Positive Risk Holdings

Managers of Private Capital

We originate and pursue a strategy focused on long-term value generation by committing to high-quality companies with strong management teams and actively support their development and growth. 


Our unique, unconstrained approach allows us to originate investments across the capital structure from senior debt, subordinated debt, structured credit, preferred equity, control and non-control equity, and co-investments. We look to source and provide capital for our lower middle market,  venture, and real estate strategies. 


We strive to produce superior outcomes for our investors and partners while maintaining a focus on risk aversion and capital preservation.  

4-pilar investment approach

Human Capital

Commitment to Long-term Value Creation

Commitment to Long-term Value Creation

The strength of a business is in its people and relationships. We work to create a culture of shared success and reward outstanding performance. We strive to develop true partnerships with our investors, managers, people, advisors, and financiers. 

Commitment to Long-term Value Creation

Commitment to Long-term Value Creation

Commitment to Long-term Value Creation

We help management teams optimize their company resulting in strong returns on investment. We further leverage our experience and network of advisors to accelerate value creation. 

Strategic Growth

Strategic Growth

Strategic Growth

We collaborate to prioritize attractive growth opportunities and focus our collective resources on generating the best possible outcomes. We utilize data driven strategic frameworks to help guide the decision-making process.  

Flexible Capital

Strategic Growth

Strategic Growth

We have a deep passion for investing and generating innovative capital solutions. We are creative experts in crafting the right capital structure to compliment the strategic goals of the company while not overly burdening the business.  

team

Jasper Gallo

Jasper Gallo

Jasper Gallo

Jasper is an experienced financial and business executive with over ten years in the financial services industry. He has held various roles within M&A, capital markets, financial advisory, corporate development and strategy. 

Vinh Diep

Jasper Gallo

Jasper Gallo

 Vinh is an experienced operating executive and entrepreneur. He co-founded Allphase Telecommunications with a successful exit to a private investor group. Vinh is a trained civil engineer, with a Master Degree from Cornell University.

Investment Criteria

Lower Middle Market Investing

Lower Middle Market Investing

Lower Middle Market Investing

Business Type:

  • Industrial
  • Business services
  • Distribution



Geography:

  • United States


Company Size:

  • EBITDA or free cash flow between $2 - $20 million 


Structure:

  • Recapitalization
  • Minority / growth investment
  • Management buy-out
  • Structured financing

Venture Investing

Lower Middle Market Investing

Lower Middle Market Investing

Business Type:

  • Disruptive busines model
  • Innovative products / services
  • High-growth industry



Geography:

  • United States


Company Size:

  • Annual runrate over $1 million (or clear path to achieve)


Structure:

  • Seed, Series A, Series B
  • Priced rounds
  • Structured investment

Real Estate Investing

Lower Middle Market Investing

Real Estate Investing

Asset Class:

  • Telecomm
  • Self storage
  • Multi-family



Geography:

  • United States


Asset Type:

  • Core +
  • Value-add


Structure:

  • Equity
  • Preferred equity
  • Subordinated debt

Lower middle market portfolio

SiteXpedite is a general contractor for telecommunications construction projects in the Midwest and Southeastern United States. They provide general contracting and management services for large telecommunications infrastructure projects including wireline and wireless systems

venture capital portfolio

  

GroGuru provide strategic irrigation management solutions that help farmers make more money by increasing crop yield while saving water and other scarce resources in a sustainable way.

 Chicago Home Educators offers a variety of consulting services for differentiated homeschool needs. The global pandemic has affected families in many ways and parents are now becoming home educators. We are here to support this transition by providing personalized support to guide parents during these uncertain times.

Physician 360 is a telemedicine and rapid testing company dedicated to providing quality, affordable health care for all.

real estate portfolio

Actively seeking investments

Explore Opportunities to Partner with us

Become Part of Our Network

We look forward to opening a dialog and exploring ways in which we can partner with you, whether you are interested in selling/raising capital for your business, investing alongside us, or being apart of our expert network.

Positive Risk Holdings

Chicago, Illinois, United States

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