Boss Talks | Elevating ALL the Bosses of the Multifamily Industry

Evan Happel
  • 4.3 (4)
  • MARKETING
  • UPDATED WEEKLY

Boss Talks is a live conversation with professionals of the Multifamily Industry. We all have a story to tell, experience to share, and advice to give. The people in these talks are from different stages of their career, different companies (both vendors and property management), and have different passions to share.

  1. Andrea Taylor (Boss 127) The Human Side of AI: Renter Experience, Data, and the Future of Multifamily

    1D AGO

    Andrea Taylor (Boss 127) The Human Side of AI: Renter Experience, Data, and the Future of Multifamily

    00:00 – Introduction by Evan Happel; guest Andrea Taylor introduced00:10 – Andrea’s background and experience in multifamily property management00:54 – Andrea’s journey: from early startups to founding Livsee01:47 – The decision to start a company and identifying industry problems03:23 – Parking challenges in multifamily properties; creative solutions05:20 – Partnerships with vendors and managing property issues07:16 – Music and motivation: Andrea’s favorite songs and film scores09:00 – Andrea’s caffeinated beverage of choice: matcha lattes10:16 – Deep dive into Andrea’s multifamily experience and transition to tech12:00 – The current state of the multifamily industry: supply, competition, and technology13:57 – The role of AI in property management and Livsee’s unique approach16:26 – Fundraising journey: challenges, rejections, and finding the right partners18:59 – How Livsee’s AI works: integrations, data models, and natural language processing21:13 – Incentivizing renters and leveraging data for better decision-making23:52 – Sentiment analysis and reporting for property managers27:02 – Early adopters, beta testing, and building with customer feedback29:59 – The importance of intentionality in AI and fair housing compliance33:06 – The renter lifecycle: nurturing leads, renewals, and move-outs36:00 – Opportunities for AI beyond leasing: maintenance, partnerships, and more40:05 – Andrea’s passion for film, screenwriting, and favorite movies43:00 – Closing thoughts, gratitude, and how to connect with the show #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    55 min
  2. Christina Koski (Boss 126) Championing Growth & Giving Back: Leadership, Community, and the Power of Stepping Up

    FEB 4

    Christina Koski (Boss 126) Championing Growth & Giving Back: Leadership, Community, and the Power of Stepping Up

    [0:00] Introduction and Guest WelcomeHost Evan Happel introduces the show and welcomes guest Christina Koski.[0:30] Getting to Know Christina KoskiEvan shares how he met Christina and her background in the industry.[0:40] Board Membership and NetworkingDiscussion about joining the WMFHA board and Christina’s role at Security Properties.[1:48] Fun at Industry EventsStories from recent industry events, team building, and networking.[3:00] Rock Painting MemoriesChristina and Evan reminisce about a memorable rock painting activity at a retreat.[4:50] Parking Challenges and SolutionsChristina discusses parking issues in Seattle and creative solutions like stack parking and valet services.[8:20] Music Preferences and Playlist ContributionsChristina shares her favorite music and adds songs to the Boss Talks playlist.[10:04] Caffeinated Beverage ChoicesChristina and Evan talk about their go-to coffee orders and caffeine habits.[11:30] Christina's Career JourneyChristina describes her unique path into the multifamily industry, from security guard to regional director.[24:15] The Role of Champions in Personal GrowthChristina explains the difference between mentors and champions, and highlights key people who helped her grow.[25:45] Working with Tully ReerChristina shares lessons learned from working with Tully Reer at SPR.[26:20] Modeling Emotional ControlThe importance of emotional control in leadership and how Christina strives to model it.[28:06] Influence of Misty RowellHow Misty Rowell pushed Christina out of her comfort zone and the value of vulnerability.[29:42] Embracing Discomfort and GrowthThe importance of trying new things, public speaking, and personal development.[30:57] Financial Masterclass AnnouncementChristina announces an upcoming financial masterclass for property managers.[33:37] Understanding Real Estate ValueHow revenue changes impact the value of a property and the math behind real estate investments.[35:18] Parking Charges and Community ValueDiscussion about parking fees, community value, and covering development costs.[39:47] Volunteering and Community ServiceChristina’s passion for giving back, her award for community service, and involvement with local organizations.[45:31] Joining the Board and Career GrowthWhy Christina joined the WMFHA board and the benefits of industry involvement.[47:38] Mentorship and Leadership ProgramsChristina’s participation in mentorship programs and the value of peer support.[50:27] Show Wrap-UpFinal thoughts, how to be a guest on Boss Talks, and closing remarks. #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    50 min
  3. Evan Omelia (Boss 125) Evan Squared: Marketing, Radio DJing, and Cat Dading—How to Stand Out in Multifamily Housing

