Payback Time

Payback Time

By Sean TepperBusiness
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Payback Time episodes

  • S3E49 - Patrick Donohue - Key Qualities a VC looks for

    My next guest is a lifelong entrepreneur and investor who runs a unique venture capital firm that doesn’t specialize in one specific industry. In this episode, he talks about what he looks for in founders, what he looks for with companies, and how his firm structures its deals differently than traditional VC firms. Please welcome Patrick Donohue.

    Key Timecodes

    • (00:38) - Show intro and background history
    • (02:53) - Deeper into his background history and business models he invests in
    • (04:36) - Understanding his venture capital business model
    • (11:11) - Deeper into his diverse portfolio of business strategies
    • (14:59) - How he generates ongoing cash flow
    • (17:33) - Deeper into his criteria and strategies
    • (25:00) - What is the minimum investment size
    • (27:26) - A key takeaway from the guest
    • (28:58) - Another key tactical takeaway from the guest
    • (31:37) - A bit about his book
    • (33:57) - What is the worst advice he ever received
    • (34:22) - What is the best advice he ever received
    • (38:37) - Guest contacts

    • Payback Time Podcast

      A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

      41 min
    • S3E48 - Ravi Gundlapalli - B2B SaaS for Mentorship

      My next guest is an engineer by trade who previously worked on hybrid technologies for auto manufacturers including Chrysler, Ford, and VW, and worked in the semiconductor industry. A common thread he became passionate about was mentorship. This led him to create a B2B SaaS business that helps organizations build a stronger community through mentorship. In this episode, we talk about how he generates leads, how much he charges his customers per month, and the next step entrepreneurs can take to become subject matter experts. Please welcome Ravi Gundlapalli.

      Key Timecodes

      • (00:52) - Show intro and background history
      • (02:46) - Deeper into his background history and hybrid car experience
      • (07:12) - Understanding his mentoring business model today
      • (10:44) - Deeper into the platform model  and business strategies
      • (16:35) - Understanding the pricing philosophy and strategies
      • (23:13) - Deeper into his B2B marketing strategies
      • (26:20) - How he engages people in his online conferences as a speaker
      • (29:15) - A key takeaway from the guest
      • (35:08) - What is the worst advice he ever received
      • (36:17) - What is the best advice he ever received
      • (38:31) - Guest contacts

      • Payback Time Podcast

        A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

        41 min
      • S3E47 - Patti Handy - Money Mindset for Women

        “The fear of regret is GREATER than the fear of not moving forward.” A variation of this quote is later discussed in this episode where my next guest talks about her backstory of transitioning from a cushy financial planning career to starting her own financial/life coaching business. Overall, she wasn’t going to sit on the sidelines talking about doing something. She needed to act and there is no better time than now. Today, she primarily serves women and some of the most frequently asked questions include do I have enough money saved based on my age, how do I deal with the loss of a spouse, how do I invest on my own, and how do I pay off debt. In this episode, we answer some of those questions and talk about where she helps her customers most. Please welcome Patti Handy.

        Key Timecodes

        • (01:06) - Show intro and background history
        • (02:46) - Deeper into her background history and career transition
        • (07:12) - Understanding her business model today
        • (08:23) - Her philosophy of "money mindset"
        • (10:57) - Deep diving into her courses and mentoring model
        • (17:14) - How she helps women with financial education
        • (20:46) - What types of investments does she usually guide her clients to learn more about?
        • (22:47) - Deep diving into her investment philosophy
        • (26:20) - How much she charges for her courses and coaching services
        • (27:31) - A key takeaway from the guest
        • What was the worst piece of advice he ever got?
        • (31:06) - What is the best advice he ever received
        • (35:34) - Guest contacts
        • Payback Time Podcast

          A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

          38 min
        • S3E46 - Jay Levy - A VCs Perspective on Building a Business in 2023

          My next guest began his tech career back in the 1990’s (high school years) when he built a web design company. In college, he continued using those skills and even built a website for a publicly traded company. After graduating, he worked for a startup, then built and sold a consulting firm, and then eventually started a boutique venture capital firm that currently invests in B2B SaaS companies. In this episode, we talk about what type of founders they look for, how much they invest, and the state of the market in 2023. Please welcome Jay Levy.

