1,000 Routes with Nick Bennett

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) - Layoffs and Finding Opportunities (06:14) - Building a Niche in Content Repurposing (14:07) - Ups and Downs of Starting a Business (16:32) - Iterating Your Service Offerings (21:04) - Balancing Revenue Streams (23:10) - Building a Membership Program Is A Ton of Work (24:17) - Defining the Membership Goals (24:54) - Launching the Membership (26:32) - Balancing Work and Motivation (27:51) - The Impact of Community (29:41) - Shifting Business Models (30:58) - Building a Sustainable Business (40:04) - Avoiding Overwhelm (45:33) - What’s Next -- Follow Justin on LinkedIn Listen to the Distribution First Podcast Join the Distribution First Membership -- Subscribe to the 1,000 Routes Newsletter Free - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠ Work with me - Coaching & Consulting

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 Authorship (03:04) - The Evolution of the Authoritative Coach Brand (04:41) - The Decision to Leave Impact and Embrace Entrepreneurship (19:08) - Building a Unique Coaching Business (23:46) - Acquiring the First Clients (29:44) - Ask For What You Want (30:37) - The Art of Networking and Reciprocity (32:41) - Navigating the Journey (37:44) - Building a Strong Service Model and Client Relationships (49:19) - The Essence of Coaching and Personal Growth (53:46) - Reflecting on Personal Challenges and Aspirations (57:20) - Future Plans and the Drive to Innovate -- Follow Chris on LinkedIn Subscribe to the newsletter Buy the book: Become an Authoritative Coach -- Subscribe to the 1,000 Routes Newsletter Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

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 and Authenticity in Writing (10:14) - From Food Blogs to Content Strategy (18:48) - Reinvention and Learning (23:56) - Exploring the Value of Building in Public (24:40) - Publishing a Newsletter (25:43) - Crafting a Good Reputation (27:19) - Focusing on Passion Projects (27:47) - Leveraging Networks and Referrals for Growth (30:04) - Transitioning from Client Work to Passion Projects (31:22) - Change and the Power of Asking For What You Want (37:25) - Financial Security and Pursuing Passions (40:51) - Building a Cohort and Future Plans -- Follow Renee on LinkedIn Subscribe to her newsletter 'A Good Reputation' -- Subscribe to the 1,000 Routes Newsletter Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

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 Solo (23:29) - Pivoting Strategies and Finding Success (24:00) - The Turning Point: Landing a Key Client (24:52) - Keeping Faith and Professional Growth (25:30) - Perfecting the Offer (26:38) - Audience Growth Challenges and Pivots (28:26) - AI and Launching a New Direction (32:23) - Building a Tech Company (44:04) - Future Aspirations -- Follow Dan on LinkedIn Listen to the AI Driven Marketer Podcast -- Subscribe to the 1,000 Routes Newsletter Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

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 Towards Solopreneurship (08:41) - How a Coffee Chat Can Change Your Life (10:41) - Learning to Sell the Invisible (30:01) - The Evolution of Demand Loops (33:37) - The Joy of Impactful Work and Balancing Projects (34:19) - Exploring Revenue Streams and Personal Growth (36:14) - The Power of Building an Audience (39:21) - Creating a Legacy Through Demand Loops (39:59) - The Journey of Finding and Coining 'Demand Loops' (51:58) - Reflecting on Growth and Future Aspirations (01:01:56) - Personal Reflections -- Follow Kaylee on LinkedIn Subscribe to Kaylee's Newsletter, Looped In Learn more about Demand Loops -- Work with me: Learn more about my 1:1 consulting program. Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

In this discussion, Erica Schneider, a writing and editing coach and founder of Cut the Fluff, shares her transformative journey from content marketing to solopreneurship. She explores the power of words and the art of engaging storytelling. Erica discusses the challenges of building an audience, navigating multiple income streams, and managing burnout. She emphasizes the importance of vulnerability in content creation and the impact of personal writing. Tune in for her insights on launching online courses and achieving personal fulfillment!

