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Episodes
In each episode of the Gig Academy Podcast, we’ll invite industry leaders to discuss the evolution of the gig economy, its legislative demands, and how you can scale to meet the new demands. We'll also dive into their vision on the future of the independent contractor ecosystem.
Episodes

Thursday Feb 16, 2023
Independent contractor tax prep (2022 tax season)
Thursday Feb 16, 2023
Thursday Feb 16, 2023
Back by popular demand, Colton Lawrence, CPA, President & CEO of the newly rebranded Trucker CFO is back on the pod to talk about all things 2022 tax season. Trucker CFO understands trucking, transportation, and logistics. They are proud blue-collar accountants who are dedicated to the success of their independent contractor clients.
Tax season is upon us which means many people are scrambling to find a tax preparation resource who understands the nuances of 1099 workers in the transportation industry, or they’re struggling to get organized, or worse – they're sticking their heads in the sand and avoiding taxes altogether.
In this episode, host Nick Hancock interviews Colton to discuss tax preparation for ICs, and what to look out for regarding 2002 tax season changes.
For more information, and to download their FREE tax guide visit the Trucker CFO website: www.truckercfo.com
For a deeper dive into the topics discussed in this episode, check out Trucker CFO’s podcast: www.truckercfo.com/podcast
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Colton Lawrence, President/CEO of Trucker CFO
Colton Lawrence is the President & CEO of Trucker CFO, a leader in the trucking industry for providing accounting, tax, and business advisory expertise to owner-operators and independent contractors. Colton is a licensed CPA in the state of Utah, and he leads a dedicated staff of top professionals. Over his many years of service to trucking entrepreneurs and professional drivers, Colton has earned a reputation as a trusted resource and is known in transportation circles as the Trucker CFO.
A staunch supporter of the gig economy, Colton believes there is a path to profitably operating a small fleet or single truck operation in transportation. Colton is active in several transportation industry associations which rely on the independent contractor model and is a proud member of the Women In Trucking Association. Colton serves as the host of the Trucker CFO Podcast, which is available through all the major podcast services. Beginning in January, Colton has become a regular contributor for the Radio Nemo Team, appearing on the Tim Ridley Show, the Dave Nemo Show and Nemo Weekends on a rotating basis. All of those shows can be heard on SiriusXM’s Road Dog Trucking Radio.
About Trucker CFO
The Trucker CFO Team understands and appreciates that transportation is the backbone of our economy. Without the logistics and transportation industry, our economy would come to a grinding halt. At the core of this industry are the drivers, independent contractors, owner-operators, and small fleets we work with every day. Trucking is a demanding career and a tough lifestyle. The Trucker CFO is on your side and we want to walk with you during every step you take. We are here to help you navigate the career path you’ve chosen in a way that allows you to be as successful as you want to be.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Thursday Jan 19, 2023
Truckers Against Trafficking Training Specialist & Survivor, Liz Williamson
Thursday Jan 19, 2023
Thursday Jan 19, 2023
January is National Slavery and Human Trafficking Prevention Month. Openforce is raising awareness in partnership with Truckers Against Trafficking (TAT), a non-profit organization that is raising up a mobile army of transportation professionals to assist law enforcement in the recognition and reporting of human trafficking, to aid in the recovery of victims and the arrest of their perpetrators.
In this powerful episode, host Nick Hancock interviews Liz Williamson, TAT training specialist, and trafficking survivor. They discuss:
- New training opportunities available with TAT
- Liz’s story, what familial trafficking is and how to spot it
- Why kindness matters in bringing humanity back to victims
- How truckers, couriers, delivery drivers, home assembly technicians, and home health aides are uniquely positioned to spot human trafficking activity – and what we can do about it that could potentially save a life.
We’re calling on ALL Openforcers to get TAT certified! This free, online training takes less than 30 minutes and can potentially liberate trafficked victims. Sign up here: https://education.truckersagainsttrafficking.org/openforce/
For more information, please visit the Truckers Against Trafficking website: https://truckersagainsttrafficking.org/
**If you suspect human trafficking activity at your location, please call the National Human Trafficking Hotline immediately at 1-888-373-7888 to report what you know. Your call can remain anonymous.**

Wednesday Dec 21, 2022
Transportation industry trends and predictions for 2023
Wednesday Dec 21, 2022
Wednesday Dec 21, 2022
Join in on a lively roundtable discussion featuring Openforce executives Wendy Greenland, CEO; Natalie Putnam, CRO; and Doug Grawe, General Counsel.
