Risky Assets

Greyhawk Premier Insurance Solutions
  • 5.0 (5)
  • Entrepreneurship
  • Updated Semiweekly

What do you really know about insurance? Charlie Deaver and Daniel Clarke host Risky Assets, a podcast about insurance, financial strategy, entrepreneurship, and business management. They talk about how insurance is a means to investing in the future, and a necessary tool to be wielded by business owners. Their goal in both the podcast and their work at Greyhawk Insurance is to educate people on what proper structure is for their insurance, to think creatively about risk, and to share their experience with business owners who care about doing insurance right. 

  1. 5d ago

    Prepare Your Family for the Next Emergency Before It's Too Late - EP036 with Aaron Rose

    Everyone manages risk every day without calling it that. We put on a seatbelt. We buy homeowners and auto and life insurance. Then we skip the part where the tap stops running for a week and the phones go dark. After the 1994 Northridge earthquake the freeways were on the ground and the local water supply was contaminated for days. In 2021 the Texas grid came within minutes of a collapse that would have taken weeks or months to reverse. Preparedness is nothing more than the bridge between the moment the system stops working and the moment it comes back, and most families have never built one. Aaron Rose starts with the rule of threes: you can survive three minutes without oxygen, three days without water, and three weeks without food. From there he gets into what has to already be in your house, how you reach the people you love when the phones are down, why counting on help arriving is a plan with a hole in it, and the one thing hardly anyone in California buys until it is too late. Aaron's channel  @DontForgetYourLunch35   is linked below. https://www.youtube.com/@DontForgetYourLunch35 TIMESTAMPS0:00  Introduction1:16  The 94 quake and the road to the fire service5:37  The rule of threes11:43  Why nobody wants to think about this14:01  When three days is not enough22:07  The insurance most people skip23:55  Reaching your family when the grid is down28:57  The help that is not coming34:44  The last car out of the neighborhood ABOUT THE GUESTAaron Rose is a firefighter and paramedic in Southern California with more than ten years in the fire service, eight of them as a paramedic. He started as an EMT on a 911 ambulance at 18, served in the Navy in aircrew rescue and trained at its survival school, and now runs the YouTube channel Don't Forget Your Lunch, where he builds compact survival kits and reviews gear so families can put together their own. ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance Follow so you never miss an episode. New episodes every Monday. #RiskyAssets #DisasterPreparedness #EmergencyPreparedness #Earthquake #Wildfire #Firefighter #California #insurance

  2. Aug 31

    He Stepped Away From His Business for a Year and It Ran Without Him - EP035 with Tim Kane

    Tim Kane has held ownership positions in seven businesses and been part of roughly a dozen more, from one of the internet's earliest email marketing companies to a startup Apple bought in four months. But the story Daniel Clarke digs into here is the one most owners never manage. When Tim's wife was diagnosed with cancer, he walked into his Amazon delivery business, roughly 100 trucks and more than 100 employees, told the leadership team he had spent three and a half years training that he was leaving to take care of her, and left. He worked about one month that entire first year. The business kept running and it stayed profitable. Tim and Daniel get into how you build a team that can do that, why he put employees first and profitability third, and what nearly 900 hires taught him about work ethic.  TIMESTAMPS0:43  Meet Tim Kane1:27  Seven companies, a dozen swings10:27  What actually makes a salesperson25:11  What he put ahead of profit33:02  The year he was not there38:32  The California problem53:36  What he knows now ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance #RiskyAssets #Entrepreneurship #SmallBusiness #Leadership #SalesLeadership #WorkersComp #AmazonDSP #california

  3. Aug 24

    Scale Your Business The Right Way - EP034 with Joshua Driskell

    Joshua Driskell went from a town of 1,200 people in rural Ohio to leading Lagerlof, a Pasadena law firm of more than 120 people that guides high net worth families through tax, estate, real estate, and the sale of the businesses they spent a lifetime building. In this episode of the Risky Assets Podcast, Charlie and Joshua get into the honest work behind that climb. They dig into why fair is not always equal in a family business, how to actually prepare a company for sale, building a brand that outlives the founders' names, hiring to your weaknesses, and the hardest skill for any owner: learning to say no and protect your time. Joshua Driskell: https://www.lagerlof.com/teams/joshua-r-driskell/Lagerlof, LLP: https://www.lagerlof.com/ TIMESTAMPS0:00  Meet Joshua and what Lagerlof does2:11  Selling a business the right way4:45  When family and business collide9:29  From Ohio to California23:36  Going solo and one lucky lunch31:58  Merging up: build a brand, not a name43:43  Leading a firm: one voice, the right team49:19  Why the right clients beat more clients56:31  The exit, giving back, and the long game ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance Subscribe so you never miss an episode. New episodes weekly. #RiskyAssets #Entrepreneurship #LawFirm #EstatePlanning #FamilyBusiness #ExitPlanning #SmallBusiness