John Rougeux is a narrative designer and the founder of Flag & Frontier. John shares the route he carved from mechanical engineer, to marketer, to category designer, to solopreneur. (00:00) - Embracing the Entrepreneurial Journey: A Personal Reflection (00:55) - Discovering The Route (01:10) - Networking and Learning in Business (03:00) - The Solopreneur's Mindset (07:48) - Finding Your Motivation and Defining Success (11:48) - The Process of Becoming a Full-Time Consultant (14:04) - The Turning Point (20:35) - Navigating the Challenges (23:22) - Overcoming Doubts (25:55) - Embracing Failure (27:21) - Overcoming Negative Thoughts (28:06) - The Birth of Narrative Design (33:27) - Navigating Challenges (37:16) - Evolving Business Messaging and the Importance of Feedback (43:05) - The Journey to Narrative Design and Its Impact (50:21) - Looking Forward Aspirations -- ⁠Follow John on LinkedIn⁠ Subscribe to The Narrative Field Guide -- Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

Mike O'Neill is an elite-level executive coach, leadership trainer, and podcaster. We explore Mike's transition from a corporate HR leader supporting thousands of employees to becoming a solopreneur. He shares the challenges and rewards of Solopreneurship, the lessons learned from mentors, and how building meaningful, long-term relationships has been key to success. (00:00) - Success Through Problem Solving and Trus (01:24) - Reconnecting and Reflecting (04:28) - Uncertainty and Opportunity (09:10) - Building a Business with Heart (19:37) - Finding Purpose and Impact (24:57) - Navigating Requests and Self-Awareness (25:59) - From Consulting to Coaching (26:33) - Transforming Awareness into Action (28:51) - Setting Expectations (32:26) - The Role of Mentors and the Impact of Long-Term Relationships (43:53) - Navigating Business Identity (48:26) - Looking Forward -- ⁠Follow Mike LinkedIn⁠ ⁠Listen to Get Unstuck & On Target -- Free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠

Max Traylor’s journey is a testament to prioritizing what matters most. By turning setbacks into opportunities, he’s found a way to help solopreneurs create businesses that align with the lives they aspire to lead.Drawing from his experience as a consultant and former agency leader, Max explains how he revamped his pricing strategy to create more personal time, the value of nurturing high-level relationships, and the importance of failing on your own terms. He also talks about the ROI of focusing on what you’re best at and how outsourcing can help you find more time for the things you love the most.(00:00) The four-day work week(03:26) The importance of leveraging your strengths(07:48) The value of self-publishing(16:37) Embracing failure as a path to success(19:11) The turning point: going solo(28:54) Finding professional motivation(31:27) Navigating career transitions(34:35) The myth of hustle culture(44:36) The power of asking for what you want--Follow Max on LinkedIn: https://www.linkedin.com/in/maxtraylor/--Subscribe to the 1,000 Routes Newsletter: https://1000routes.com/Full-Stack Solopreneur is the only hybrid digital program that combines the flexibility of a self-paced course with the hands-on nature of a private consulting service⁠: https://fullstacksolo.com/ 

Andrew Capland is a coach and mentor of growth leaders, an advisor for product-led SaaS companies, and the host of the Delivering Value podcast. Andrew is on a mission to revolutionize his business and build a media empire.In this episode, Andrew shares his transition from a corporate role at companies like HubSpot, Wistia, and Postscript to becoming a solopreneur driven by passion and purpose. He also touches on the highs and lows of entrepreneurship, dealing with not-so-great clients, and the stress of making it on your own. 00:00 Overcoming self-doubt01:06 Andrew’s journey through HubSpot, Wistia, and Postscript03:01 Lessons from high-growth companies04:58 The impact of company culture07:04 Transition to solopreneurship20:36 Building confidence and your client base22:08 Refining the coaching business35:54 The importance of compassion in leadership38:46 Balancing mission and money56:24 Connection and vulnerability with coaching clients01:02:15 Building a media arm for greater impactFollow Andrew on LinkedIn: https://www.linkedin.com/in/andrewcapland/Subscribe to the 1,000 Routes Newsletter: https://1000routes.com/ Get my free blueprint for Solopreneurs - ⁠The Digital Consulting Blueprint: 5 Steps To Acquire New Clients, Stabilize Your Income, And Capture The Value You Create⁠: https://becomeadigitalconsultant.com/