HR technology sector, particularly ahead of its acquisition of PeopleSoft, one of the industry’s landmark deals.

Today, Oracle is synonymous with enterprise-scale HCM solutions—a legacy that traces its roots to the groundwork laid during this pivotal time in the company’s history.

Bob is a sought-after advisor to CEOs, boards, and private equity firms, guiding product strategy, M&A, go-to-market execution, and navigating large-scale disruption. He is frequently called upon by high-growth companies seeking to scale innovation and deliver sustained value.

As a guest on CNBC and featured in publications such as The Wall Street Journal, Bob is based in New York City and actively supports philanthropic causes and mission-driven boards.

In the news

Latest research.

· Press release · New York, NY

ChatGPT still leads on scale — but new report finds it losing the AI trust race to Claude and Perplexity

Amped Up AI’s AI Competitor Citation Intelligence Report benchmarked OpenAI against Anthropic’s Claude, Perplexity and Microsoft Copilot on whether AI platforms recognize, recommend and cite each company favorably. OpenAI scored 68 out of 100 on the Competitive Authority Score, trailing on citation accuracy, editorial recognition and enterprise trust despite its unmatched scale.

The full report includes a 100-point scoring breakdown, a 16-prompt visibility panel, a citation source map and a 90-day competitive correction plan.

Findings are based on public-web research, independent benchmark studies and organic search analysis through September 16, 2026; visibility ratings are directional proxies. Media contact: info@workplacewave.com

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