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Bootstrappers For Entrepreneurs

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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 closers! The Profitable Property Management Podcast is the show for property management entrepreneurs who don’t settle for average results. Your host Jordan Muela, Co-Founder of LeadSimple, interviews a new world-class property management entrepreneur or industry expert every week and gets them to share actionable insights to help you grow your property management empire. Whether you manage 100 units or 1000, this is the show that's going to help you see the big picture and give you ...
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Welcome Closers! Jordan’s back with another episode of the Profitable Property Management Podcast. Join him & Dave Borden, CEO of RentVine, as they discuss the evolution of Rentvine, the process of raising capital, how data sharing is disrupting incumbents, the successful mindset of an entrepreneur, and the state of the property management software…
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Welcome Closers! Jordan’s back with another episode of the Profitable Property Management Podcast. Join him & Jeremy Pound, CEO of RentScale + publisher of Strategic PM, as they dive into a variety of topics, including: setting & aiming at specific goals to grow your business, leadership & coaching, two exciting events happening in Austin, TX the f…
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What is the true value of an event in today's digital world? The strategic value goes far beyond the execution of the event itself. In this episode, we'll cover the mindset shift event planning requires from the discipline and routine it gives you to the post promotion value in the content you get from it. Learn how events can be a catalyst for bus…
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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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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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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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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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Welcome Closers! In this engaging episode of the Profitable Property Management Podcast. Jordan interviews Tiffany Rosenbaum, Co-Founder of Rosenbaum Realty Group. Dive into Tiffany's inspiring journey through the property management industry, from the inception of her company in the heart of Phoenix Metroplex to managing an impressive portfolio of…
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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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Welcome Closers! In this episode, Jordan interviews Sarah Hatch, the Founder and Owner of Hatch Property Management and Sales. Sarah shares her journey into property management, from construction & hands-on work to owning & operating her own business. She discusses her experience in commercial property management and her transition to residential p…
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Welcome Closers! In the 200th episode, Jordan and special guest Daniel Craig, Chief Strategy Officer at ProfitCoach, dive into the evolution of the property management industry & discuss their journey together from inception of ProfitCoach to today. They run it back to 2017, sharing the challenges of data standardization in property management and …
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Welcome Closers! This episode dives into the strategic advantages that deep local ties and expertise can provide in the property management business. Hear how Mike Mefferd, CEO of Bridgestream Property Management, and his team leverage relationships to better serve owners during difficult times like COVID. Explore their purposeful approach focused …
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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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Welcome Closers! In this insightful episode of the Profitable Property Management Podcast, host Jordan Muela sits down with property management entrepreneur Gwenn Aspen, CEO Of Anequim, to discuss her journey from creating a property management company to pioneering remote professional services. Gwenn shares her experiences, the challenges she face…
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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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Welcome Closers! In this insightful episode of the Profitable Property Management Podcast, Jordan interviews Taylor Haas, the current Director of Operations at leading property management company Colorado Realty & Property Management. Taylor shares her journey from starting as a receptionist to climbing the ranks to a top leadership position, overc…
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Welcome Closers! Join us in this insightful episode of the Profitable Property Management Podcast as host Jordan Muela speaks with Allison DiSarro from Enterprise Bank & Trust. Dive deep into the significance of building connections in banking, how Allison's unique approach to property management banking sets her apart, and the impact of empathy on…
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Welcome Closers! In this insightful episode, host Jordan Muela talks with Mike Lautensack, the brains behind Del Val Realty and Property Management. Mike shares his journey from the early days of his business to its current success, discussing challenges, strategies, and insights into the property management industry. [00:00:00] Intro [00:00:43] Mi…
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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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Welcome Closers! Join host Jordan Muela in episode 194 of the Profitable Property Management Podcast, as we delve into the dynamic world of property management with industry veteran Chris Hermanski. From the early beginnings of his career to the present transition of his business, Chris shares invaluable insights on the challenges and triumphs of m…
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Welcome Closers! In this episode, Jordan interviews Dora Pinter from Service Star Realty about running a stable and growing property management business. Service Star Realty: LeaseAZ.com 00:02 Overview of Service Star Realty's business 00:10 Leadership style and company culture 00:19 Early days of growth 00:23 Working with virtual assistants 00:27 …
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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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Welcome Closers! In this episode, Kristen Lopez recounts her journey from wholesaling upstart to Business Development Manager and coaching in the PM Industry into a process pro. She discusses her property management path through RentWerx, RentScale, Rescover software, and finally launching her own company, PM PathBuilders. Kristen shares wisdom on …
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Welcome Closers, Grace from Findigs joins host Jordan to discuss improving the rental application experience. They cover Grace's background, what attracted her to startups and proptech, problems with historical rental applications, and how Findigs is addressing those issues. 00:00 - Introductions 00:22 - Grace discusses her background and what insp…
