![Scrappy but Successful [Consultant's Personalities When No One's Watching] podcast artwork](/_next/image?url=https%3A%2F%2Fstatic.libsyn.com%2Fp%2Fassets%2F9%2F4%2Fc%2F1%2F94c15e08a242b598d959afa2a1bf1c87%2FScrappy_but_Successful_Podcast.png&w=3840&q=75)
Hosted by Pineapple Jack · 🇺🇸 US · EN · 19 episodes
Established thought leaders with verified media credentials.
This isn't your typical business podcast.It's a business-and-comedy crossover for consultants, fractional CFOs, advisors, and service-based entrepreneurs who are building real consulting businesses. We talk entrepreneurship, make jokes, and actually enjoy the conversation.We start with where our guest came from, dig into the early (often messy) days of their career, and unpack how their personality shows up in their business today — from client relationships and boundaries to pricing decisions and growth strategy.We'll determine whether they're scrappy or sophisticated through a series of fun stories and rapid-fire questions that reveal how they really operate behind the scenes.Along the way, we pull random questions, laugh at corporate nonsense, solve an actual data or analytics problem, and get to know their business in a way they've never described it before. You'll hear real conversations about consulting challenges, scope creep, decision-making, and how data-driven thinking su
Pineapple Jack hosts Scrappy but Successful [Consultant's Personalities When No One's Watching], a business show with 19 episodes published.
Susan Linder is not your typical consultant. A cultural anthropologist from the Bronx who hitchhiked through Central American war zones, trained as an AIDS epidemiologist, and stumbled into PR on a blind date, she has sp
Show notes
Jay Rooney is the founder of Spawn Point Marketing, a fractional CMO practice for indie and AA game studios, and the publisher of Game & Word - an award-winning Substack examining video games through interdisciplinary ac
Show notes
Eric Tjoeng grew up in Indonesia in a family of seven entrepreneurs, started his first business venture at age 12 promoting a comedy show, and eventually moved to Australia to build a career starting at Deloitte. After 2
Show notes
What does it really take to build a business that creates higher returns AND more joy? Tina Dao, founder of Liberated Leaders, has lived the answer - from baking cupcakes for her dad's hunting camps and negotiating car l
Show notes
What happens when a corporate employee discovers Amazon, teaches himself e-commerce, becomes a CMO, and then realizes the whole agency model is broken? You get Tanner Rankin - founder of Source Approach, Referazon, and t
Show notes
Phil Risher didn't have entrepreneurs in the family - he had a single mom, a pest control dad, a rap career in high school, and eventually a school bus he lived in while figuring out his next move. Somehow it all led to
Show notes
Elizabeth Rose is President and Lead Coach at Garth Rose Consulting Group, where she brings 27 years of mediation experience and a decade of executive coaching to leaders and teams. But before the polished practice, ther
Show notes
Nick Reich is the co-founder of Abundant Empowerment and the founder of CoLab - a peer-powered community for consultants and leaders. A first-gen college kid from Evansville, Indiana, Nick went from school social worker
Show notes
Ryen Salo is the Client Experience Manager at CherryBecker, a 10-year CX veteran, Association for Accounting Marketing (AAM) member and speaker, Finnish sauna enthusiast, and self-described "one and fun" mom living just
Show notes
What do a $180 driveway shoveling gig, a fake million dollar bill at the Houston airport, and raising over $2 billion in capital all have in common? Brad Blazar. This week on Scrappy But Successful, Jack sits down with t
Show notes
Steve Hopper spent years climbing the corporate ladder before a toxic work environment - and a nudge from his wife - pushed him to bet on himself. In 2004, he founded Inviscid Consulting, a supply chain and warehouse ope
Show notes
La Tonya Roberts has always had a plan - and the grit to execute it. From running a lemonade stand outside a military base in Alaska at age 7 to pitching her parents with formal PowerPoint presentations for Christmas gif
Show notes
What happens when a near-death experience on a Manhattan construction site becomes the catalyst for a career in sales — and eventually a global consulting company? Stephen Steers, founder of Steers Consulting Group, come
Show notes
Finance pros are notorious for hiding behind spreadsheets — but what happens when one of their own decides to call that out? John Sanchez went from military kid moving 12 times before graduation, to doing M&A deals at Bl
Show notes
Scrappy Beginnings, Sophisticated Strategy — ft. Neel Singh of Tropoly What do hand-drawn comic book ads, a secret stack of freelance business cards at a bank job, and a drunk chef have in common? They're all chapters in
Show notes
What happens when someone who grew up in a tiny mining town of 1,500 people ends up becoming a trusted profit strategist for home service businesses? Diane Gardner's story is a scrappy one. She didn't grow up around entr
Show notesWhat happens when a self-proclaimed lazy kid who once walked out of high school ends up running an award-winning IT company? That is exactly what Isaac Alexander unpacks in this conversation. Isaac is the President of Qu
Show notesEver find yourself staring into the fridge after a long day, trying to figure out what you should eat, only to give up and grab whatever is easiest? That tug-of-war between eating healthy and just surviving the week is e
Show notesYou can work your tail off… and still lose money in your "dream job." That's the uncomfortable realization Michele Williams had after years of doing work she loved, only to discover she wasn't actually charging for the m
Show notesJack pulls up a chair with Cassandra D'Alessio, founder and Chief Content Strategist at Next Page Brand Strategies, for a conversation that proves most successful consulting businesses don't start polished; they start sc
Show notesSponsor detection runs nightly. Check back soon.
No public pitch examples yet for this show.
Generate your own personalised pitchBased on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:
Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.
Shows with the most semantically similar episode content. Pitch one, pitch all; producers cluster.
To pitch Scrappy but Successful [Consultant's Personalities When No One's Watching], visit https://www.pineapplecf.com/ for contact information, then craft a tight one-paragraph hook that ties your expertise to a gap in their recent business coverage.
Scrappy but Successful [Consultant's Personalities When No One's Watching] is hosted by Pineapple Jack. The show is categorised under business (entrepreneurship) and has published 19 episodes.
Scrappy but Successful [Consultant's Personalities When No One's Watching] has published 19 episodes.
Scrappy but Successful [Consultant's Personalities When No One's Watching] regularly covers business, entrepreneurship, management. It sits in the business category, with a entrepreneurship focus.
Scrappy but Successful [Consultant's Personalities When No One's Watching] is accessible for guests with genuine business expertise. A personalised, episode-aware pitch will still outperform a generic one every time.
Scrappy but Successful [Consultant's Personalities When No One's Watching] hasn't explicitly signalled guest openness in recent episodes. That doesn't rule out pitching. your hook just needs to be especially compelling and relevant to their recent content.
Episodes of Scrappy but Successful [Consultant's Personalities When No One's Watching] average 50 minutes. a focused format where a clear narrative arc and tight preparation matter most.
Our data rates Scrappy but Successful [Consultant's Personalities When No One's Watching]'s guest bar at 80/100 (Premium tier). Established thought leaders with verified media credentials. Sign in to PitchCentric to see how your own Pod Score compares against this show.
Methodology. Booking Probability™ blends Listen Score, 30-day Virality, open-to-guests detection, and Apple ratings. Data refreshed every 60 minutes. Listen Score and Booking Probability are calculated by PitchCentric. Last enriched 9 days ago.
