Kaylee Edmondson founded DemandLoops, a consultancy that helps B2B SaaS companies build sustainable growth through strategic demand generation. Kaylee shares her transition from in-house roles to solopreneurship, explaining how DemandLoops empowers clients to create lasting growth systems. She discusses the challenges of going solo, the importance of diversifying income streams, and the role of a strong network. Kaylee also shares tips on shifting from corporate roles, building efficient systems...
Dec 27, 2024•59 min
Jimmy Daly is the co-founder of Superpath, a platform and community designed for content marketers seeking to grow their careers and enhance their professional skills. In this episode, Jimmy shares his journey from leading at Animalz to building Superpath, a community-first business that serves as a career hub for thousands of content marketers. He opens up about the challenges of leaving a steady role, securing investment for a solopreneur venture, and navigating the ups and downs of growing a ...
Dec 20, 2024•44 min
Anthony Pierri is the co-founder of Fletch, a consultancy helping B2B SaaS companies nail their messaging and positioning. In this episode, Anthony shares how he and his co-founder carved out a place in the market for themselves by focusing on one key deliverable: rewriting homepages. He talks about the lessons they learned about niching down, productizing services, and leveraging platforms like LinkedIn to grow their business organically. Anthony opens up about their iterative content strategy,...
Dec 13, 2024•55 min
Devin Bramhall is back for a second time to share a major part of her story we didn’t cover in our first conversation: her battle through cancer… twice. In this episode, Devin reflects on the lighthearted perspective gained from her ordeal. She highlights the importance of family and self-worth while dismissing the triviality of things like marketing and unchanged email practices (she’s joking here but also not). 00:00 Devin’s double whammy cancer story 04:51 The event that fundamentally changed...
Dec 06, 2024•37 min
John Bonini is the Founder of Content Brands, a consulting program that helps B2B companies. In this episode, John Bonini shares his journey from corporate marketing leader to launching his own consulting company. John reflects on the memorable moments of starting a podcast from his master bedroom, turning cold outreach into opportunities, and interviewing icons like Seth Godin. He also offers practical advice for solopreneurs on starting small, investing in growth, and staying consistent even w...
Nov 29, 2024•44 min
Doug Lawson, a seasoned content marketer for technical founders, knows a thing or two about cutting through the noise. In this episode, Doug shares how he went from being a burnt-out teacher to a thriving content expert helping entrepreneurs build trust and spark curiosity. He talks about his early days in e-commerce and his transition into content marketing. Doug reveals his tips on creating ‘curiosity loops’ and why veering away from value-based content may be a better strategy for your busine...
Nov 15, 2024•49 min
Devin Bramhall is a growth advisor for startups and marketing agencies. In this episode, Devin shares her insights on making bold pivots, how a bout with cancer reshaped her perspective on work and life, and how her experiences as a woman in tech strengthened her commitment to supporting others in the industry. She also discusses building a business life aligned with personal goals, advocating for oneself in tough situations, and finding motivation even during difficult times. (00:00) Ditching t...
Nov 01, 2024•1 hr
Tim Davidson is the founder of B2B Rizz, a LinkedIn ads and ABM consulting firm for B2B SaaS companies. In this episode, Tim shares his journey from working in an agency to going solo as a consultant, revealing the surprising benefits and challenges of being a solopreneur. He talks about the freedom and flexibility he gained, as well as the pressures of managing everything independently. Tim also discusses his passion for LinkedIn ads, testing new systems, and staying true to his unconventional,...
Oct 25, 2024•46 min
Kory Kirby is a publishing strategist who helps experts write and publish books people actually read. In this episode, Kory shares his journey from biking down the US West Coast to becoming a successful publishing strategist, showing solopreneurs how to build a business that aligns with their lifestyle. After self-publishing a book inspired by his travels, he learned by doing until he got an unexpected break. Through hard-earned lessons, strategic partnerships, and a relentless focus on clarity ...
Oct 18, 2024•57 min
The “Consultant’s Consultant,” Max Traylor, gives us another round of unfiltered (maybe slightly unhinged) advice on solopreneurship, pricing, referrals, and inbound marketing. In this episode, Max discusses his transition from conventional agency methods to a more relationship-driven approach, offering insights into how solopreneurs can grow client accounts, tackle mental blocks, and communicate more effectively. He also shares strategies for building your pipeline, using authentic communicatio...
Oct 11, 2024•53 min
Brendan Hufford is the Founder of Growth Sprints and he helps SaaS companies scale from 10 to 100 million in revenue through content. In this episode, Brendan shares his candid journey from a $50K salaried teacher to building a successful business in content marketing and software. Along the way, he reveals the brutal effects undue stress had on him and the reasons why his work is so meaningful to him. Join us for an honest conversation about the raw challenges and rewarding triumphs of solopren...