Host Nick Hancock interviews Wendy, Natalie, and Doug to learn more about current transportation industry trends and how they will potentially affect businesses engaging with independent contractors in 2023.
And to our listeners near and far, have a wonderful holiday season!
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guests
Wendy Greenland, CEO of Openforce
With vast experience in technology leadership and, most recently, transportation, Wendy Greenland provides a unique skill set to bridge the gap between companies and independent contractors–that only technology can do. Through her leadership, Openforce is well-positioned at the forefront of where technology and the shifting modern labor markets converge.
Outside of Openforce, Wendy sits on the Board of Directors for the Alliance of Technology and Women (ATW) and is active with Women in Trucking, and sits on the Board of Directors with the National Home Delivery Association.
Prior to Openforce, Wendy spent 25 years in technology companies and most recently was the COO at InfinityHR, which she helped position for acquisition by Arcoro in 2018. She holds a bachelor’s degree from Arizona State University and an MBA from Grand Canyon State University and is a certified master trainer with the Miller Heiman Group.
Natalie Putnam, Chief Revenue Officer at Openforce
Natalie Putnam is a results-oriented executive with over 30 years of experience in logistics. She is acutely tuned in to the market and is instrumental in developing and communicating growth strategies with Openforce’s executive leadership team.
Natalie understands the challenges of operating a trucking fleet in the logistics industry and specifically as an independent contractor in the final mile environment. Her marketing experience and leadership of large sales teams create the unique combination of skills best suited to address the rapidly growing logistics contracting market.
One of Natalie’s passions is helping companies evolve using technology, especially to enable the freedom and productivity of contractor workforce models. She serves on the advisory board of AWESOME, a women’s logistics and supply chain leadership organization, and is a board member and advisor to ALAN (American Logistics Aid Network).
Prior to joining Openforce, Natalie was most recently the CEO of DeliveryCircle, a technology company and final mile provider. She also served as VP of Marketing Strategy at Ryder, VP of Sales & Marketing at KC Southern Railroad, Chief Commercial Officer at Verst Logistics and SVP of Sales at YRC Freight.
Doug Grawe, General Counsel at Openforce
For Doug, law school essentially changed how he analyzed problems which has proven to be an invaluable skill for corporate transportation companies over the last 17 years. A quick study, Doug grew most of his career with Dart Transit Company, one of the top-performing and established trucking companies in America. Dart is known for building one of the best owner-operator business models, where Doug had the opportunity to learn from some of the great industry pillars.
From there, Doug founded the Grawe Group, LLC, a law and consulting firm specializing in transportation. He has advised several businesses to help them achieve their goals through practical, sustainable risk management solutions. Doug thrives on serving as a partner to transportation business leaders and collaborating with them to figure out solutions, not just telling them what they can and cannot do.
Doug attended Iowa State University and holds a law degree from Hamline School of law. He is currently a board member of the Minnesota Trucking Association and chair of its Government Affairs Committee. Believing rules are made by those who speak up, Doug is active on a variety of policy issues impacting the transportation industry, but most notably protecting the rights of drivers to choose independence or employment in the transportation industry. Doug has written many trade articles on the independent contractor issue and submitted amicus briefs to the U.S. Supreme Court to protect the rights of drivers and carriers to choose.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Tuesday Nov 29, 2022
Get the cash flow you need for your transportation business
Tuesday Nov 29, 2022
Tuesday Nov 29, 2022
A couple of months ago, we had a highly anticipated conversation with Openforce Chief Revenue Officer Natalie Putnam, where we learned about the leverage of transportation companies in negotiating payment terms with retail customers.
As a follow-up to that conversation, our host, Nick Hancock, learns how transportation businesses can utilize OTR Solutions’ Cash Float program, a benefit exclusively offered to Openforce clients.
Cash flow in any business is important, but especially in trucking and transportation businesses that are responsible for paying drivers weekly, or even daily. 90-day, 60-day, or even 30-day payment terms from retail clients can force small businesses to struggle with cash flow or worse yet, shut down entirely.
Join Nick as he chats with Clayton Griffen, OTR Solutions EVP and Chief Strategy Officer to learn more about OTR’s services that help trucking and transportation companies maintain a positive cash flow.