    JAN 28

    Evan Omelia (Boss 125) Evan Squared: Marketing, Radio DJing, and Cat Dading—How to Stand Out in Multifamily Housing

    [0:00] Welcome to Boss TalksHost Evan introduces the show and today's guest, Evan Omelia.[0:15] Introducing Evan OmeliaDiscussion about the confusion of having two Evans in marketing and at WMFHA.[1:16] Community Boss OverviewBrief overview of Community Boss and its solutions.[1:40] The Evan ConfusionBanter about the rarity of the name Evan and the "multiverse of Evans."[2:29] Evan's Background and ExperiencesEvan O. shares his diverse background and how it shapes his perspective.[3:17] Trivia Time: How Many Evans?Fun trivia about the number of Evans in the association.[5:04] Parking Stories and TicketsEvan O. recounts his history with parking tickets and city living.[7:35] Music Preferences and EDMBoth Evans discuss their favorite music genres, go-to songs, and EDM artists.[11:09] Caffeine and Coca-Cola AddictionEvan O. talks about his Coca-Cola habit and caffeine preferences.[13:49] Journey into RadioEvan O. describes his path from college to working in radio and his roles on air.[21:39] The Origin of a NicknameHow "English Evan" became his radio persona.[21:55] Transitioning Between ShowsMoving between radio shows and evolving responsibilities.[22:36] Navigating Awkward Work RelationshipsWorking with colleagues who are also spouses and the challenges involved.[23:40] The Reality of Show BusinessInsights into the unique world of radio and show business.[26:23] The Importance of StorytellingLessons from radio that apply to marketing: the power of storytelling.[28:13] Innovative Marketing StrategiesHow Evan O. brings creativity and fun to association communications.[34:32] The Fitness JourneyEvan O.'s brief stint as a fitness trainer and his ongoing passion for fitness.[39:01] Life as a Cat DadStories about Evan O.'s cat, Isla, and the quirks of being a cat owner.[43:45] The Pet Industry ExperienceEvan (host) shares his background in the pet industry and pet owner culture.[44:25] Concluding Thoughts and Future PlansFinal reflections, gratitude, and a tease for future "Evan" episodes. #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    46 min
  4. Haley Graham (Boss 124) Navigating Leadership and Community

