Best Too Legitimate To Quit Podcasts (2024)

1
124: On Personal Brands, Polarization & Parks and Rec (feat. Caitlin Penny) 49:28

7M ago49:28

49:28

Is your personal brand still important when you're scaling a business? How can your values and flair create a bedrock for company culture? And what the heck is the right balance between personal and professional content on social media? We'll answer all that and more in this week's jam-packed episode. This week, Annie P. Ruggles is joined by Caitli…

1
123: On Differentiation, Boldness & Radiohead (feat. Megan Gersch) 54:10

8M ago54:10

54:10

Are you drowning in "shoulds?" Bogged down in the expectations of yourself, your clients, and even your paid advisors? And, to top it all, is one-size-fits-all marketing or the newest high-priced fad failing to bring in the right people? It's time to shake things up, y'all. This episode will help you do exactly that. This week, Annie P. Ruggles is …

1
122: On Leadership, Self-Healing & Jean-Luc Picard (feat. Jennifer Urezzio) 51:55

8M ago51:55

51:55

What the heck is "warrior energy" and how can it be harnessed in our personal and professional lives? How can we best balance head and heart during moments of stress and overwhelm? And how can we break ourselves of toxic self-sacrifice and really, truly practice self-compassion amid societal pressures and inner child tantrums? This week, Annie P. i…

1
121: On Diversity, Curiosity & Love Is Blind (feat. Dr. Raymona H. Lawrence) 54:28

8M ago54:28

54:28

Should tiny businesses be worried about the huge issues of inclusion and diversity? Why does allyship really matter - beyond just wanting to be (and be seen as) a good person? And how can we all go beyond performative acts into real, bottom-line shifting, glass ceiling shattering, stigma-debunking change-making? Welcome back to another episode of "…

1
120: On Vision, Authenticity & Love is Blind (feat Emma Tessler) 50:52

9M ago50:52

50:52

Is "vision" really all that important or is it a distraction? How can we act as if our goals are already happening, rather than just waiting for them to happen? And, how do we balance entertainment and educational content on social media? Welcome back to another episode of "Too Legitimate to Quit" with your host Annie P. Ruggles and very special gu…

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119: On Fear, Productivity & Whitney Houston (feat. Sacred Walker) 55:49

11M ago55:49

55:49

Are self-care and productivity opposing forces? Must you choose one or the other? Absolutely not! This episode seeks to prove that self-advocacy and self-preservation are among the most efficient, effective choices you can make - if only you allow yourselves the space, and learn to work with your fears. This week, Annie is joined by the incomparabl…

1
118: Live-ish from FAN EXPO Chicago! On Inclusion, Intentions & The Mandalorian (feat. Iris Goldfeder) 1:00:19

12M ago1:00:19

1:00:19

If you're feeling frustrated and overwhelmed because your current website design is not attracting diverse customers or fostering a sense of connection, then you are not alone! Perhaps you've been relying on generic templates and stock images, failing to capture the unique experiences of your target audience. Instead of cultivating empathy and incl…

1
117: On Facebook Ads, Engagement, & Formula 1 Racing (feat Jenn Neal) 48:55

12M ago48:55

48:55

How can businesses build trust, foster human connection, and align with shared values in the age of AI and technology? And why on Earth does Facebook feel the need to change its advertising platform every four seconds? (Ok, we can't answer the second question there. Ask Zuckerberg.) But in this episode, we wholeheartedly tackle the first. Jenn Neal…

1
116: On Nurture Sequences, Rapport & Pride and Prejudice (feat. Allea Grummert) 57:02

1y ago57:02

57:02

If your email marketing was a love story, would the couple get together in the end or would one run away, screaming in disgust? While that second scenario isn't all that likely, entrepreneurs are faced with a very real pain all too often: crickets. We put the best of our brains out there, only to be met with silence and a smattering of lackluster l…

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114: On Magnetism, Genius & Zoey's Extraordinary Playlist (feat. Mellissa Seaman) 59:43

1y ago59:43

59:43

Feeling frustrated and overwhelmed with your current marketing efforts? Exhausted by constantly chasing after the latest trend or tactic without seeing any real results? Or just wondering how and when to let your "freak flag" or "woo badge" fly for maximum effect? You are not alone! If you've invested in expensive advertising campaigns or poured ho…

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113: On Self-Advocacy, Spending Habits & The Last of Us (feat. Bob Wheeler) 1:00:50

