Jesse Parenti
As Founder & CEO of JP Squared Consulting, a risk management consulting company, Jesse Parenti offers over 20 years of commercial lines risk management, specializing in protecting the transportation and food delivery industry and over 10 years in the Cannabis industry nationally.
Mr. Parenti’s key client base includes last-mile delivery, pizza and food delivery, cannabis cultivators, extractors, manufacturers, B2C delivery, B2B transportation and distribution, and wholesale organizations, including fully vertically integrated operators and publicly traded multi-state operators. He helps create custom solutions as a trusted risk advisor using safety, consulting, HR, and insurance
placement.
Experience
- Founding Cannabis Broker
HISIG - Co-Founding Broker
SRC - Co-Founder
AXEL Workforce Business Solutions - Advising Board Member
ITW - Founder & CEO
JP Squared Consulting, LLC - National Director of Programs
Foy & Associates, A Trucordia Member - Founder & National Director
Nine Point Strategies, A Trucordia Member - Founder & National Director
PizzaSurance, A Trucordia Member
Business organizations & Advocacy Groups
- National Cannabis Industry Association – Risk Management & Insurance Committee
- California Cannabis Industry Association – Retail, Delivery & Distribution Committee and Risk
Management & Insurance Committee - Cal & Sacramento Asian Chamber – Cannabis Division
- California Cannabis Couriers Association
- Cannabis Distribution Association
- Sonoma County Growers Association
- Monterey County Cannabis Industry Association
- Nevada County Cannabis Alliance
- Coachella Valley Cannabis Alliance Network
- Women Grow
- The Cannabis Alliance
- MITA – AZ
- CannaPac
Founded in 2005, HISIG was created to serve high-quality, community-driven businesses across California—originally supporting True Value and Ace Hardware Stores and Lumber Yards with a workers’ compensation program built on stability, discipline, and shared values.
In 2017, HISIG’s board approved a pivotal expansion: Writing its first cannabis operation. That decision marked the beginning of what has become one of California’s most respected and specialized workers’ compensation programs for the cannabis industry.
Today, HISIG is the leading workers’ compensation carrier for best-in-class cannabis operators in California. The program is intentionally designed for like-minded organizations that share a deep commitment to culture, safety, and accountability. HISIG members understand that strong safety performance, operational discipline, and leadership alignment are not optional—they are foundational.
HISIG writes a broad spectrum of cannabis operations, including cultivation, nurseries, manufacturing, processing, B2B, B2C, retail, distribution/wholesale, and fully vertically integrated operators. The same high standards apply across all industries HISIG supports in California.
This is not a quoting process—it’s a qualifying process. HISIG is selective by design, partnering only with operators who meet its expectations for operational excellence, risk management, and long-term sustainability. Membership is reserved for those who recognize that best-in-class operations deserve a best-in-class workers’ compensation solution.
HISIG is always open to new member opportunities with the right operators—those who view insurance not as a commodity, but as a strategic partnership.
If you believe your organization aligns with these values, HISIG is ready to partner with you.
Website- www.HISIG.com
Phone
Captive Insurance:
A Smarter Solution for
Cannabis Risk Management
Are you paying more in premiums
than your insurance carrier pays
out in claims?
If so, you’re leaving money on the table.
Captive Insurance allows you to own your own insurance company–
transforming premiums you already pay into an opportunity for profit, control, and stability.
Why Consider a Captive for Cannabis?
KEEP THE PROFITS YOU GENERATE– Up to 60% of premiums typically
go to loss funds. When claims are lower than expected, unused funds, plus investment income, are returned to you.
REWARD RISK MANAGEMENT EFFORTS– Your rates are based on your company’s own loss experience, not the industry average. Operate safely and your premiums reflect it.
GAIN TRANSPARENCY AND CONTROL– You help shape underwriting, claims management, and safety programs, not just accept what the market dictates
EXPLORE UNIQUE COVERAGE– Bespoke coverage geared towards the Cannabis Industry are more eciently administered through a Captive. Such as Product Withdrawal, Product Warranty, Crop Insurance,
Genetic Testing, and Regulatory Actions.
STABILIZE YOUR COSTS– Stop riding the ups and downs of a
hardening market. A captive smooths volatility and creates a sustainable long-term insurance solution.
Best Fit For:
• MSOs
• National Brands
• Vertically Integrated Operators
• Companies with Safety-Oriented Culture
• Minimum Premium of $350,000 or more
• Loss Ratio of 50% or Less
Please consult Jesse Parenti to learn more!
Million Dollar Niche Mastery Program
The Million Dollar Niche Mastery Program is a comprehensive 16-week commercial producer training and development system designed to turn insurance producers into niche-market authorities capable of generating consistent, scalable, million-dollar books of business.
This program blends expert-led training, SOP development, live coaching, and hands-on deal support to accelerate a producer’s competence, confidence, and closed business within their chosen niche.
JP Squared Consulting, LLC will provide direct access to 20+ years of industry experience, proven frameworks, and niche-dominance strategies that are battle tested by top-performing producers nationwide.
Get In Touch With Me
Your future as a million-dollar producer starts with one decision. Enroll now to take control of your business and life. With the Million Dollar Niche Mastery Program, you’re investing in the future you deserve.