    JAN 21

    Haley Graham (Boss 124) Navigating Leadership and Community

    [0:00] Introduction and Guest Overview Evan introduces the show and guest, Haley Graham, Chief People Officer at Navigate Community Management.Haley is a customer of Community Boss.[1:10] Community Boss Solutions Evan describes Community Boss’s solutions for parking, amenities, and mapping.Guest parking challenges in HOAs.[1:41] Meet Hailey Graham Haley shares her passion for people and leadership.Discusses her role and approach at Navigate.[2:40] Parking Challenges in Condos Haley shares stories about parking disputes in condos.The importance of clear parking management and how Community Boss helped resolve issues.[4:56] Deeded Parking Explained Haley explains how parking spaces are deeded in condos, unlike apartments.The impact on owners, tenants, and enforcement.[7:01] Music and Motivation Haley’s motivational song: “I Can Do It With a Broken Heart” by Taylor Swift.The role of music in staying motivated at work.[8:25] Caffeine Preferences Haley’s favorite caffeinated drinks: tea, vanilla latte, and brown sugar shaken espresso.Evan and Haley discuss their coffee habits.[9:51] Hailey's Career Journey Haley’s path from nonprofit work to community management.How she found her role at Navigate and her growth to Chief People Officer.[15:14] Remote Work Benefits The advantages of remote work for Navigate employees.Flexibility for parents and re-entering the workforce.[17:44] Flexible Work Arrangements Real-life examples of how flexible work benefits employees and the company.The importance of trust and hiring the right people.[23:36] Board Member Dynamics How board member personalities affect HOA management.The difference between proactive and experienced board members.[24:19] Presenting to the Board Evan and Haley discuss the dynamics of presenting to HOA boards.Stories about challenging board meetings.[25:10] Company Culture and Growth The culture at Navigate and why Haley has stayed and grown with the company.[25:26] Power of Relationships The importance of relationships in the HOA industry and workplace.Haley’s perspective on competitors as allies.[25:50] Awards and Achievements Navigate’s recent awards, including Management Company of the Year.Haley’s recognition as committee chair.[26:20] Building Industry Connections How relationships and networking have benefited Haley and Navigate.[37:42] Travel and Cultural Insights Haley’s love of travel and lessons learned from different cultures (Japan, Sri Lanka, Scandinavia).Applying cultural insights to leadership and work-life balance.[44:49] Empathy and Understanding in the Workplace The importance of empathy, understanding, and boundaries at work.Building relationships with employees and supporting their well-being.[48:06] Closing Thoughts Evan and Haley reflect on the value of soft skills, empathy, and community in the workplace.Invitation for listeners to be a guest on the show. #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    48 min
  5. Todd Thorpe (Boss 123) The Future of Multifamily Connectivity: WiFi, Technology, and Community

    JAN 14

    Todd Thorpe (Boss 123) The Future of Multifamily Connectivity: WiFi, Technology, and Community

    0:00 – Introduction to Boss Talks and host Evan Happel0:19 – Meet Todd Thorpe: background in multifamily technology and managed WiFi0:34 – The importance of WiFi in modern living and common connectivity issues2:31 – Funny logo story: Community Boss vs. Dojo Networks4:48 – Todd’s parking garage nightmare7:39 – Todd’s musical tastes: 70s rock, Elton John, Foo Fighters, and more11:53 – Coffee snobbery: Todd’s perfect brew15:35 – Todd’s journey in telecommunications and cable TV19:32 – The evolution of cable TV, streaming, and binge-watching22:18 – Subscription strategies and viewer behavior23:48 – Podcast revival and nostalgia23:53 – Predictions in technology and the future of managed WiFi33:39 – Security in managed WiFi and how it works in communities36:15 – Hardware, software, and the role of providers in managed WiFi38:21 – Access control, smart devices, and seamless connectivity41:01 – The importance and adoption rate of managed WiFi in multifamily44:03 – Helping others achieve success: Todd’s approach to mentorship47:46 – Public speaking, Toastmasters, and personal growth50:27 – Closing thoughts and invitation to future guests #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    52 min
  6. Mindy Price (Boss 122) Inspiring Through Education, Mentorship, and Volunteering

