
The Going Deep with Aaron Watson podcast is a forum for having meaningful, deep conversations about the passions, fears and problems of people from all walks of life. Guests talk about entrepreneurship, sports, finance, comedy and lifestyle design.
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445 Record-Setting Crowdfunder Building Tech Platform for Truck Drivers w/ Pierre Laguerre (Fleeting)
Pierre Laguerre is the founder & CEO of Fleeting, a startup building a digital platform to increase flexibility, dynamism, and efficiency for trucking companies and commercial truck drivers. Pierre previously built two successful trucking companies operating trucks and staffing for other trucking companies. He’s been involved in trucking for nearly two decades and has learned the industry inside and out. Since launching Fleeting in June 2019, Pierre and the team have generated over $1.5 million in revenue and raised more than $1.8 million. Additionally, Pierre became the first black man to ever max out a crowdfunding campaign by raising the $1.07 million SEC max, via Republic. In this conversation, Pierre and Aaron discuss how he got into trucking to escape poverty, the forces changing the trucking industry, and the harsh conditions that drivers deal with on a regular basis. Sign up for a Weekly Email that will Expand Your Mind. Pierre Laguerre’s Challenge; Look at the world like you only have 24 hours left. Connect with Pierre Laguerre Linkedin Twitter Fleeting Website Instagram Book Referenced What the CEO Wants You To Know by Ram Charan If you liked this interview, check out our past interviews covering trucking and logistics. Cetin Mericli talks about building self-driving semi-trucks. Kristy Knichel talks about building a 3rd party logistics company to over $80 million in revenue. Hayden Cardiff talks about saving lives with software. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
444 Refugee Builds $10 Million Business w/ Gene Leyzarovich (JetStor)
25 years ago, Gene Leyzarovich came to Pittsburgh as a refugee from Russia. Within two years, he founded Advanced Computer & Network Corporation to build data storage systems for clients. Decades later, AC&NC has installed their JetStor RAID (redundant array of independent disks) systems for over 4,000 clients around the world. Those clients include NASA, the US State Department, and a majority of the United Kingdom’s police force. Now, ACNC does over $10 million in annual revenue and assembles its devices in Pittsburgh, PA. In this conversation, Gene and Aaron discuss how he’s gone from selling 4-gigabyte units to multiple petabyte units for clients and how the business of hardware has evolved. Sign up for a Weekly Email that will Expand Your Mind. Gene Leyzarovich’s Challenge; Set a weekly goal and commit to achieving it. Connect with Gene Leyzarovich Linkedin Twitter ACNC Website sales@acnc.com If you liked this interview, check out episode 361 with Jason Wolfe where we discuss building multiple software companies in the gift card space. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
2 Week Hiatus
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443 Oxygen Tanks for Pets w/ Blake Dube
Blake Dube is the founder and CEO of Aeronics and the inventor of Pawprint Oxygen. Pawprint Oxygen is the world's first rescue oxygen supply for pets. Blake studied oxygen as a chemical engineer at the University of Pittsburgh and expected to develop products for human medical applications. However, a chance encounter with his landlord revealed an exciting market opportunity to bring an oxygen tank product to market for animals. Now, his tanks are manufactured in the US and sold in veterinary clinics around the country. In this conversation, Blake and Aaron discuss the origins of the company, how Blake found the right manufacturing partner, and the ongoing improvements that are made to their product. Sign up for a Weekly Email that will Expand Your Mind. Blake Dube’s Challenge; Treat customer service representatives with kindness and respect. Connect with Blake Dube Linkedin Facebook Aeronics Website Pawprint Oxygen website If you liked this interview, check out episode 340 with Craig Markovitz where we discuss spinning a company out of a university, selling a company for $300 million, and finding purpose in your work. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
442 Building a Multimillion-Dollar Web Design Agency w/ Mike Cleary (Huemor)
Mike Cleary is the co-founder and CEO of Huemor, a Web Design Agency that helps B2B and DTC brands communicate more clearly, connect with their target audiences, and generate revenue. His company has helped some serious brands, including Revlon, Live Nation, GEICO, United Nations, Centivo, Net2Phone, Briogeo, Glow Recipe, Square One Justice. Mike has been in business for nearly a decade and has learned a lot about the systems of business and how to implement them as you grow. In this conversation, Mike and Aaron discuss how Mike got started with Craiglist customers, how Mike has implemented processes for everything, and why he moved the company to Pittsburgh. Sign up for a Weekly Email that will Expand Your Mind. Mike Cleary’s Challenge; Try something new that makes your uncomfortable. Connect with Mike Cleary Linkedin Twitter Huemor Website If you liked this interview, check out episode 438 with Ben Wilson where we discuss commercial real estate, digital agencies, and grit. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
441 Large Firms Need an Ethical Intruder to Test Cybersecurity w/ David Kane