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Clayton Griffin, EVP and Chief Strategy Officer
Clayton Griffin is the Executive Vice President and Chief Strategy Officer (CSO) of OTR Solutions, America’s most trusted freight factoring and trucking technology company. As CSO, Clayton helps develop and implement solutions, products, services, and partnerships that serve to provide market-leading value to OTR’s vast network of carrier and broker customers. He also works with the rest of the executive team to set the strategic vision, analyze M&A opportunities, and guide the company toward long-term growth.
Clayton joined OTR Solutions (then OTR Capital) in 2012 and has held multiple leadership roles including Finance Manager, VP, and Director of Finance.
He holds a Bachelor of Business Administration in Finance from the University of Georgia’s Terry College of Business. He is a proud girl dad and enjoys traveling, playing golf, and cheering on his UGA Bulldogs.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.
About OTR Solutions
OTR Solutions provides industry-leading technology and financial services, tools, and support to help carriers and brokers start and grow a successful operation. Trucking companies and freight brokerages of all sizes turn to OTR to receive reliable financing and back-office solutions, a dedicated fuel team, up-to-date news and education, and technology and innovation to prepare them for anything and everything. As a testament to its growth, OTR has been named in the Inc. 5000 multiple years in a row and strives to improve the work experience for its employees as a Top Workplace in 2017, 2018, 2019, 2020, 2021, and 2022 as named by the Atlanta Journal-Constitution. Learn more at www.otrsolutions.com.

Thursday Oct 20, 2022
Breaking down the DOL’s new independent contractor rule
Thursday Oct 20, 2022
Thursday Oct 20, 2022
The U.S. Department of Labor recently released its proposed rule that updates its definition of an independent contractor (IC) under the Fair Labor Standards Act. This proposed rule proves what we already knew to be true: the DOL strongly favors finding a worker is an employee vs. an IC, making adhering to compliance with IC status rules more critical now than ever.
In this brief but information-packed podcast, our host, Nick Hancock, chats with Openforce General Counsel Doug Grawe to learn more about what the new DOL rule actually is and what it means for transportation companies that utilize independent contractors.
If your business is potentially impacted by this rule, make your voice heard! Head to the Federal Register (https://www.federalregister.gov/documents/2022/10/13/2022-21454/employee-or-independent-contractor-classification-under-the-fair-labor-standards-act) to submit a formal comment (look for the green button).
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Doug Grawe, General Counsel at Openforce
For Doug, law school essentially changed the way he analyzed problems which has proven to be an invaluable skill for corporate transportation companies over the last 17 years. A quick study, Doug grew most of his career with Dart Transit Company, one of the top-performing and established trucking companies in America. Dart is known for building one of the best owner-operator business models, where Doug had the opportunity to learn from some of the great industry pillars.
From there, Doug founded the Grawe Group, LLC, a law and consulting firm specializing in transportation. He has advised several businesses to help them achieve their goals through practical, sustainable risk management solutions. Doug thrives on serving as a partner to transportation business leaders and collaborating with them to figure out solutions, not just telling them what they can and cannot do.
Doug attended Iowa State University and holds a law degree from Hamline School of law. He is currently a board member for the Minnesota Trucking Association and chair of its Government Affairs Committee. Believing rules are made by those who speak up, Doug is active on a variety of policy issues impacting the transportation industry, but most notably protecting the rights of drivers to choose independence or employment in the transportation industry. Doug has written many trade articles on the independent contractor issue and submitted amicus briefs to the U.S. Supreme Court to protect the rights of drivers and carriers to choose.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Tuesday Aug 23, 2022
How to negotiate payment terms for your small transportation business
Tuesday Aug 23, 2022
Tuesday Aug 23, 2022
Cash flow in any business is important, but especially in trucking and transportation businesses that are responsible for paying drivers weekly, or even daily. 90-day, 60-day, or even 30-day payment terms from retail clients can force small businesses to struggle with cash flow or worse yet, shut down entirely.
However, businesses offering transportation services have a lot of leverage. Pinpointing the value you provide to your retail clients is key in payment term negotiations.
Our host, Nick Hancock, chats with Openforce Chief Revenue Officer and renown industry executive Natalie Putnam to learn more about what trucking and transportation companies can do right now to negotiate with their clients and keep a positive cash flow.
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor’s degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode’s guest
Natalie Putnam, Chief Revenue Officer at Openforce
Natalie Putnam is a results-oriented executive with over 30 years of experience in logistics. She is acutely tuned in to the market and is instrumental in developing and communicating growth strategies with Openforce’s executive leadership team.