1y ago1:00:50

1:00:50

Welcome to Too Legitimate to Quit - Summer School 2023! To kick off this season of learning and laughs, we dive straight into financial wellness, shame, and the coming zombie apocalypse. What could be more fun than that!? The incredible Bob Wheeler is here to talk us through the emotions that wrap themselves tightly around our money, how we can app…

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112: How to Avoid Entrepreneurial Bullsht: A Candid Convo on Sleaze, Collabs, and True Crime with the Hosts of Pass The Bullsht 1:13:52

1y ago1:13:52

1:13:52

Are you falling into the copy-and-paste culture of online business building? Are you drowning in marketing "shoulds" doled out by gurus and one-size-fits-all peddlers? Are you sick to death of collaborations that take more than they give? And - speaking of death - have you ever taken business inspiration from true crime detectives? In this special …

1
111: On Audio Branding, Improvisation & Dungeons & Dragons (feat. Jodi Krangle) 43:13

1+ y ago43:13

43:13

How can you evoke emotion (ethically) and show your passion for your work? How can you stand out in a sea of similar brands? And what the heck can be learned about partnership, flexibility, and delight from the spellcasting, dice-rolling romp known worldwide as Dungeons and Dragons? This week, Annie P. Ruggles is joined by the incomparable Jodi Kra…

1
110: On Vulnerability, Introversion & Alfred Hitchcock (feat. Joy Bufalini) 54:03

1+ y ago54:03

54:03

How can introverts (or empaths, or people-pleasers) sell and market their businesses without coming across as pushy and aggressive? How can every small business owner keep their nature and their gifts in mind when it comes to energy management, content creation, and consistent outreach? And what the heck does it have to do with Alfred Hitchcock and…

1
109: On Webinars, Credibility & Pleasantville (feat. Tom Poland) 49:23

1+ y ago49:23

49:23

Are you suffering from or through "random acts of marketing?" Online visibility is such a noisy endeavor - so many options, so many "shoulds." How do you know what's right for you and which efforts to double down on? And- is the webinar dead? This week, Annie P. is joined by the fabulous "leads guru" known as Tom Poland. As a multiple bestselling a…

1
108: On Sales Avoidance, Scrappiness & The Walking Dead (feat. Sarah Walton) 50:30

1+ y ago50:30

50:30

Sales is the art of receiving money in exchange for your goods and services. It's an energetic exchange between two people, and it can be beautiful. Here to prove that point are two highly opinionated, emotional women discussing The Walking Dead. This week, Annie P. is joined by a beloved sister in the ethical/heart-centered sales space, Sarah Walt…

1
107: On Growth, Grit & That '90s Show (feat. Sam Varner) 56:27

1+ y ago56:27

56:27

Are you truly making profit a priority? There are so many metrics to track, clients to dazzle, prospects to woo, details to manage. It's shockingly easy for our livelihoods to get lost in the shuffle. But, we can't grow what we don't fully understand. How can we cut through the shiny objects vying for our attention, and focus in on the areas that w…

1
106: On Launches, Social Listening & Iron Man (feat. Jennifer Tamborski) 51:42

1+ y ago51:42

51:42

Does it seem like everyone around you is always "launching?" Big launches! Flashy launches! Multi-day multi-media launches! What the heck is a launch anyhow? And do we really need to talk about ourselves this much in order to succeed? This week, Annie P. is joined by digital marketer extraordinaire, Jennifer Tamborski. It's a jam-packed episode abo…

1
105: On Emails, Takeaways & Outlander (feat. Danielle Weil) 46:54

1+ y ago46:54

46:54

Is your email list really that important? How can we best communicate our deep awareness of the problems our prospects face without pouring salt in the wound? How can we find the perfect balance between personalized storytelling and widely applicable takeaways? Danielle Weil, copy strategist to the stars, is here to set us straight. She outlines ti…

1
104: On Values, Adaptability & The White Lotus (feat. Brian Patacca) 1:01:25

1+ y ago1:01:25

1:01:25

Should your stances, causes, and beliefs be part of your brand? Should we welcome unsubscribes and bitchy comments - or play it safe when it comes to "hot button" topics? And what the heck should we do when our best-laid plans don't seem so shiny or effective anymore? Welcome back to Too Legitimate to Quit! It's our first episode of 2023 and it's a…

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103: ICYMI: On Connection, Curiosity & Murder She Wrote (feat. Nikki Nash) 51:52