Over a decade ago, David Kane realized that there was a painful gap in cybersecurity. He built Ethical Intruder to fill that gap. Today, Ethical Intruder helps clients across financial services, DoD, healthcare, and nonprofits reproduce vulnerable paths a hacker may take, so they can shore up their defenses. David’s ethical hacker teams conduct simulated malicious breaches of a wide variety of business applications and web-accessible entry points. David has built his firm to be technology-agnostic, which comes with two benefits. First, they aren’t selling a specific solution regardless of its relevance. Second, they are accustomed to evaluating a dynamic collection of tools to identify the primary point of weakness. In this conversation, Aaron and David discuss how to seel cybersecurity to any firm, why nonprofits need to keep their data secure, and the Sign up for a Weekly Email that will Expand Your Mind. David Kane’s Challenge; Find a way to build someone else up. Mentioned Csoonline.com Connect with David Kane Linkedin Facebook Ethical Intruder Website Email Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
440 Brent Johnson explains Dollar Milkshake Theory for Entrepreneurs
Brent Johnson is a wealth manager at Santiago Capital and a General Partner of the IceCap Strong Dollar Fund. Brent has had a multi-decade career in finance and has been responsible for managing billions of dollars. Brent is well-known for his Dollar Milkshake Theory, where he expects a rapidly appreciating US Dollar over the next few years, relative to other world currencies. Because the world is completely run by fiat currencies, cash whose value is not backed by some physical good such as gold or silver, Brent expects a massive devaluation of currencies across the board. Because of the U.S. is a relatively safer, stronger economy, he expects capital to flood into its domestic markets. There are a lot of implications to the theory. In this interview, Brent explains to Aaron what the Dollar Milkshake Theory is, how Brent’s career has unfolded, and the implications of a rising dollar for business owners and entrepreneurs. Sign up for a Weekly Email that will Expand Your Mind. Brent Johnson’s Challenge; Find someone you vehemently disagree with and have a conversation with them. Connect with Brent Johnson Twitter Santiago Capital Website brent@santiagocapital.com If you liked this interview, check out all of our past interviews with finance thinkers, investors, and advisors. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
439 Mortgage Master Dan Green is building HomeBuyer.Ai
Dan Green is the founder and CEO of HomeBuyer, a mortgage lender designed for first-time homebuyers. It’s his 3rd company he’s built in the mortgage industry. Dan previously founded the consumer-friendly mortgage education company "The Mortgage Reports", which was later acquired in 2014 by Full Beaker. Dan Green is a 17-year mortgage lending veteran and was a multi-year, number-one loan officer before starting HomeBuyer. His current company utilizes intelligent personalization to deliver timely and precise advice through specific moments of a home buyer's journey and fulfills the buyer's mortgage. He was part of the Techstars accelerator in 2020. In this conversation, Aaron Watson and Dan Green discuss how he generated an enormous number of leads with a blog, why mortgage lenders don’t think long-term, and why private mortgage insurance is not the boogeyman. Sign up for a Weekly Email that will Expand Your Mind. Dan Green’s Challenge; If you think you will buy a house, reach out to a mortgage loan officer and get a preapproval. Connect with Dan Green Linkedin Twitter HomeBuyer AI Website dan@homebuyer.ai If you liked this interview, check out episode 361 with Jason Wolfe where we discuss starting multiple companies in the gift card space and building off of past successes. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative makes creating podcasts, vlogs, and videos easy. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
438 How to Build a Multi-Million Dollar Consultancy w/ Ben Wilson of Rivers Agile
Ben Wilson founded Rivers Agile in 2008, in the eye of the Great Financial Crisis. The software consulting firm started focusing on advanced quality assurance and expanded to offer custom software development. Now, Ben is leading his team through the pandemic, an office change, and a shifting marketplace for software solutions. He believes he’s poised to take advantage of a trend of onshoring and digital reinvention that the circumstances will demand. In this podcast, Ben and Aaron discuss building a team, what makes for good QA, and the markets that Rivers Agile sells into. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Ben Wilson’s Challenge; Challenge your vendors to find better deals. Connect with Ben Wilson Linkedin Twitter Instagram Rivers Agile website ben@riversagile.com If you liked this interview, check out our collection of interviews with Pittsburgh’s top entrepreneurs and leaders. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
437 First Generation High School Grad to Top Financial Advisor, The Mindset of Tyrone Ross
Tyrone Ross is a financial consultant, community builder, and entrepreneur. He has been named to Investment News 40 under 40 (2019) and a top ten advisor set to change the industry by WealthManagement.com. Tyrone has focused on pushing a conservative, stodgy industry forward by focusing on young professionals, embracing financial technology startups, and acknowledging the role crypto assets play in a portfolio. Aaron and Tyrone talk about fighting financial jargon, why advisors fear crypto, and how Tyrone has never taken a vacation. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Tyrone Ross’s Challenge; Find our leaders. Mold the next generation of young minds. Connect with Tyrone Ross Linkedin Twitter Website If you liked this interview, check out our back catalog of finance-focused podcast interviews. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
436 Deploying $750 Million into Established Businesses w/ Stephen Gurgovits of Tecum Capital