  4. Aug 17

    California's Dual Wage Threshold Is Changing & What Contractors Need To Know - EP033

    On September 1, 2026, California is raising the workers comp dual wage thresholds for contractors again, and this one is a big jump. In this episode of the Risky Assets Podcast, Charlie and Daniel break down what the dual wage threshold actually is, why paying an employee more can end up costing you less, and how to plan for it before your renewal and your year end audit catch you off guard. If you run a construction business in California, this is the kind of change that can quietly cost you thousands, so we walk through the real math, the ten year trend, and exactly what to do about it. RESOURCESDual Wage rate sheet (PDF): https://drive.google.com/file/d/1nOEHc-Zob4opeUO_1QjPiVmSg4KFLl7Q/view?usp=drive_linkWCIRB dual wage (official): https://www.wcirb.com/products-and-services/classification-searchTalk to Greyhawk / onboard: https://greyhawkinsurance.useindio.com/sign-up/BAu9UDjo6U9SLPaSXrur TIMESTAMPS0:00  What you need to know about Dual Wage4:00  The math: pay your people, not the insurer10:35  A decade of rising thresholds12:45  Finding your break even point17:57  How Greyhawk can help ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance #RiskyAssets #Greyhawk #WorkersComp #DualWage #Contractors #Construction #California #SmallBusiness

  5. Aug 10

    What Nobody Tells You About Owning A Law Firm - EP032 with Brett Sachs

    Brett Sachs is a California personal injury attorney who built his own law firm from an apartment and 20 thousand dollars in savings, scaled it to nearly 100 employees, then made the hard call to rebuild it leaner, down to 28 people while doing more volume with AI. In this episode of the Risky Assets Podcast, Charlie and Brett open with a Hot Ones style hot sauce challenge, then get into betting on yourself, being comfortable being uncomfortable, and the mindset that carried him through the scariest stretches of ownership. They also go deep on the money behind the legal and insurance worlds, from the costs some firms quietly pass to clients to an honest, two sided look at insurance, litigation, and tort reform. MVP Accident Attorneys - Brett Sachs: https://www.brettsachs.attorney/ TIMESTAMPS0:00 How Charlie and Brett met1:40 Hot sauce challenge before golf4:25 From Indiana to a California law firm8:00 Fired for challenging his boss16:24 Scaling to 100, then downsizing to 2824:35 Charlie's tough love: exit or commit28:20 Cutting his team with AI34:27 Interest and fees he won't pass to clients42:00 Do lawyers really drive up insurance costs?55:50 Golf and M19 ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance

  6. Aug 5

    The Fed Held Interest Rates. Here's What It Means For You. - EP031 with Wesley Deaver

    The Fed just held interest rates steady, and three members actually voted to raise them. So why does it feel like everyone is getting squeezed harder than ever? In this episode of the Risky Assets Podcast, Charlie and Wesley sit down as two self described financial nerds and everyday guys to break down what the decision means for real people, not Wall Street. TIMESTAMPS0:00  The vote nobody expected0:24  Two financial nerds, everyday guys0:56  Why we're talking Fed1:50  Why they held, who voted to raise2:34  Locked in at 3 percent3:10  Home prices are softening3:36  Everyone bet on cuts. Wrong.4:00  Oil is driving inflation4:52  Sitting on more cash5:24  One income, kids, California6:25  Car prices meet high rates7:05  Commission beats salary now7:27  The 85k debt trap8:08  The business owner squeeze8:44  Healthcare costs roll downhill11:10  The AI spending bubble13:25  4 percent vs the 2 percent norm14:30  The real number since 202015:33  So why not just cut?16:16  Who really wants a crash17:13  Supply is the real problem19:46  A framer's rising costs20:23  Wildfire and property insurance21:46  Apartments are getting crushed23:09  The workers comp wage shock25:00  Blue collar wages squeezed27:07  The case for self insurance27:49  Control the controllable28:11  Education is your best defense ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance Subscribe so you never miss an episode. New episodes weekly. #RiskyAssets #Inflation #FederalReserve #InterestRates #Economy #PersonalFinance #SmallBusiness #California