Oct 04, 2024•49 min
Two of Christopher G. Fox’s biggest wins looked like giving up from the outside. Christopher is the managing partner at Ideas Led Growth, but he started out in academia before shifting to consulting. In this episode, he uncovers his transition strategies, overcoming academic burnout and leveraging thought leadership to cultivate long-term client relationships. This conversation explores how Christopher turned setbacks into successful entrepreneurial ventures while maintaining the delicate balanc...
Sep 27, 2024•58 min
Shannon Curran, founder of SSC Consulting and a Fractional CMO, has a dream of what her life will look like and is building her work around that. In this episode, Shannon opens up about her transition from full-time roles to a fractional CMO determined to balance life and work on her terms. From navigating organizational changes post-maternity leave to defining her niche in the crowded fractional leadership space, Shannon shares her journey and strategies. Learn how she supports tech startups, j...
Sep 20, 2024•54 min
Garrett Jestice, founder of Prelude Marketing, hit a wall of burnout that spurred a dramatic career shift. In this episode, Garrett talks about his journey from a marketing leader in early-stage B2B software companies to thriving as a solopreneur, navigating the difficult path of client acquisition and scaling a business without scaling time. Garrett shared his insights for solopreneurs on honing sales and writing skills, leveraging networks, and productizing services to stand out in a crowded m...
Sep 13, 2024•50 min
Ryan Baum is a growth consultant and content strategist who's redefined his path in the solitude of solopreneurship. In this episode, Ryan shares his unconventional journey, battling the fast-paced tech industry's "build the plane as you fly it" mentality, and finding clarity through authentic connections and an ADHD realization. From LinkedIn ghostwriting to the intricacies of content operations, Ryan shares his mission to solve real problems for content marketers while fostering meaningful rel...
Sep 06, 2024•1 hr 3 min
Tommy Walker is the founder of The Content Studio and he develops content programs for high growth startups and Fortune 1000 enterprises. In this episode, Tommy shares the struggles he faced, from living in a boarding house with a cracked laptop to scoring a life-changing business opportunity with LinkedIn. He reflects on the highs and lows of transitioning from freelancing to roles at CXL and Shopify, and his eventual pivot to consulting. Tommy discusses the importance of intentionality, the ri...
Aug 30, 2024•58 min
Devin Pickell is a solo content and SEO strategist who took the leap into entrepreneurship after being laid off during the 2023 tech layoffs. In this episode, Devin reflects on his journey from working with big names like G2 and Nextiva to building his own business. He shares the challenges of going solo, the importance of building a reputation versus a personal brand, and how he navigated the ups and downs of solopreneurship. (00:00) 2023 tech layoff experience (01:10) How 'Do I Need SEO?' star...
Aug 23, 2024•57 min
Bobby Gillespie is the founder of Propr, an advisory and creative services agency he’s run for nine years - he’s currently transitioning to being 100% solo. In this episode, Bobby reflects on his journey from running an agency to becoming a solo entrepreneur. He shares his emotional challenges, the pressures of market demands, and the transition to advisory and consulting work. Discover Bobby's raw and honest take on the evolving nature of markets, the importance of brand reputation, and why cen...
Aug 16, 2024•36 min
Dylan Ciaccio is the Marketing Director of Black Camel Agency and the host of the B2B Strategy Podcast. In this episode, Dylan talks about transitioning from running the experiment of running something on his own to going back in-house. Dylan shares his insights on aligning incentives, the importance of marketing the problem, and establishing "problemotional advertising." He also opens up about overcoming imposter syndrome, the vital role of mentorship, and his ultimate goal to create a new cate...
Aug 09, 2024•43 min
Thom Van Dycke is a certified StoryBrand Guide and business consultant who went through a rocky transition from ministry to entrepreneurship in the midst of the pandemic. In this episode, Thom opens up about overcoming imposter syndrome and the initial struggles of securing contracts, to eventually becoming a successful coach for solopreneurs. (00:00) The importance of sales in business (02:00) Transitioning from pastor to marketing consultant (05:12) Writing children's books for an NHL agent (1...
Jul 26, 2024•54 min
Melanie Deziel is the co-founder of the Creator Kitchen, an author, and a self-described forever student who’s learned a lot in nearly a decade of building a business around herself. In this episode, Melanie reveals her journey from New York Times big wig to solopreneurship, opening up about the fear of quantifying her worth and navigating business propositions. Melanie discusses her pivot towards content marketing, the creation of "The Content Fuel Framework," and her mission to support undiagn...