Stephen Gurgovits is the Managing Partner and co-founder of Tecum Capital, a $750+ million private investment firm based in Pittsburgh, PA. Tecum’s committed capital is deployed as mezzanine debt, subordinated notes, and private equity into lower middle market businesses across the US. During his career, Stephen has been directly involved in over $1 billion of aggregate financial transactions, both public and private. Prior to spinning Tecum Capital out of First National Bank, he was President and CEO of F.N.B. Capital Corporation, a wholly-owned merchant banking subsidiary of FNB. Stephen currently serves on the board of directors for Western Allegheny Capital, Gibraltar Cable Barriers, Uncle Charley’s Sausage Company, Auburn Gear, Inc., Oberg Industries, and the Pittsburgh Chapter of the Association of Corporate Growth. In this podcast, Aaron and Stephen discuss launching the firm, how they allocate debt and equity investments, and Stephen’s interpretation of current market dynamics. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Stephen Gurgovits’s Challenge; Make your bed and read the Wall Street Journal every day. Connect with Stephen Gurgovits Linkedin Tecum Capital Website If you liked this interview, check out episode 269 with Brent Beshore where we discuss private equity investing in the lower middle market. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
435 Juneteenth, Retaining Diverse Talent, and YNGBLKPGH w/ Brian Burley
Brian Burley is the founder of YNGBLKPGH, a book and community of talented black professionals in and around the city of Pittsburgh. Brian came on Going Deep to discuss the absolute necessity of cities and corporations adopting more empathetic and diverse approaches to attracting and retaining talent. He has a distinct perspective that he has earned through writing his book profiling over 100 black professionals, working in economic development for the Pittsburgh region, and leading conversations about diversity at ADP. Aaron and Brian also cover the rise of Juneteenth into the national conversation and effective ways to market & message these important ideas. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Brian Burley’s Challenge; Go learn something new about someone else’s culture or experience. Try to put yourself in their shoes. Connect with Brian Burley Linkedin Brian’s Instagram YNGBLKPGH Instagram Facebook If you liked this interview, check out episode 418 with Marco Marandiz where we discuss hip hop, branding a B2B company, and the future of online commerce. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
434 Billionaire Henry Schuck just IPO’d ZoomInfo during a Pandemic
Henry Schuck founded his company, originally named DiscoverOrg, in 2007 at the age of 23. The company IPO’d on June 4th, 2020. After acquiring ZoomInfo in 2019, they took the new name and consolidated their position as one of the leading sources of business information and now drive the go-to-market initiative of over 15,000 companies worldwide. Henry sees ZoomInfo changing the way every company goes to market, the way sales reps engage with buyers, the way marketing targets, and the way HR recruits. In this episode, Henry and Aaron discuss bootstrapping the company to $25 million, the IPO roadshow during a pandemic, and Henry’s skills as a sales trainer. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Henry Schuck’s Challenge; The professional you are today, isn’t who you need to be to accomplish your goals. Take an inventory of where you need to improve and go execute on it. Connect with Henry Schuck Linkedin Twitter Website henry.schuck@zoominfo.com If you liked this interview, check out episode 361 with Jason Wolfe where we discuss building multiple businesses that earned 8-figure and 9-figure exits. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
433 Upgrading Legacy Financial Technology w/ Joe Hipsky of iraLogix
Joe Hipsky’s long career in financial services have allowed him to identify and develop a solution to the pipes of the financial system. His company, iraLogix, is aimed at reducing the administrative burden placed on financial service providers. In this conversation, Joe and Aaron discuss fundraising, why the financial services industry has been slow to adapt, and the regulatory climate for fintech. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Joe Hipsky’s Challenge; If you’re looking for investors, study the investment process and how venture capitalists make decisions. Connect with Joe Hipsky Linkedin iraLogix.com If you liked this interview, check out episode 231 with Andy Rachleff where we discuss how he identified the opportunity to build Wealthfront. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify
432 Bringing Tech to Waste Management w/ Charlie Dolan
Charlie Dolan is the founder of Sequoia Waste Solutions, a technology company aimed at modernizing waste management. When Charlie first looked at the waste management industry, he saw business still being run on paper with enormous inefficiencies needing to be addressed. So, he started building. Today, the firm employs more than a dozen people and offers a suite of software and hardware solutions that drastically reduce costs associated with billing for and hauling away garbage. In this conversation, Aaron and Charlie discuss the evolution of the company, the benefits of bootstrapping, and when to ‘build’ vs ‘buy’. Pittsburgh’s best conference to Expand your Mind & Fill your Heart happens once a year. Charlie Dolan’s Challenge; Realize most of the world around you was designed by another human. Use that to build confidence in your own ability to make an impact. Connect with Charlie Dolan Linkedin Twitter SequoiaWaste.com Discoveryapp.io If you liked this interview, check out more interviews with entrepreneurs and leaders that have vision, patience, and work ethic. Text Me What You Think of This Episode 412-278-7680 Underwritten by Piper Creative Piper Creative creates podcasts, vlogs, and videos for companies. Our clients become better storytellers. How? Click here and Learn more. We work with Fortune 500s, medium-sized companies, and entrepreneurs. Follow Piper as we grow YouTube TikTok Instagram Subscribe on iTunes | Stitcher | Overcast | Spotify