  7. Jul 27

    How Businesses Fall Apart, From the Man Who Investigates Them - EP030 with Chris Hamilton

    Chris Hamilton gets called when the money disappears. He is a forensic accountant, which means fires, fraud, and figuring out what a business was worth the minute before it burned.Charlie and Daniel sit down with him for the stories most accountants never get to tell, and the harder lessons from 32 years of building a firm. TIMESTAMPS0:00   The pile of ash: what a forensic accountant walks into0:33   Meet Chris Hamilton2:35   Fires, fraud, and disasters: the work behind forensic accounting6:06   The FBI case: a 1 a.m. informant and a truck full of records13:09   Starting the firm and a partnership where everyone earns the same18:58   What actually breaks partnerships: too much money and not enough22:51   Ownership is who you are today, not who we hope you become24:07   Family, ministry, and work: priorities are on a wheel34:36   Turning down Congress, and the strength that became a weakness45:50   Leading a business like the church, and where fraud creeps in51:57   No bad decisions: the deal that nearly ended the firm1:05:38   Succession, California, and working for the love of the game ABOUT THE GUESTChris Hamilton is a CPA, certified fraud examiner, and certified valuation analyst who has spent his career in forensic accounting and complex civil litigation. He started his firm in 1994, teaches forensic accounting certification around the country, and has served as an elder at Grace Community Church for more than two decades. Connect with Chris Hamilton: https://arxisfinancial.com/about-us/chris-hamilton-cpa-cfe-cva/ ABOUT RISKY ASSETSThe Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. Every episode is an honest conversation with entrepreneurs about building businesses, taking smart risks, and protecting what you create. FOLLOW THE SHOWInstagram: @greyhawkinsurance

  8. Jul 20

    How The Right CPA Helps You Grow - EP029 with Joel Peluffo

    Joel Peluffo came to Santa Clarita from Argentina at 16 chasing soccer, and ended up a partner at Hedman Partners, one of the most respected CPA firms in the valley. In this episode Charlie sits down with him for an honest talk about using the right CPA to actually grow a business, not just file taxes. They get into why a great firm says no to clients, why value beats volume, and why chasing a tax write off often costs you more than it saves. Whether you are an owner who wants better numbers or someone weighing a career, this one is worth your time. Timestamps0:00   Meet Joel Peluffo: from Argentina to Santa Clarita 2:52   Soccer, a full ride, and stumbling into accounting 5:55   Getting hurt, marrying young, and betting on a career 9:05   Thirteen years at Hedman and the road to partner 13:08   Why Hedman says no: choosing clients by value, not revenue 20:27   Culture, community, and beating burnout 22:50   Competing with the Big Four and the private equity rollup opportunity 35:25   The truck write off trap and smarter tax strategy 41:09   High W2 earners, shiny loopholes, and the IRS 45:00   Advice for the next CPA: purpose over a paycheck Contact Hedman Partners LLC Website: https://www.hedmanpartners.com/ Phone: (661) 287-6333 Toll Free: (888) 866-4195 Email: info@hpllp.com About Risky Assets The Risky Assets Podcast is produced by Greyhawk Premier Insurance Solutions. We sit down with founders, operators, and experts for honest conversations about building a career, taking smart risks, and the real work behind the wins. Subscribe so you never miss an episode. New episodes weekly. Disclaimer This episode and description are for general educational purposes only and are not tax, legal, or financial advice. Tax rules and treatment change and depend on your situation. Please consult a qualified CPA or attorney before making decisions. Hashtags #RiskyAssets #Entrepreneurship #CPA #Tax #SmallBusiness #Accounting #BusinessOwner #SantaClarita #Leadership

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Ratings & Reviews

5
out of 5
5 Ratings

About

What do you really know about insurance? Charlie Deaver and Daniel Clarke host Risky Assets, a podcast about insurance, financial strategy, entrepreneurship, and business management. They talk about how insurance is a means to investing in the future, and a necessary tool to be wielded by business owners. Their goal in both the podcast and their work at Greyhawk Insurance is to educate people on what proper structure is for their insurance, to think creatively about risk, and to share their experience with business owners who care about doing insurance right. 

Information

  • Creator
    Greyhawk Premier Insurance Solutions
  • Years Active
    2022 - 2026
  • Episodes
    35
  • Rating
    Explicit
  • Copyright
    © 2026 Greyhawk Premier Insurance Solutions
  • Show Website
    Risky Assets

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