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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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Welcome Closers! In this episode of The Profitable Property Management Podcast, host Jordan Muela has an insightful discussion with veteran property manager Bob Machado. Bob shares his 40+ year journey in the property management industry, starting in the late 1970s when he stumbled into the business. 00:48 - Getting into property management via 8 h…
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Welcome Closers! In this episode of The Profitable Property Management Podcast, host Jordan Muela has an informal discussion with Peter Lohmann and Wolf Croskey. They talk about Peter and Wolf's new venture called Crane, a community for growth-oriented property managers looking to take their businesses to the next level. Peter Lohmann: Co-founder o…
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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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In this episode of the Profitable Property Management Podcast, host Jordan interviews guest Thad Tarkington, co-founder and CEO of Second Nature, about his experience in the property management industry over the past decade. They discuss changes Thad has observed, thoughts on regulation, the importance of transparency and choice for residents, adap…
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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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Welcome Closers! In this episode of the Profitable Property Management Podcast, host Jordan sits down with Luke Street to discuss his background and experiences in the property management industry. They talk about Luke's journey into property management, his decision to transition away from short-term rentals to focus on long-term rentals, optimizi…
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Welcome Closers! Jordan interviews Yoni Schmidt, VP of Sales at KeyRenter Property Management, about leading sales teams and driving growth across multiple property management markets. They discuss finding and developing successful salespeople, lead generation tactics, communicating effectively with prospective clients, Yoni's ramp from 0 to 600 do…
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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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Welcome Closers, In this episode of the Profitable Property Management Podcast, hosts Jordan Muela and Jeremy Pound discuss strategies for driving growth in the residential property management industry. They cover topics like lead generation, forecasting, goal-setting, and investing in company culture. Topics Lead generation strategies: inbound, ou…
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Welcome Closers! In this episode of Profitable Property Management, Jordan talks to Lior Abramovitch from Blanket Homes about their new technology to help property managers combat churn and retain properties in their portfolios. Topics and Guests Guest: Lior Abramovitch, founder of Blanket Homes Topics discussed: The problem of churn in property ma…
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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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Welcome Closers! In this episode of Profitable Property Management, Jordan interviews Todd Ortscheid, property management expert and consultant. They discuss Todd's journey in the industry, best practices for systematizing and automating property management processes, hiring and managing staff, industry trends, and more. Key Topics Discussed: Todd'…
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Welcome Closers! In this episode of Profitable Property Management, host Jordan talks with operations expert Kelli Segreto about her unique career journey and insights into multifamily vs single family management. They discuss best practices around creating standardized operating procedures, getting staff buy-in on new technology, building fee-capt…
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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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In this episode of the Profitable Property Management Podcast, host Jordan Petty interviews returning guest Ray Hespen, CEO of PropertyMeld, about his journey as an entrepreneur in the property management software industry. They discuss data, benchmarks, and best practices around property maintenance and investor retention. Ray also shares his insi…
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Overview In this episode of The Profitable Property Management Podcast, host Jordan Muela has an in-depth discussion with Ben Sencenbaugh, founder of Realty Medics, about growing his property management company over the past 10 years before a recent acquisition. They cover Ben's journey from starting with just 200 doors to now managing over 1600, i…
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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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Welcome Closers! In this episode of the Profitable Property Management Podcast, host Jordan Muela is joined by entrepreneur Sarah Durbin to discuss her journey from door-to-door sales to building a property management empire starting at just 18 years old. Topics and Guests: Sarah Durbin - Property management entrepreneur Transitioning from door-to-…
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Welcome Closers! In this episode of Profitable Property Management, host Jordan Muela is joined by Chuck Hattemer, Co-Founder of Poplar Homes, to discuss the journey of building and scaling their proptech company over 9 years. Topics Discussed: Origin story of Poplar Homes and early challenges with product-market fit Pivoting to focus more on opera…
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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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Welcome Closers! In this episode, Jordan talks with Marco Nelson, founder of proptech startup RentCheck, about his journey from the military to entrepreneurship. They discuss solving friction points between property managers and tenants, approaches to building value-driven software, navigating startup fundraising, and more. Topics and Guests: • Mar…
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Welcome Closers! Serial entrepreneur Benton Cotter joins us to share his journey scaling multiple property management companies from 100 to 4000+ units. Gain unique perspectives on centralization, integration, company culture, competing with large platforms, and more. Key Moments: Getting started in property management Rapid growth through digital …
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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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Welcome Closers! In this episode, Jordan provides an in-depth analysis of mergers, acquisitions, and venture capital in the property management industry. He discusses the recent cycle of rollups and outside capital entering the space, explaining why standardizing complex property management operations has proven difficult. Jordan contrasts the vent…
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