A reflective account of navigating career transitions, faith, and perseverance. Discover how consistency and purpose guided a decades-long professional journey through waiting, searching, and ultimately finding meaningful work while building a thriving virtual business.
Influential Woman · Business Operations and Administrative Services
Linda Taylor-Flewellen
Founder, My Virtual Tender Touch | Chief Executive Assistant at Squared Away, My Virtual Tender Touch (Work Remotely)
Waldorf, MD 20602
When women are underestimated, we learn to lead with strength and steadiness. Confidence grows when we speak up for our value with clarity, grace, and intention.
Linda Taylor-Flewellen · In Her Own Words
Her Story
About Linda
Linda Taylor‑Flewellen is a Chief Executive Assistant at Squared Away and an Executive Operations & Project Coordination Partner through her firm, My Virtual Tender Touch. She brings more than three decades of experience supporting leaders across finance, insurance, real estate, and corporate operations, blending executive support expertise with operational strategy to help organizations run with greater clarity and stability.
Based in the Washington, DC–Baltimore region, Linda partners with founders, executives, and small business owners to strengthen workflows, streamline communication, and reduce administrative friction. Her early career in banking, insurance, and real estate capital — including roles at Bank One, Nationwide Insurance, PNC Bank, KeyBank Real Estate Capital, and Marcus & Millichap — shaped her ability to bring order, consistency, and precision to complex business environments.
At Squared Away, Linda supports high‑level executives by protecting time, coordinating priorities, managing communication channels, and ensuring critical details move forward smoothly. Through My Virtual Tender Touch, she designs and manages operational systems, onboarding structures, workflow processes, HR coordination, and cross‑functional alignment that help businesses grow with confidence.
Linda is known for her calm presence, thoughtful communication, and dependable follow‑through. She approaches every partnership with integrity, discretion, and a human‑centered commitment to making work easier for others. She believes strong operations create space for leaders to thrive — and she brings that belief to every environment she supports.
Her Interview
Ten minutes with Linda
01What do you attribute your success to?
Linda attributes her success to faith, resilience, and a commitment to continuous growth. Beginning her career immediately after high school, she built her foundation through hands‑on roles in finance, insurance, real estate, and corporate operations — environments that demanded precision, consistency, and adaptability. Her faith has been a steady anchor throughout that journey, helping her move from uncertainty into a place of calm and confidence.
Encouragement from others, paired with her own determination, strengthened her ability to support leaders at a higher level. Over time, she has learned that meaningful growth is built through consistency, thoughtful effort, and the willingness to keep moving forward — one intentional step at a time.
02What’s the best career advice you’ve ever received?
The most impactful advice Linda has received is the importance of consistency and reliability. Across industries — from banking and insurance to real estate capital and executive operations — she has seen firsthand that integrity, follow‑through, and the ability to do excellent work even when no one is watching are what build lasting trust.
These qualities become your reputation, and that reputation opens doors, creates opportunities, and allows you to support others with greater impact.
03What advice would you give to young women entering your industry?
Linda encourages young women to stay committed to their path and avoid being discouraged by pace, comparison, or competition. Whether entering administrative operations, executive support, or broader business environments, she believes growth is not a race — it is a personal journey shaped by understanding who you are and building from that foundation.
She recommends investing in continuous learning, using tools and resources that support development, and staying grounded in one’s own voice and values. Authenticity, patience, and consistency create long‑term impact — and the most meaningful opportunities come from showing up as yourself, again and again.
04What are the biggest challenges or opportunities in your field right now?
One of the greatest challenges businesses face today is scaling without the operational structure to support it. Across industries — including finance, real estate, nonprofit operations, and remote executive support — Linda has seen how complexity increases as organizations grow. Without clear systems, communication channels, and coordination, progress can stall.
Yet this challenge also presents a powerful opportunity. Businesses that invest in workflow clarity, operational support, and sustainable systems position themselves to grow with stability and confidence. The continued shift toward virtual operations has further expanded the ability to support leaders efficiently, enabling high‑level operational partnerships regardless of location.
05What values are most important to you in your work and personal life?
The values that guide Linda’s work and life are consistency, integrity, and genuine care for people. Across every industry she has supported — from banking and insurance to real estate capital and executive operations — she believes in showing up with intention, approaching responsibilities thoughtfully, and ensuring that those she supports feel considered and valued.
Kindness and care are not separate from her professional approach — they are central to how she operates. Through My Virtual Tender Touch and her work at Squared Away, she blends structure, clarity, and a steady, human‑centered presence to create environments where people feel supported, operations feel manageable, and progress can unfold with greater ease.
Her Content Hub
Articles by Linda
As AI reshapes the workplace and hiring grows more competitive, many experienced professionals are navigating a difficult transition.
While the world often encourages us to keep up, speed up, and stay visible, many women are redefining leadership through steadiness. This approach creates space for thoughtful choices, meaningful work, and a leadership style rooted in clarity and purpose.
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