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We help entrepreneurs scale their business with remote teams. In every episode we deliver effective solutions for the challenges business owners and executives face, with experienced guests and practical answers to solve real issues. Hosts Gwenn and Jeremy Aspen have helped hundreds of businesses scale their growth, as the modern workplace isn't constrained by walls of a building and remote teams work to scale your business fast. https://anequim.net/property-management-bootstrappers/
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Welcome to the "Underdogs Bootstrappers Gamechangers" podcast, where we celebrate the relentless spirit of those who defy the odds, challenge the status quo, and make a lasting impact in their fields. Join us as we dive into the inspiring stories and strategies of bootstrappers, underdogs, and gamechangers from various industries. In each episode, we'll explore the remarkable journeys of individuals who have built their success from the ground up. From starting with limited resources to over ...
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There’s no doubt that Silicon Valley is THE place for entrepreneurs. Some people choose to grow with external funding, and some choose to self-fund, and they are often called bootstrapper. According to statistics, only 0.4% of all U.S. companies grow past $10 Million in revenue. In this series of interviews, I’m talking to local bootstrappers who have pushed their businesses into that top 0.4%. My hope is that their experiences can inspire others to make a difference in this valley. To read ...
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show series
 
Are you neglecting the most crucial aspect of your business? In this episode, Gwenn and Jeremy dive into the often overlooked topic of client management. Discover how exceptional client management can lead to powerful brand advocates and amplify your marketing efforts. Learn from Gwenn's experiences and insights from influential market figures, emp…
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Are you tired of struggling with ineffective marketing tactics for your small business? Look no further! In this episode, Gwenn is joined by marketing expert Matt Tompkins and they dive deep into the world of virtual assistants and how they can transform your marketing. From understanding your ideal customer to simplifying your brand voice, Matt pr…
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Are you tired of projects stalling out, underperforming, or causing your team stress? Project management involves a lot of factors, but the key to successful projects happens before you even begin. In this episode, you’ll learn the strategy, execution, and people that are the secret to project management. Gwenn and Jeremy have overseen hundreds of …
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Send us a Text Message. Unlock the secrets to authentic networking in an episode that delves into the heart of true connections. With DeLo's journey from music to insurance as a "connector and protector," and Sahar's passion for empowering small businesses, this discussion is a treasure trove of insights for anyone looking to build relationships wi…
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Send us a Text Message. Ever wondered how hard work truly pays off? Join me and my friend Gino as we dissect the synergy between effort, strategy, and the elusive concept of success. Our conversation uncovers the transformative power of reading and personal development, especially poignant in times like the COVID era. Gino's journey through books a…
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How much time and money are your emails costing you? Checking an average of 121 emails daily costs us time, but the emotional impact can be even more costly. On this episode, Jeremy and Gwen discuss how to deal with the most problematic emails ranging from emails that cause them the most anxiety to the emails that are the most time consuming. Jerem…
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Send us a Text Message. Ever wonder what it takes to turn a flicker of passion into a blazing career? Essence and Adelaide join us to weave a narrative that begins with a young girl's resolve to transform hairdressing into a business empire, and another's recognition at just 15—a partnership that has since flourished. It's a conversation that celeb…
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Tired of hitting roadblocks while growing your business? Break free from the cycle of stress with tips on overcoming obstacles like bad emails and outdated sales structures. Join Gwenn & Jeremy as they discuss scaling challenges faced by entrepreneurs. Learn how to navigate people-related drama & optimize recruitment for successful scaling. Scaling…
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Send us a Text Message. Have you ever laughed until you cried or found yourself nodding along to a story that felt like it was plucked from your own life? That's the magic Erin Rogers brings to the table, blending comedy and cinema into storytelling that hits home. On our latest episode of Underdogs, Bootstrappers, Game Changers, we sit down with E…
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Are you an entrepreneur who's constantly stressed out? Do you struggle to balance your health and your business? Running a business can take a toll on your health, but it doesn't have to be that way. Join Gwenn and Jeremy as they tackle the critical link between entrepreneurship and health in this episode of Bootstrappers. Gwenn shares a personal s…
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Are you hiring low quality employees? On this episode of Bootstrappers, Jeremy and Gwenn Aspen unveil groundbreaking strategies to navigate the current labor shortage crisis, introducing listeners to the power of remote teams and why you don’t have to hire B and C employees to your team. Businesses, now more than ever, are struggling to find qualif…
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Send us a Text Message. Have you ever reveled in the simplicity of a roadside fruit stand, the sweet aroma of peaches wafting through the air? Our latest guest, Shannon, a librarian-turned-entrepreneur, guides us through her incredible transformation into the queen of South Carolina's peach stand scene. Her journey, infused with the entrepreneurial…
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Is your customer service helping your business? When the quality of your customer service is high, you will keep more clients and they will sell your services better than you can. Discover the power of quality assurance in scaling your business as we unveil three simple yet effective tips that you can start implementing today. In this episode, Gwen…
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Send us a Text Message. When Essence China started braiding hair in her parents' laundry room, little did she know that she was twining the strands of her future empire. Our latest episode features Essence's journey from humble beginnings to a salon tycoon and beauty school founder, proving how underdogs can bite through systemic barriers with a mi…
