DiscoverThe UpliftersThe Recruiter Who Started a Restaurant and a Global Tech Platform to Provide Workers with Dignity
The Recruiter Who Started a Restaurant and a Global Tech Platform to Provide Workers with Dignity

The Recruiter Who Started a Restaurant and a Global Tech Platform to Provide Workers with Dignity

Update: 2025-08-14
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Episode Description: Holly Diamond arrived in New York with $400 and a dream, faced the heartbreak of job searching during the 2009 recession, and eventually opened a restaurant during the pandemic to employ her parents. Now she's the CEO of Work Onward, a map-based hiring platform connecting small businesses with local workers, especially in immigrant-owned businesses and blue-collar industries.

What You'll Learn:

  • How to turn personal struggles into scalable solutions
  • The power of taking action before you feel ready
  • Creating dignity in employment for overlooked populations
  • Building technology that serves vulnerable communities
  • Balancing profit with social impact in business

Key Timestamps:

  • [00:00 ] Introduction and Holly's nomination
  • [01:30 ] What is Work Onward and how it works
  • [04:30 ] The restaurant origin story during COVID
  • [10:45 ] Holly's "Just Do It" philosophy
  • [12:30 ] The concept of dignity in employment
  • [18:30 ] Self-care and taking care of your wellbeing
  • [24:15 ] Who Holly nominates for the show

Key Takeaways:

  • Sometimes the craziest-sounding decisions are exactly what the moment requires
  • Your personal struggles can become your professional superpowers
  • Technology should make opportunities visible, not create more barriers
  • Dignity in work starts with how we see and treat each other
  • Community and collaboration are essential for creating lasting change

Resource Links:

  • Work Onward: [Platform information]
  • Holly's Restaurant: [Location details]
  • Connect with Holly: [Professional contact information]

Guest Bio: Holly Diamond is the CEO of Work Onward, a map-based hiring platform that connects small businesses with local hourly workers. Originally from South Korea, she moved to New York in 2009 and has spent over 10 years as a recruiter specializing in blue-collar industries. In 2020, she opened a restaurant to employ her parents during the pandemic, which became the inspiration for Work Onward's mission to create more inclusive hiring practices.

Host Bio: Aransas Savas is a researcher, coach, and host of The Uplifters Podcast. Connect with her:


Keywords: career transition, immigrant entrepreneurs, job search platform, social impact business, small business hiring, dignity in work, pandemic pivots, family entrepreneurship, tech for good, inclusive hiring

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The Recruiter Who Started a Restaurant and a Global Tech Platform to Provide Workers with Dignity

The Recruiter Who Started a Restaurant and a Global Tech Platform to Provide Workers with Dignity