1+ y ago51:52

51:52

Happy World Introvert Day! As you get back into the swing of your work week, take a trip down memory lane to one of the first episodes of TLTQ - featuring marketing maven, Nikki Nash and Annie's lifelong devotion to Angela Lansbury. It's a favorite of introverts worldwide, as it answers the question "do we need to be shouty to stand out?" New episo…

1
102: ICYMI: On Competition, Risk & The Santa Clause (feat. Shauna Armitage) 43:35

1+ y ago43:35

43:35

Ho ho ho - it's a TLTQ Holiday extravaganza and we're digging deep into that heartwarming concept known as professional jealousy. Wait, what? Yep! And for extra fun and cheeriness, we discuss the holiday classic where Santa dies in the first 5 minutes. (This episode originally aired in 2021, and was so dang good, we just had to bring it back!) This…

1
101: On Bro-Marketing, Manipulation & Andor (feat. Josh Elledge) 1:15:48

1+ y ago1:15:48

1:15:48

Relationship Marketing is so much easier said than mastered. How can we forge genuine connections with a whole bunch of people at once - and maintain that earned intimacy? How can we prove ourselves amid a sea of greedy sleazeballs clogging up everyone's DMs? It's TLTQ's 2nd birthday episode, and the incomparable Josh Elledge is here. Josh is a med…

1
100: On Big Leaps, Busywork & Elton John (feat. Bri Seeley) 55:30

1+ y ago55:30

55:30

Are you stuck on the "rollercoaster of inconsistent income?" We all know entrepreneurship is a marathon, not a sprint, but it can feel extra cumbersome when we're stuck in a marketing rut, drowning in admin tasks, or struggling to close new deals. How can we maintain momentum when times are good, and shake things up when they go stale again? This w…

1
99: ICYMI: The Business of Fandom: Live from FAN EXPO Chicago 2022 1:17:37

1+ y ago1:17:37

1:17:37

Holy heck! Annie P. Ruggles' strategy novella and companion guide, "The Coach Who Would Not Sell" comes out today! To mark the occasion (and give Annie a bit of a break), we're bringing back our 1st ever LIVE episode - recorded on the floor of Chicago's Comic Con. Enjoy this wonder of an episode - and then redeem your free copy of "The Coach Who Wo…

1
98: On Enthusiasm, SEO, and The A-Team (feat. Seth Goldstein) 1:02:57

1+ y ago1:02:57

1:02:57

We all know mindset is a critical tool for entrepreneurs - but is your mindset working harmoniously with your marketing, and vice versa? In the struggle to break through the noise and reach potential buyers, how do we ensure our audience feels individually seen, safe, and supported - even in campaigns as impersonal as our SEO? This week, Annie P. i…

1
97: On Leaders, Role Models & Scandal (feat. Kristen Edwards) 55:23

1+ y ago55:23

55:23

What the heck does it actually mean to be a "natural leader?" And, if you're an un-natural leader, are you just out of luck? For being an isolated endeavor, solopreneurship sure demands a lot of people-wrangling. What skills do you actually need to motivate your clients and team members? And how can you stay motivated when your people get on your l…

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96: On First Impressions, Bad Clients & Avatar: The Last Airbender (feat. Damion Taylor) 1:00:10

2y ago1:00:10

1:00:10

So - what do we do about the "just not your people" people? The bad fits? The awkward encounters? And - on the flipside - how can we ask for and receive support without feeling clingy, desperate, or amateur? It's time for a dose of entrepreneurial reality - but don't fret. We talk about a kids show at the end. This week, Annie P. is joined by the f…

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95: On Joyfulness, Overworking & A League of Their Own (feat. Dr. Erin M. Baker) 1:00:00

2y ago1:00:00

1:00:00

Is joy fluffy or essential? A soft skill or a beacon? And on the flipside, is burnout a badge of honor? How can we keep the love alive in our small businesses, in spite of recessions, upheaval, bad news, and bitchy people? Unsure if/how happiness and success will ever coexist in your business? This episode is for you! This week, Dr. Erin M. Baker, …

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94: Discoverability: A Candid Convo with Emmy Award-Winner & MTV Talent Executive Vinnie Potestivo 54:32

