Are you a seasoned woman entrepreneur ready to transform your experience into consistent income and a business that truly serves your life? You're in the right place.
Even with years of experience, building a business that truly fits your life, not the other way around, takes intention and boundaries. I get it, because I’ve had to do the same.
I'm Robyn Bennett. As an online business coach for women over 50, I specialize in helping experienced entrepreneurs turn their expertise into profitable ventures.
With over 19 years of experience in the online space (think dial-up days!), and having supported hundreds of entrepreneurs like you since 2013, I bring a deep background in both technology and business. As someone who’s walked this path myself, I know how powerful your experience, authentic relationship-building, and a strategic mindset can be, especially when paired with the right systems and support.
My love for bringing technology and business together started way, way back. I actually studied computer programming in the mid-80s, which laid a strong foundation for my career. Over 25 years in diverse administrative and tech roles, I wasn't just handling tasks. I was often the go-to person my bosses relied on to dive into new platforms, create efficient systems, and train teams. I even managed someone else's business for years, overseeing a team of about 12 employees and contractors, and touching every aspect from invoicing and payroll to scheduling and team dynamics. This hands-on experience gave me a solid understanding of what it truly takes to run a successful business, both behind the scenes and in the big picture.
Over the years, I’ve learned that it’s not just about mastering the latest tools, it’s about choosing the right strategies for your unique goals and lifestyle.
My own dive into entrepreneurship began with creating fun video montages, venturing into eBay sales, and even building websites before the drag-and-drop era (yes, really!). While I loved managing businesses, I craved more freedom and the ability to achieve my own financial goals. So, I slowly ventured online, found my first mentor, and that was the beginning of my full-time journey into online business.
This journey led me to formally hone my expertise, becoming a Certified Business Strategist. As "The Technology Queen" (my earlier brand), I began to leverage my existing tech skills and extensive administrative and business management experience to help other businesses thrive online. My background allowed me to seamlessly transition into the digital world, not just building effective sales funnels and coordinating hundreds of virtual summits, but also guiding course launches and developing overall growth strategies.
Since 2013, I’ve had the joy of coaching over 500 entrepreneurs directly, with over a thousand more benefiting from my courses and programs, helping them turn their incredible expertise into real income. What I've learned is that genuine success isn't about chasing trends; it's about telling your real story, having systems that actually work, and building relationships based on trust. Your valuable experience, paired with the right strategy and support, is your superpower, and I'm here to help you activate it.
Tina Mundelsee
Spiritual Coach & Author
I was overwhelmed trying to move my business online. Robyn guided me through it all—email list, summits, digital products—and helped me feel confident running my business. She truly cares and becomes part of your team.
Tina Ketchie-Stearns
Advanced Care Planning Coach
Robyn coached me through the steps needed for my programs and I enjoyed brainstorming with her on ways to approach different aspects. She’s smart, savvy, reliable, responsive, and truly fun to work with!
Evren Westhead
Anxiety Coach
Robyn is very knowledgeable about marketing online. She's been incredibly patient to get to know me and my business so she's not trying to 'one-track' me. She's supportive in exploring different ways that fit how I do business and what to focus on first. I am very happy to be working with her for many years to come.
Book your Free Discovery Call and discover exactly how to create a profitable business that fits your life perfectly.
I believe women over 50 have earned the right to be compensated for their decades of wisdom and experience. My mission is to help you transform that expertise into profitable, sustainable online businesses that honor your knowledge and create the financial freedom you deserve.
The online world evolves fast. Even with my tech background, I know how overwhelming it can be to decide what’s worth your time and what’s just noise. That’s why I help you focus on what truly matters for your business.
A 60-minute, one-on-one call to clarify what’s working, what’s not, and your next steps. You’ll receive a personalized plan and summary within 48 hours.
Three months of high-touch coaching for women over 50 who want strategy, structure, and support. Includes bi-weekly calls, custom action plans, and ongoing support.
One focused day to knock out tech tasks and get your systems running smoothly. Includes a strategy call, 7 hours of implementation, and 30 days of post-support.
I don't just give you a strategy and leave you hanging - I guide you through implementing it step-by-step, whether you're doing it yourself or working with your team. Most importantly, I've lived this journey and understand what works for real people building real businesses.
Certified Business Strategist & Consultant
Content Marketing & Customer Value
Optimization Expert
Email Marketing Mastery Certified
Coordinated hundreds of virtual summits
Built high-converting funnels
As part of my commitment to continuous professional development, I have successfully completed the following certifications:
Robyn Bennett is a business coach for women over 50 who helps entrepreneurs build online businesses that fit their lives. With over a decade of experience and a background in technology and business, Robyn has helped hundreds of women launch and grow successful, authentic businesses.
Robyn helps women over 50 build online businesses using strategies that feel authentic and sustainable. She combines business strategy with hands-on tech guidance, so clients can set up systems that actually work. Robyn's approach focuses on genuine relationships, helpful automation, and systems that support real-life priorities.
Robyn works with women over 50 who want to start or grow an online business that fits their lifestyle and values. Her clients are often looking for practical, step-by-step guidance and support that honors their experience and communication preferences.
Authentic, relationship-focused strategies—not just social media tactics
Helpful systems and automation to save time and reduce overwhelm
Hands-on tech guidance so clients can focus on what matters most
A proven process that has helped hundreds of women achieve freedom and fulfillment in their businesses
I help you cut through the noise and focus on what matters most—so you never have to wonder, “Am I working on the right things?”
Strategy Session: A 60-minute call to clarify your goals and next steps
Private Coaching: Three months of high-touch support, including bi-weekly calls and custom action plans
VIP Tech + Strategy Support: A full day focused on tech tasks and marketing systems
A step-by-step plan tailored to your goals
You'll know exactly what to work on first
No more wondering "what should I do next?"
Certified Business Strategist & Consultant
Content Marketing & Customer Value Optimization Expert
Email Marketing Mastery Certified
Coordinator of hundreds of virtual summits
Builder of high-converting funnels
Lived experience—Robyn understands the unique needs and strengths of women over 50
Robyn provides comprehensive business strategy coaching that combines marketing guidance, tech implementation support, and entrepreneurship coaching specifically designed for women over 50. Her business coaching approach focuses on building sustainable, profitable ventures that align with your experience and lifestyle.
Book a free 30-minute strategy session and discover exactly how to create a profitable business that fits your life perfectly.