Natalie understands the challenges of operating a trucking fleet in the logistics industry and specifically as an independent contractor in the final mile environment. Her marketing experience and leadership of large sales teams create the unique combination of skills best suited to address the rapidly growing logistics contracting market.
One of Natalie’s passions is helping companies evolve using technology, especially to enable the freedom and productivity of contractor workforce models. She serves on the advisory board of AWESOME, a women’s logistics and supply chain leadership organization, and is a board member and advisor to ALAN (American Logistics Aid Network).
Prior to joining Openforce, Natalie was most recently the CEO of DeliveryCircle, a technology company and final mile provider. She also served as VP of Marketing Strategy at Ryder, VP of Sales & Marketing at KC Southern Railroad, Chief Commercial Officer at Verst Logistics and SVP of Sales at YRC Freight.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Tuesday Jul 26, 2022
AB5 isn’t going anywhere. Now what?
Tuesday Jul 26, 2022
Tuesday Jul 26, 2022
Although AB5 was signed into law in 2019, it resurfaced again when the U.S. Supreme Court declined to take the California Trucking Association’s challenge to California’s AB5 independent contractor status test. Which means AB5 still stands, even in transportation.
This is not ideal for drivers who want to be independent and for companies that like the service they receive from independent contractors.
However, this is not the end of independent contractor work as we know it. Our host, Nick Hancock, chats with Openforce General Counsel Doug Grawe to learn more about what AB5 is and what it means for transportation companies that utilize independent contractors in California and nationally.
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Doug Grawe, General Counsel at Openforce
For Doug, law school essentially changed the way he analyzed problems which has proven to be an invaluable skill for corporate transportation companies over the last 17 years. A quick study, Doug grew most of his career with Dart Transit Company, one of the top-performing and established trucking companies in America. Dart is known for building one of the best owner-operator business models, where Doug had the opportunity to learn from some of the great industry pillars.
From there, Doug founded the Grawe Group, LLC, a law and consulting firm specializing in transportation. He has advised several businesses to help them achieve their goals through practical, sustainable risk management solutions. Doug thrives on serving as a partner to transportation business leaders and collaborating with them to figure out solutions, not just telling them what they can and cannot do.
Doug attended Iowa State University and holds a law degree from Hamline School of law. He is currently a board member for the Minnesota Trucking Association and chair of its Government Affairs Committee. Believing rules are made by those who speak up, Doug is active on a variety of policy issues impacting the transportation industry, but most notably protecting the rights of drivers to choose independence or employment in the transportation industry. Doug has written many trade articles on the independent contractor issue and submitted amicus briefs to the U.S. Supreme Court to protect the rights of drivers and carriers to choose.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Wednesday Jun 29, 2022
Why Insurtech is key for managing insurance in the gig economy
Wednesday Jun 29, 2022
Wednesday Jun 29, 2022
The impacts of the gig economy are impossible to ignore. 68 million people were, at least for one shift, self-employed in 2021. Economists predict that the majority of the workforce will be independent contractors by 2027.
This means the insurance industry must evolve with the new American dream to protect everyone's best interests. At the forefront of this movement is Matthew Bagley, Vice President of Crum & Forster's Accident & Health Division.
Our host, Nick Hancock, interviews Matthew about this shift in the economy and the role technology plays in managing insurance for independent contractors and gig workers. Matthew shares his insight for business owners who engage with ICs on how to find partners and providers that remove burdens from management and drive the business forward. Also, listen to the theory of why the pandemic was kind of like a "Fight Club" moment for society. We promise, this is NOT a boring conversation about insurance!
For more information about Matthew Bagley and Crum & Forster, please check out their website.
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Matthew Bagley, Vice President of Crum & Forster's Accident & Health Division
Matthew has been with Crum & Forster for seven years and currently leads their Occupational Accident Division located in Glastonbury, Connecticut. Matthew manages a high-energy, resolution oriented, team of underwriters, operational staff, and accountants solely dedicated to the insurance products offered within the division. These insurance products are tailored to Independent Contractors servicing the transportation industry, gig economy and all other business segments utilizing Independent Contractors. Underwriting acumen, product development, creative deal structures and an entrepreneurial mindset are the underpinning to C&F’s propulsion to the Occupational Accident market leader.
About Crum & Forster
Crum & Forster’s Accident & Health Division offers a diverse portfolio of insurance and reinsurance products with flexibility to work directly with brokers, program manager and TPAs; or through MGA/MGUs and affinity partners. International solutions are available through our wholly owned captive facility providing our partners with broad underwriting solutions.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Friday May 20, 2022
Protecting your intellectual property in the gig economy
Friday May 20, 2022
Friday May 20, 2022
Non-compete agreements. Non-solicitation agreements. Inventions. And confidentiality.