2y ago54:32

54:32

Mandy Moore, The Osbournes, Ashton Kutcher, The Millionaire Matchmaker - behind each media sensation, there was a helluva media/brand strategist - Vinnie Potestivo! As a network talent executive at MTV Networks from 1998 to 2007 (AHH!), he pioneered the way talent and artists claimed control of their narrative by making them hosts, stars, and even …

1
93: On Events, Engagement & Downton Abbey (feat. Shay Wheat) 1:02:44

2y ago1:02:44

1:02:44

Are you fully harnessing the power of live events in your business? Whether in-person, hybrid, or online-only, events are unparalleled when it comes to building community, sharing thought leadership, and proving your value - but they are also all too easy to royally screw up. Which events are right for your business? What processes and team members…

1
92: On Passion, Focus & Rocky (feat. Dr. Michael Gerharz) 50:59

2y ago50:59

50:59

Are you focused enough on focus itself? Are you diluting your message, power, or passion by being too broad or ambitious? And, do you have to be loud and flashy in order for your purpose to come across crystal clearly? This week, Annie P. is joined by Dr. Michael Gerharz, an expert in combining clarity and communication into lasting impact. How? By…

1
91: On Moneymakers, Self-Management & Paper Mario (feat. Melissa Guller) 55:37

2y ago55:37

55:37

How much of your workday gets gobbled up by non-money-making activities? How can you set expectations and goals for yourself that are both ambitious and compassionate? And, how can gamification help you take off "the busy badge?" This week, self-professed workaholic Annie P. is joined by the brilliant and eloquent Melissa Guller. A former Project M…

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90: On Honesty, Web3 & 90 Day Fiancé (feat. Derek Gorthy) 1:09:15

2y ago1:09:15

1:09:15

Do you ever feel like the Internet is leaving you behind? There are so many new trends, new platforms, new tools, new terms... you name it. Although Blockchain has been a beloved topic of conversation in tech circles for almost a decade, it seems like only yesterday everyone you know started peddling NFTs. What the heck even IS an NFT anyhow? This …

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89: On Likes, Leads & Somebody Feed Phil (feat. Hannah Acosta) 1:02:21

2y ago1:02:21

1:02:21

So - they're paying attention, now what? How do you turn dopamine-bumping likes into dollar-earning leads? What's the next step for followers who have been hanging out in your DMs and comment threads for weeks or even years? This week, Annie P. is joined by social media maven Hannah Acosta of Ugly Mug Marketing. Harnessing ads, email, and a special…

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88: On Customer Satisfaction, Loneliness & Jesus Christ Superstar (feat. Ron Ben-Joseph) 1:02:35

2y ago1:02:35

1:02:35

Have you bought into your own hype? And - in practice - is that a good thing or a bad thing? Will your success inadvertently harm the folks who have had your back since the beginning? How can we move from 1-to-1 to 1-to-Many without anyone feeling abandoned? This week's episode is what happens when two ex-theatre kids who have found their way (and …

1
87: On Data, Downturns & Pretty in Pink (feat. Heather Zeitzwolfe) 56:20

2y ago56:20

56:20

Does tracking your business growth (or losses) have to be so anxiety-inducing? On the flipside, does analyzing your data have to be so dang dry and boring? HECK NO. Although it's hard to focus on profits, profits, profits all the time, it's essential if you ever want to fully leave the "hobby" phase of business building. Thankfully, Annie is joined…

1
86: On Spontaneity, Flow & Phish (feat. Greg Wieting) 45:42

2y ago45:42

45:42

Are you treating yourself like your most prized asset? Do you find it hard to rest, or even slow down? And what's the truth of "hustle culture;" do we really need to push harder to get further? If the cost of your entrepreneurial lifestyle is beginning to outweigh the payoff, this episode is for you. This week, Annie P. is joined by the soothing, b…

1
85: On Financial Confidence, Control & Yellowstone (feat. Danielle Hayden) 51:41

2y ago51:41

51:41

How well do you know your numbers? For many, many small business owners, the answer is "not nearly enough." When you wear 17 different hats on any given day, it's easy enough to ignore the books and bank accounts and wait until closer to Tax Day. But, we can't fix or grow what we don't know. This week, Annie P. is joined by Danielle Hayden, "reform…

1
84: On Hype, Consistency & Seinfeld (feat. Jason Cercone) 59:57

2y ago59:57

59:57

On your path to connection and service, what metrics really matter? Should you aim to go viral, or allow yourself to move slowly and deliberately? And what's more important in podcasting and content creation - quality or consistency? This week, Annie P. is joined by the fabulous Jason Cercone, a brand strategist and podcasting expert. After years i…