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Is your calendar working for you or against you? On this episode of the Bootstrappers podcast, Gwen and Jeremy discuss everyone’s most precious resource: Their time. Jeremy gives advice on how he structures his work week so you can have a chill Friday. Gwen dives deep on tips and tricks on how to have your assistants save you time. All this and mor…
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Send us a Text Message. Embark on a thrilling journey with E-Man and Ky, the dynamic duo behind Through Him, as they spill the beans on diving into the business world. Think of it like hitting the gym – it's not about quick wins but building lasting strength and skills. We're here to guide you through the ups and downs of entrepreneurship, from set…
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Send us a Text Message. Picture your life's work, your legacy, slipping through your fingers because of a simple oversight. This nightmare scenario is what Shreve, a seasoned lawyer with a poignant family narrative, and I tackle in our latest podcast episode. We're dedicated to steering you away from the treacherous shoals of financial illiteracy a…
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Are you a manager dreading the difficult task of firing someone? Learn how to handle this challenging situation with professionalism and efficiency in this episode of Bootstrappers. Gwenn and Jeremy share their expertise on the best ways to handle one of the most difficult aspects of being a boss - firing someone. We'll guide you through the proces…
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Are you a leader looking to enhance your skills and make a difference? Look no further! In this episode, Gwenn shares the three crucial questions that every leader should ask themselves to up their leadership game. Join us as we dive into these thought-provoking questions and gain valuable insights into effective leadership. Don't miss out on this …
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Send us a Text Message. Have you ever wondered what it's like to go from a technical expert to a sales sensation? Meet James L. Bond, the behavioral management guru and advertising maestro who joins us to unravel his transformative journey. He turns the sales game on its head, showing us that with the right mix of passion and a consultative approac…
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Send us a Text Message. Ever wondered how a teenager's lawn mowing side hustle could blossom into a multimillion-dollar landscape empire? Brian's extraordinary journey from pushing a lawn mower to piloting a tech startup unveils the untapped potential within the entrepreneurial spirit. Today, he sits down with us to map out his path to building a $…
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Are you tired of searching for the elusive secret to earning $1 million a year with your business? Learn the three key strategies that have helped less than 4% of businesses achieve this success. Jeremy Aspen shares his expertise and personal experience on how to make a million dollars a year. Don't miss out on this valuable information and learn h…
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Send us a Text Message. When Barbie the Welder first struck an arc, she didn't just fuse metal; she sparked a revolution in the trades. Join us as we sit down with the powerhouse sculptor, author, and social media influencer who's cutting through steel and stereotypes alike. Our candid chat traverses her personal saga of resilience, from facing dow…
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Send us a Text Message. Ever feel like the underdog in a world where the odds are stacked against you? That's the spirit Squalle and I embody as we reminisce about our journey from gritty training partners to trailblazers in the fitness industry. Our conversation isn't just about the hustle—it's a raw, unfiltered look at the sacrifices made and the…
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Struggling to stay organized while juggling work and family life? Learn how you can stay organized at work without having to sacrifice the other important parts of your life. In this episode of Bootstrappers, Gwenn is joined by Lindsey Savage, an impressive working mom who has mastered productivity. Lindsey shares her three secrets to juggling fami…
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Do you want to start 2024 off with a bang? Join Gwenn as she shares her top tips on how to conduct a meaningful and practical year-end review. Learn how to rid yourself of bad habits, identify energy-sapping activities, set realistic goals, and enhance your time management and relationships. Her invaluable advice will help you take the plunge into …
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Are you looking for ways to prevent a toxic work environment in your business? Look no further! Join Gwenn and Jeremy on this episode of Bootstrappers as they share the five ways virtual assistants can help fix toxic company cultures. Gain valuable insights on how to foster a highly productive and positive work environment, especially when working …
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Are you having trouble dealing with a bad boss? Whether it's your direct supervisor, an investor, or your company's board, in this episode of Bootstrappers, Gwenn will show you how to handle these difficult people in the workplace. Learn how to stay calm in stressful situations and maintain a successful relationship with those difficult bosses. Tun…
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Are you a business owner looking for ways to improve your operations and increase profitability? Working remotely has been growing in popularity, but is it actually efficient? In this episode of Bootstrappers, we’ll explore the many benefits of remote work and find out if it is indeed an efficient solution for streamlining operations, reducing cost…
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Do you often feel like you're lacking confidence at work? Are you curious how successful entrepreneurs find their self-assurance? On this episode of Bootstrappers, Gwenn will share her journey and the two key ways that she overcame her struggles with confidence. Find out how to be confident at work and become the leader you've always wanted to be. …
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Are you feeling overwhelmed and overworked as a business owner? It may feel like there aren't enough hours in the day to keep your business running, but don't despair! In this episode of Bootstrappers, we'll uncover the secret weapon that can revolutionize your business: a virtual executive assistant. Join us as Gwenn is joined by Julie Hockney as …
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Are you curious about the future of remote work? With more and more people working from home over the last few years, it's interesting to look at the pros and cons of staying put versus returning to in-person offices. In this episode of Bootstrappers, we'll dive into these factors to see if remote work is here to stay. Join us as we explore the tre…