Jul 19, 2024•48 min
Erin Balsa is the founder of Haus of Bold, a content marketing strategist, solopreneur, and mother of three. In this episode, Erin shares her journey from SEO-focused writer to thought leadership advocate, the struggles of battling increased competition and dropping lead volume, and the ingenuity behind creating her on-demand course library. Nick and Erin talk about the mental toll of solopreneurship, the power of community, and the eternal quest to manage work and life. (00:00) What actually is...
Jul 12, 2024•42 min
Bridget Poetker is Founder of Bridget Poetker LLC as well as Founder of Outside, a marketing consultant collective. In this episode, Bridget shares her journey from ad agency life to falling into tech marketing, the turbulence of layoffs, pay cuts, and finally taking a chance on herself to become a full-time solopreneur. Nick and Bridget discuss the frustrations of finding the right clients, the importance of recognizing the fit in initial calls, and the internal struggle of aligning personal fu...
Jul 05, 2024•1 hr 5 min
Jed is a writer, creator, and founder of Practical Prospecting, a consulting firm that helps startups create outbound systems that consistently generate qualified meetings. In this episode, Jed shares his journey from SDR to entrepreneur and what he's doing to overcome the anxiety and limiting beliefs that come with it all. -- Follow Jed on LinkedIn Subscribe to the Practical Prospecting Newsletter -- Subscribe to the 1,000 Routes Newsletter Free blueprint for Solopreneurs - The Digital Consult...
Jun 10, 2024•44 min
Justin Simon is a content distribution and repurposing consultant and the founder of Distribution First, a membership and community dedicated to helping burned-out marketers escape the content production trap. In this episode, Justin shares his journey from content marketer to entrepreneur and the challenges he faces while on his path to building a business he loves. (00:00 From Content Marketer to Entrepreneur (01:12) - The Reality of Going Solo (02:15) - The Content Repurposing Roadmap (03:42)...
May 30, 2024•48 min
Chris Marr has devoted thousands of hours to coaching individuals and companies from startups to 7 and 8-figure enterprises and recently started a coaching firm of his own to help others become truly indispensable. In this episode, Chris shares how his journey from entrepreneur, to employee, back to entrepreneur has shaped the way he approaches his work and his life. (00:00) - Discovering the Joy of Helping Others (00:56) - Launching the 1000 Routes Newsletter (01:15) - From Coaching to Authorsh...
May 17, 2024•1 hr 2 min
Renee Frojo is a creator and independent content marketing strategist who helps founder-led businesses build brands that connect with people through content. In this episode, Renee talks through the route she’s carved from journalist to creator and shares the challenges, risks, and rewards she's experienced as a long time solopreneur. (00:00) - Finding Confidence in Past Successes (01:20) - From Journalism to Content Marketing (03:00) - The Art of Authentic Writing (04:03) - Exploring Influences...
May 11, 2024•45 min
Dan Sanchez is a marketing and audience growth consultant and the host of the AI driven marketer podcast. In this episode, Dan shares he used early buyer feedback to iterate on his offer and establish his footing as a solopreneur. (00:00) - The Leap (01:35) - From Sweetfish to Solo (04:19) - The Challenges of Remote Management and Cultural Fit (06:41) - A Vision for Content Marketing (08:51) - High Hopes and Hard Realities (13:12) - The Decision to Go It Alone (19:43) - The Early Days of Going S...
May 06, 2024•47 min
Kaylee Edmondson has spent years as an in-house marketer and leading some of the most legendary demand teams in tech. Now, she is a marketing solopreneur and the founder of Demand Loops. In this episode, Kaylee shares how a cold DM changed her life and allowed her to carve her own route as a solopreneur. (00:00) - The Cold DM That Changed Everything (01:15) - Kaylee's Uncommon Journey in Tech and Marketing (01:43) - The Transition to Solopreneurship (06:52) - Facing the Layoffs: A Turning Point ...
Apr 26, 2024•1 hr 5 min
Erica Schneider is the founder of Cut the Fluff, a writing and editing coaching and consulting firm and seltzer fanatic. In this episode, Erica shares how a challenge to start writing online changed her life and allowed her to carve a route from content marketer to full-time Solopreneur. (00:00) - Intro (01:09) - Meet Erica (02:25) - The Power of Words (03:30) - The Art and Science of Content Marketing (04:29) - Exposure to Creativity (17:32) - Building an Audience Before Launching Courses (25:3...
Apr 20, 2024•1 hr 12 min