As a company that relies on independent contractor workers, are there any implications in requiring these legal agreements?
Or, as an IC or gig worker, are you required to sign these agreements if it hinders your independence?
Our host, Nick Hancock, breaks it down for us in his interview with Kristen Johnson, Esq., managing partner of the Taylor Johnson law firm litigation group. Kristen’s law resume is beyond impressive, having studied law internationally as well as practiced law in a top Washington D.C. firm. Specializing in transportation, Kristen is an industry thought leader who directly advises clients on risk management, case and witness preparation, investigations response and compliance programs, and critical strategy.
For more information about Kristen Johnson and Taylor Johnson PL, please check out their website.
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Kristen M.J. Johnson, Esq., Partner, Taylor Johnson PL
Kristen M.J. Johnson is managing partner of the firm’s litigation group. In 2020, Kristen was the only private practice attorney selected as a Top Woman to Watch in Transportation by the Women in Trucking Association. She is licensed to practice in Florida, California, and DC, and the nature of her transportation practice spans the United States and often internationally. Kristen focuses on business litigation, arbitration, appeals, and government investigations within the trucking and logistics arenas. She regularly handles freight claims under the Carmack Amendment, complex civil disputes, product and warranty claims, and contract disputes.
Before entering the law, Kristen was a recipient of a U.S. Fulbright Fellowship to Japan, where she researched labor and civil rights issues. As a thought leader, Kristen is active in the industry and community. She is a member of Women in Trucking, the Transportation Lawyers Association, and the Conference of Freight Counsel. Her other passion is humanitarian aid and children’s rights. She is on the Board of Directors for Friends of the Children, Tampa Bay, and she is the co-founder of Pretrial Rights International. Kristen lives in Safety Harbor, Florida, with her husband, three sons, and adorable puppy dog.
About Taylor Johnson PL
Taylor Johnson is a boutique transportation law firm with real industry experience, a national practice, and a local footprint in central and south Florida.
They specialize in the trucking industry and understand transportation law. Taylor Johnson brings together the power of local legal practice, deep transportation industry understanding, and nimble lawyering. They are proud to represent the hard-working businesses that manufacture, arrange, transport, and insure the staples of this country. Their clients include motor carriers, owner-operators, brokers, agents, freight forwarders, shippers, and warehouses, as well as insurance companies.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.

Monday Apr 11, 2022
Why health & wellness matter for IC insurance
Monday Apr 11, 2022
Monday Apr 11, 2022
Selecting the best health insurance coverage is difficult for anyone, especially for independent contractors who are usually too busy on the road to do extensive research and price comparison. That’s why Openforce partnered with The Insurance Desk, a team of licensed health coverage consultants who help inform ICs of the options available to them in a direct, no-nonsense approach.
In this episode, host Nick Hancock interviews Matt Deskins, the owner of The Insurance Desk. As a licensed health coverage consultant, Matt and his team help ICs find the best health insurance coverage for themselves and their families. Learn how health and wellness plays a role in insurance rates, and why having guidance from resources such as The Insurance Desk saves time and money for ICs and small business owners.
For more information about The Insurance Desk, please check out their website: www.theinsurancedesk.net
The Gig Academy host

Nick Hancock, Openforce Gig Academy Podcast Host and Customer Success Manager of Key Accounts
Nick monitors all areas that pertain to and affect the gig economy and IC model to best advise and meet the needs of Openforce’s clientele. Prior to working at Openforce, Nick worked in the dental manufacturing industry and has a background in insurance as a producer.
Nick has a Bachelor's degree in Interdisciplinary Studies of Humanities from Northern Arizona University. Nick resides in Phoenix, Arizona where he and his wife recently welcomed their firstborn daughter in October 2021.
About this episode's guest
Matt Deskins, Licensed Health Coverage Consultant & The Insurance Desk
Our goal is simple: Remove the headache of finding the health coverage option that best fits your situation. My team & I specialize in helping Independent Contractors & Small Businesses find quality plans that fit their medical needs & budget.
About Openforce
Openforce is the leader in technology-driven services that reduce operating costs and mitigate risk for companies using independent contractors. Their cloud-based applications help companies and contractors alike achieve more sustainable, profitable growth by removing financial, operational, and compliance barriers to getting business done.