          Key Timecodes

          • (00:52) - Show intro and background history
          • (03:45) - Deeper into his background history and the company he built and sold
          • (05:32) - A bit about the numbers of that transaction
          • (06:41) - What type of B2B SaaS businesses he look for
          • (08:19) - A few more examples of companies under his radar
          • (12:14) - How many employees does his company have
          • (13:17) - Deeper into his business model and strategies
          • (15:19) - His thoughts about the market at this moment
          • (18:56) - How founders can be prepared to the rising funds challenging moment
          • (22:48) - How difficult is to a startup raise funds with venture capitalists
          • (25:54) - A key takeaway from the guest
          • (29:04) - What is the worst advice he ever received
          • (29:26) - What is the best advice he ever received
          • (30:46) - Guest contacts

          • Payback Time Podcast

            A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

            32 min
          • S3E45 - Mark Fidelman - How to generate passive income with tokens

            My next guest was a sales executive who made the transition to creating an agency that helps tokenize businesses. In this episode, we talk about the types of businesses they tokenize,  why a business might want to tokenize, and what kind of returns investors like you and I can expect. Please welcome Mark Fidelman. 


            Key Timecodes

            • (05:58) - How his business model works and can create passive income with tokens
            • (09:09) - How safe is that token model
            • (10:17) - How he makes money with this business
            • (12:04) - Deeper into her business architecture and strategies 
            • (13:40) - Few platforms retail investors can use to find tokenized companies
            • (16:07) - How the tokenized investments can create passive income
            • (20:20) - A bit about the risks and how to mitigate it
            • (23:03) - A few examples of companies in this model
            • (26:45) - Do the tokenized companies have their Financial Statements available?
            • (30:13) - A key takeaway from the guest
            • (35:23) - What is the worst advice he ever received
            • (35:44) - What is the best advice he ever received
            • (37:08) - Guest contacts

            • Payback Time Podcast

              A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

              39 min
            • S3E44 - Garima Kapoor - Raised over $100M for B2B SaaS

              My next guest made the transition from angel investor to co-founder of a B2B SaaS that helps companies organize data. In this episode, we talk about their unique sales process on how they quickly get people to use the platform and transition to paying customers. We also talk about how they raised over $100M and they haven’t had to touch a single dollar of their latest funding round, because they achieved positive cash flow. If you’re building a SaaS company, this episode is packed full of a lot of great tips. Please welcome Garima Kapoor.

              Key Timecodes

              • (00:51) - Show intro and background history
              • (02:26) - Deeper into her background history and SaaS business experience
              • (05:56) - Understanding her SaaS business model
              • (07:26) - How her AI component works
              • (11:49) - What are her motivations for building that business model
              • (14:31) - How the company acquires customers and how it makes a profit
              • (20:49) - Deeper into her business open source architecture and strategies
              • (25:05) - A bit about her company numbers
              • (29:11) - Deeper into her business philosophy
              • (39:48) - When was the company founded, and how many employees does she have now
              • (32:16) - Deeper into her fundraising strategies
              • (38:54) - A key takeaway from the guest
              • (40:08) - Rapid fire round (personal questions)
              • (43:40) - What is the worst advice he ever received?
              • (44:13) - What is the best advice he ever received?
              • (47:01) - Guest contacts
              • Payback Time Podcast

                A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

                49 min
              • S3E43 - Shellee Howard - How to go to college debt free

                My next guest is an entrepreneur who has built a company that helps students go to college debt free. In this episode, we talk about various strategies such as how to negotiate tuition, how to get school paid for by the school itself, and how to earn grants from the school or people associated with the school. If you’re thinking about going to college but worried about the costs, this episode is for you. Please welcome Shellee Howard.