    JAN 7

    Mindy Price (Boss 122) Inspiring Through Education, Mentorship, and Volunteering

    00:00 – Introduction and Welcome Evan introduces the show and guest, Mindy Price.00:08 – Guest Introduction: Mindy Price Evan shares how he met Mindy and her background in podcasting and multifamily leadership.01:36 – Texas Rodeo and Culture Mindy discusses Texas stereotypes, the meaning behind "Don't Mess with Texas," and her experiences volunteering at the Houston Livestock Show and Rodeo.08:13 – Parking Stories and Pet Peeves Both share personal anecdotes about parking challenges and etiquette in multifamily communities.13:09 – Music That Motivates Mindy and Evan talk about their favorite motivational songs and playlists.16:49 – Caffeinated Beverage of Choice Mindy reveals her love for coffee and her favorite seasonal drinks.20:59 – Mindy's Career Journey Mindy recounts her path from radio/TV broadcasting to leasing, training, and eventually launching her own business.25:49 – Transition to Supplier Partner Side Insights into moving between management and supplier roles in the multifamily industry.27:54 – Industry Insights and Personal Reflections The impact of the multifamily industry, public perception, and the importance of networking.29:52 – Raising Capital and Education in Real Estate Mindy discusses her experience as a licensed stockbroker and educator in real estate investing.31:54 – Passion for Helping Others and Motivating Teams Mindy’s approach to coaching, motivating teams, and helping others overcome public speaking fears.33:13 – Preparing for Speaking Engagements Tips for practicing, self-critiquing, and building confidence for public speaking.35:56 – Starting a New Business: Inside the Why Mindy explains the inspiration behind her company, Inside the Why, and her mission to help others discover their purpose.41:19 – Balancing Sales and Marketing Discussion on the relationship between sales and marketing, and building trust with clients.44:03 – Final Thoughts and Encouragement Mindy and Evan reflect on career growth, the importance of having a plan, and encouragement for listeners to pursue their own "why."59:26 – Outro and Contact Information Mindy shares her contact info and Evan invites listeners to connect and share their stories. #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    59 min
  7. Rayshaun Phillips (Boss 121) Building Community and Embracing Authenticity

    12/31/2025

    Rayshaun Phillips (Boss 121) Building Community and Embracing Authenticity

    0:00 — Introduction to Boss Talks and guest Rayshaun Phillips1:40 — Rayshaun’s background and entry into multifamily housing9:40 — The “20 on the Rise” program and career pivots15:00 — The origin of the “Ray of Sunshine” nickname18:00 — Community engagement, networking, and building relationships22:40 — Parking in Detroit: challenges, guest parking headaches, and apartment living28:00 — Music, motivation, and personal routines31:00 — The importance of volunteers and association growth36:00 — Tips for introverts: networking, leading with your heart, and making connections41:00 — World-building, inclusion, and finding your community47:00 — Housing affordability, advocacy, and the need for more affordable housing54:00 — Handling difficult conversations and embracing perception60:00 — Closing thoughts and takeaways #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    1h 1m
  8. Jen Piccotti (Boss 120) The Communication Equation: Building Trust & Engagement in Multifamily

    12/24/2025

    Jen Piccotti (Boss 120) The Communication Equation: Building Trust & Engagement in Multifamily

    [0:10] Welcome to Boss Talks and introduction of the show.[0:19] Introducing guest Jen Piccotti from Swift Bunny.[1:01] Jen’s multifamily journey and first impressions.[2:57] Discussion on parking challenges in multifamily communities.[5:06] Music that motivates Jen—Sting and “Groove Is in the Heart.”[7:09] Jen’s passion for tea and her background as a tea blogger.[10:26] Jen’s industry background and transition from property management to data and surveys.[11:03] Moving from Boise to Orange County and joining Shea Properties.[12:28] Transition to SatisFacts and working on resident surveys.[12:59] Move to Swift Bunny and focus on employee engagement.[19:27] The importance of listening to employees and using surveys for feedback.[21:15] Three levels of communication: macro (company), micro (supervisor), and meso (group).[24:09] The importance of clear communication in leadership.[24:47] Challenges when leadership plans are underdeveloped.[25:31] Regular communication during uncertain times (e.g., COVID-19).[26:06] Employee engagement in town hall meetings and the value of consistency.[27:51] The role of meso communication and building trust through regular meetings.[28:40] Creating connections in remote work and the importance of team bonding.[31:37] Effective team communication strategies, including focus groups and rotating meeting responsibilities.[36:09] Encouraging public speaking and diverse voices in the multifamily industry.[42:26] Partnering with new speakers and the value of sharing stories.[44:29] Networking tips and building connections, especially for introverts.[48:29] Looking forward to 2025—Jen’s optimism and focus on connecting with others. #bosstalks*The views and opinions expressed on Boss Talks are those of the host and their guest(s) and do not necessarily reflect the official policy or position of Community Boss.

    48 min
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Ratings & Reviews

4.3
out of 5
4 Ratings

About

Boss Talks is a live conversation with professionals of the Multifamily Industry. We all have a story to tell, experience to share, and advice to give. The people in these talks are from different stages of their career, different companies (both vendors and property management), and have different passions to share.

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