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Struggling with how to build a remote team that works without your constant attention? Discover the secrets and strategies of successful remote teams in this episode of Bootrappers. Learn the best practices for boosting productivity, staying connected, and creating a successful remote team you can trust. Don't miss out on building your remote team …
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Send us a Text Message. Embrace the thrill of the fight and the grit of entrepreneurship as we welcome the extraordinary Ryan Diaz, a former MMA fighter turned business gladiator. This episode promises an immersive experience into the mind of a man who has conquered not just opponents in the ring, but also the challenges of the business world. In o…
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Struggling to understand and connect with Generation Z on your team? Don't miss out on this special episode of Bootstrappers, where we provide insights into how to effectively motivate Generation Z for maximum team success. Join us as we explore how to create an inspiring work environment that enables these young adults to reach their full potentia…
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Are you a business leader looking to promote a culture of psychological safety while also having high expectations for your employees? In this episode of Bootstrappers, we discuss what it takes to ensure that your team has both psychological security and high standards. Find out the best practices to empower employees, foster creativity, and set up…
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Do you ever wish that you had more time in your day? Join Gwenn and Jeremy as they show you how to gain control of your schedule and become more productive through easy, step-by-step tips. Discover how to make the most out of your day with The 20 Minute Time Hacking Technique For Time Management - start increasing your efficiency now! Click here fo…
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Are you fed up with the same old monotonous virtual meetings? Has your team's morale and productivity declined during video calls? In this episode, Gwenn and Jeremy share tested tips on how to make meetings more enjoyable and how virtual assistants can supercharge their effectiveness. Forget about dreading meetings, learn how to stop hating them to…
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Are you looking for a way to save time and increase efficiency? The solution is simpler than you think: a virtual administrative assistant. In this episode, Gwenn and Jeremy will show you how you can't afford to not have one. With the help of a virtual assistant, you'll never have to worry about wasted time or feeling overwhelmed. Click here to lea…
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Are you struggling to find the right questions to ask during a job interview? Do you want to stand out and make a great first impression? You will learn how to avoid common mistakes and how to ask more meaningful questions during any job interview. Every experienced interviewer knows that asking good questions is an important way to gain insight ab…
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Are you feeling overwhelmed by social media marketing? Virtual assistants are the secret to success. In this episode, Matt Tompkins of Two Brothers Creative joins Gwenn to discuss how virtual assistants can be leveraged to achieve amazing results with social media. Get ready to learn the tips and tricks needed to succeed with your own social media …
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Is your website hurting your business? Find out in this video! You'll discover how having the wrong website structure, design, and content can negatively impact your business growth. Learn the mistakes that cause websites to fail and how to avoid them. Chad Dodd, CEO of the brand consulting agency Klar, Inc., joins Gwenn and gives expert advice on …
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Are you looking for an effective way to overcome your stagnant business? We have the secret! In this video, we will discuss how to take your business from stuck in a rut to soaring to new heights. Learn the tried and true strategies for getting past the traditional roadblocks that prevent businesses from growing. With this information, you'll be ab…
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How can virtual assistants help you with graphic design? As the graphic design industry continues to boom, more and more businesses are looking for ways to streamline their process. That's where virtual assistants come in! Not only can they save you time by taking care of routine tasks, but they can also offer valuable insights into your work. Chad…
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What are the limitations of virtual assistants? How high can they climb the corporate ladder? The answer may shock you. In today's rapidly evolving world of interlinked industries, a global workforce is essential to business growth. In this episode, Gwenn and Jeremy reveal how virtual assistants can help your company soar to new heights and that th…
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Are you struggling to keep your remote team motivated? In this episode of Bootstrappers, learn how to motivate your remote team. Whether you're working with a virtual assistant or a team of developers scattered all over the globe, these tips will help you keep them on track and productive! Joining Gwenn and Jeremy is Carla Browne. Carla has had tre…
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Why would you need virtual assistants for SEO? If you're like most entrepreneurs, you wear a lot of hats. You may be doing your own social media, email marketing, and SEO. All this can be handled by virtual assistants. In this episode, Gwenn is joined by Matt Tompkins and explains why outsourcing your SEO to a virtual assistant can help your busine…
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What does it mean to be an intentional leader? Anyone can be an intentional leader! In this episode, learn how to harness the power of intention. You’ll find out how to get your team motivated through mindful practices that help you make each day count. Gwenn and Jeremy are joined by Finnian Kelly to help you stop dreaming about being a great leade…
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How do you build trust with your team? Leadership skills are important, but perhaps the most valuable is the one that terrifies us the most. Vulnerability is the key, but what do you share and how do you prevent sharing too much? In this episode of Bootstrappers you’ll learn how to be vulnerable with your team to build trust, motivate them, and cre…
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Are you the leader of your company or the therapist? How do you arrange time for optimal productivity? If we are not focusing on the right problems then our energy is being drained. It's time to level up success and take your business to incredible heights with the help of three powerful questions. Ask yourself the right questions to gain the insig…
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