1
83: The Business of Fandom: Live from FAN EXPO Chicago 2022 1:17:37

2y ago1:17:37

1:17:37

Holy heck! It's the very first special episode of TLTQ - and it's a glorious nerdfest. Annie P. Ruggles recently brought her brand of entrepreneurial enthusiasm to the show floor at FAN EXPO Chicago and sat down with 14 phenomenal makers to discuss life at the intersection of art, business, pop culture, and sales. How did they find their own style …

1
82: On Healing, Hustle Culture & Kesha (feat. Jessica Butts) 55:25

2y ago55:25

55:25

Is your definition of success truly your own or has it been cobbled together from other peoples' mandates and expectations? Are you more likely to succeed if you show up fully and frantically every day or if you slow down and act deliberately? And how can you bounce back after major life changes, both voluntary and unexpected? This week, Annie P. i…

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81: On Closers, Compassion & Attack on Titan (feat. Jason Marc Campbell) 48:02

2y ago48:02

48:02

When you define selling, is your answer more synonymous with greed, manipulation, and regret or to love, empathy, and enthusiasm? You've been sold to horribly and unethically countless times - but have you ever had a sales hero? How can you serve your clients beautifully and step into abundance simultaneously? This week, Annie P. Ruggles (founder o…

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80: On Expertise, Unlearning & The OC (feat. Rachel Kurzyp) 1:00:57

2y ago1:00:57

1:00:57

Do we expand our skills by learning or by doing? How do you identify what falls inside our expertise and where we have growth options? And - what if we're experts in something that we just don't love anymore? Entrepreneurship is a constant dance of learning and unlearning - all while declaring ourselves worthy of attention and trust. How can we sho…

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79: On Self-Promotion, Belonging & Pee-wee's Playhouse (feat. Deanna Seymour) 1:00:45

2y ago1:00:45

1:00:45

In order to take ourselves seriously as business owners, do we need to be so dang serious? What are the key differences between savvy self-promotion and sleazy self-serving advertising? Is putting yourself out there emotionally safe? What the heck are the rules? This week, Annie P. is joined by Graphic Design superstar and sassy marketing truth-tel…

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78: On LinkedIn, Audacity & Ruth Bader Ginsburg (feat. Clarene Mitchell) 1:02:28

2y ago1:02:28

1:02:28

Is LinkedIn just a resume site for job-seekers? Heck no! In fact, your competitors are likely making a whole bunch of money over there! How? By leveraging its business-focus and ever-expanding list of competitive free features! LinkedIn is a thriving social ecosystem and it's hungry for your best and boldest content. How can we rise above the sleaz…

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77: On Feedback, Staying Power & The Simpsons (feat. Nick Loper) 51:56

2y ago51:56

51:56

Is there anything more vulnerable (some would say terrifying) than asking for feedback, waiting for the responses, and then actually absorbing them? Why do small criticisms tend to outweigh earnest praise? And - what the heck should we be asking anyway? This week, Annie P. is joined by one of the most recognized voices in small business podcasting,…

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76: On Trauma, Best Practices & Rent (feat. Rachael Kay Albers) 56:56

2y ago56:56

56:56

How are you navigating the weird, wild world of digital marketing? Where does your true essence end and your online persona begin? And - is an ethical reckoning coming for coaches, consultants, and other service providers? This week, Annie P. is joined by comedian, whistleblower, and branding all-star, Rachael Kay Albers. Rachael is known for her k…

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75: On Relationship Marketing, Visibility & Survivor (feat. Angie Trueblood) 59:31

2y ago59:31

59:31

If you're here, you listen to podcasts (thanks!) but have you explored the highly strategic, life-affirming, and bond-galvanizing art of podcast guesting? In 2021, Annie P. was on dozens and dozens of podcasts and it dramatically changed her audience size, talking points, and overall marketing in tiny and huge ways. Now, all-star podcast connector,…

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74: On Productivity, Reliability & Moneyball (feat. Kris Ward) 47:25

2y ago47:25

47:25

Do you equate success with stress? Do you believe you'll find your "Tipping Point" faster if you live on the edge of burnout? Or, would you simply love more time to freaking relax? This episode is for you. This week, Annie P. sits down with acclaimed podcaster, strategist, and speaker Kris Ward. Kris believes your business should feed your lifestyl…

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