                Key Timecodes

                • (00:43) - Show intro and background history
                • (06:08) - Deeper into her background history and business experience
                • (09:40) - How she started the educational business model
                • (12:01) - How her business model works, and how can it help students
                • (15:12) - Deeper into her strategies to reduce educational costs
                • (16:30) - What types of degrees she helps students to get
                • (20:58) - Deeper into her business strategies
                • (24:55) - Deeper into her philosophy
                • (35:09) - How to create educational and career options
                • (36:44) - A key takeaway from the guest
                • (39:30) - What is the worst advice he ever received
                • (40:31) - What is the best advice he ever received
                • (41:48) - Guest contacts
                • Payback Time Podcast

                  A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

                  44 min
                • S3E42 - David Alexander - From having food thrown at him to owning 23 businesses

                  My next guest has owned 23 businesses including one business where a customer chucked a burrito at his head. Moments like that made him say “You know what, maybe this business isn’t for me.” He’s been through the good, the bad, and the ugly and now has a ton of experience to help other business owners avoid mistakes and achieve their dreams. In this episode, we break down some of his major lessons learned as well as some of his biggest wins. As we talk through what works and what doesn’t work in business, we lead up to the company he’s building today which is a membership business model. He’s big on building businesses with recurring revenue and high retention. Please welcome David Alexander.

                  Key Timecodes

                  • (00:57) - Show intro and background history
                  • (05:27) - Deeper into his background history, failures, and successes
                  • (09:04) - Lessons learned from the failures
                  • (16:18) - A bit about a franchising business that he sold
                  • (23:43) - Understanding his Trustegrity business model
                  • (29:39) - A bit about the numbers of his business model
                  • (32:31) - The importance of networking
                  • (36:40) - How investing in stocks can help entrepreneurs
                  • (47:24) - What is the worst advice he ever received
                  • (48:28) - What is the best advice he ever received
                  • (49:39) - Time machine question
                  • (51:50) - Guest contacts

                  • Payback Time Podcast

                    A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

                    55 min
                  • S3E41 - Michael Meade - 10 years to FIRE with real estate

                    My next guest was a public accountant, who eventually moved over to a controller role, and then eventually worked his way up to CFO. However, he wasn’t totally satisfied with trading his time for money which is why he started investing in real estate at early as he could. In this episode, we talk about his 10-year timeline to achieving FIRE and we also talk about his company and what types of asset classes they invest in today. Please welcome Michael Meade.

                    Key Timecodes

                    • (00:47) - Show intro and background history
                    • (02:45) - Deeper into his background history
                    • (03:35) - Understanding his real estate strategies
                    • (06:28) - Where are his properties located?
                    • (09:18) - Some numbers and revenue of his business model
                    • (11:34) - His thoughts about the real estate market today
                    • (19:43) - What opportunities is he looking for in the real estate market
                    • (21:00) - How someone can join and invest in his business model
                    • (21:47) - What are the return expectations
                    • (23:52) - Deeper into the real estate investment fund model
                    • (29:56) - Rapid fire round (personal questions)
                    • (31:30) - What is the worst and best advice he ever received
                    • (33:15) - Guest contacts

                    • Payback Time Podcast

                      A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

                      35 min
                    • S3E40 - Bob Lachance - From Pro Hockey to Entrepreneur

                      My next guest was a professional hockey player who talks about his transition to real estate investing, to real estate education, and finally on to starting and growing a virtual assistant company. In this episode, we talk about the pros and cons of hiring virtual assistants, how to get them up to speed fast, and how to leverage their skills to help scale your company. Please welcome Bob Lachance.

                      Key Timecodes

                      • (00:42) - Show intro and background history
                      • (05:11) - His background as a hockey player
                      • (06:25) - His VA and real estate business models
                      • (07:24) - Deeper into his real estate background and strategies
                      • (11:11) - How to start investing in real estate and buy the first property
                      • (12:38) - Deeper into his VA business model
                      • (14:05) - Understanding his team overseas
                      • (14:32) - Deeper into his VA business model and strategies
                      • (17:02) - How his virtual assistants' team training works
                      • (21:36) - The pros and cons of using the VA workforce
                      • (24:40) - How he scale his VA business
                      • (27:16) - Finding great talent around the globe
                      • (31:03) - What is the worst advice he ever received
                      • (31:37) - What is the best advice he ever received
                      • (32:50) - Guest contacts
                      • Payback Time Podcast

                        A Podcast on Financial Independence. Hosted by Sean Tepper. If you want to learn how to escape the rat race, create passive income, or achieve financial freedom, you came to the right place.

                        35 min

                      About Payback Time

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                      Introducing Payback Time, the podcast for entrepreneurs looking to build and scale their startups. Gain access to actionable tips, proven strategies, and valuable data that can help you avoid…