The Freelance Shift

Jennifer F

Welcome to The Freelance Shift. I’m Jennifer, and I help freelancers simplify their tools and workflows so they can work less, earn more, and avoid burnout. This is your go-to space for practical, real-world freelancing—covering clients, pricing, systems, and the simple tech that actually makes your business easier to run. If you’re tired of feeling overworked and disorganized, you’re in the right place. Each week, I’ll share clear, actionable strategies to help you work smarter, stay organized, and build a freelance business that actually works for you. Follow along for weekly tips.

  1. 1d ago

    Use Copilot to Create a Project Update in Minutes (Ep 138)

    Related videos to watch next: How I Use Copilot to Build a Project Plan in Minutes (Ep 102) https://youtu.be/NvwywOqk2rMTurn Meeting Notes Into a Project Plan With Copilot (Ep 131) https://youtu.be/qVMt8iRHi2MI Asked Copilot to Find the Risks in My Project Plan (Ep 13) https://youtu.be/KBopEqOMlgE That “quick project update” just became another task on your to-do list that if your Excel tracker could do more of the work?In this step-by-step Microsoft Copilot tutorial, I’ll show you how to turn an existing Excel project tracker into a clear, professional stakeholder update in minutes—with six practical prompts you can try on your own projects.You’ll learn how to: ✅ Summarize completed work and tasks in progress ✅ Identify upcoming milestones, overdue tasks, and potential risks ✅ Highlight decisions and approvals that need attention ✅ Create a red, yellow, and green project status report ✅ Draft a concise client email ✅ Build a repeatable weekly reporting workflow You’ll also see what to check before sending your update, so you stay in control of the facts and the message.If you’re a freelancer, consultant, or project manager juggling deadlines and client communication, this workflow can help you spend less time writing updates and more time moving projects forward.Subscribe to The Freelance Shift for practical ways to use AI, manage client projects, and build a more efficient freelance business.#MicrosoftCopilot #Excel #ProjectManagement The Freelance Shift Use Copilot to Create a Project Update in Minutes (Ep 137) https://thefreelanceshift.com

  2. 3d ago

    Be Your Own Freelance Benefits Department (Ep 137)

    How do you save for retirement, cover healthcare costs, and handle unpredictable income as a freelancer? In this video, I explain four accounts that can help: a Health Savings Account (HSA), a personal IRA, a SEP IRA, and a high-yield savings account.I’m sharing how these accounts fit into my financial setup—and how I’m balancing retirement savings with paying college tuition for my two daughters.We’ll cover: • What each account is and how freelancers and solopreneurs can use it • HSA healthcare expenses, reimbursement, and withdrawal rules after age 65 • The differences between personal IRAs and SEP IRAs• Using a high-yield savings account for an emergency fund and cash flow cushion • Making financial decisions when family priorities compete for the same money Reading Add a Zero by Rose Han encouraged me to rethink how I organize my freelance income. Here’s what I changed—and what I’m still figuring out.What two financial priorities are hardest for you to balance? Share in the comments.Subscribe to The Freelance Shift for practical conversations about freelancing, self-employment, and building a business that supports your life.This video shares my personal experience and opinions, not individualized financial, investment, or tax advice. U.S. account rules and eligibility vary.#FreelancerFinances #SelfEmployed #RetirementPlanning The Freelance Shift Be Your Own Freelance Benefits Department (Ep 137) https://thefreelanceshift.com

  3. Oct 22

    How I Handle Health Insurance as a Freelancer (Ep 136)

    Related video: Health Insurance for Freelancers: My Experience & Sticker Shockhttps://youtu.be/Kg-I0ltntcYAlmost $1,000 a month for health insurance—and the pharmacy still asked, “Do you have another insurance?”I’m Jennifer from The Freelance Shift. Losing employer-sponsored health insurance was one of the scariest parts of leaving my professor job. Now, Blue Cross is discontinuing my PPO option for 2027 and moving me to an HMO.In this video, I share what I’m paying for coverage just for myself, why my income makes me ineligible for a federal premium subsidy, and the options I’m considering. My children are covered through my ex-husband’s insurance.I also explain what I recently learned about GoodRx, how its prescription coupons can sometimes cost less than using insurance, and the deductible tradeoff to check.I’m not an insurance specialist. This is my personal experience, and I’m still thinking through my decision.Have you switched from a PPO to an HMO? How do you handle health insurance as a freelancer? Share your experience and suggestions in the comments. Official resources: • Self-employed coverage: https://www.healthcare.gov/self-employed/• Enrollment dates: https://www.healthcare.gov/quick-guide/dates-and-deadlines/ • Plan types: https://www.healthcare.gov/choose-a-plan/plan-types/ • Federal subsidy eligibility: https://www.irs.gov/credits-deductions/premium-tax-credit-ptc-overview • Prescription price comparisons: https://www.goodrx.com/#FreelanceShift #FreelancerLife #HealthInsurance The Freelance Shift How I Handle Health Insurance as a Freelancer (Ep 136) https://thefreelanceshift.com

  4. Oct 15

    The Career Alternative Most Professionals Overlook (Ep 134)

    Related articles and videos: What I Learned Building a Fractional Executive Careerhttps://www.fastcompany.com/91507342/what-i-learned-building-a-fractional-executive-careerA Day in the Life SeriesMonday: https://youtu.be/X9QUAuC-RzATuesday: https://youtu.be/KTBeAaNFpTYWednesday: https://youtu.be/zYRD9oaIV8IThursday: https://youtu.be/83JRN1jKIIoFriday: https://youtu.be/hEotaqKcPcoWhat if the best next step in your career isn't finding a better job—but working for multiple companies instead?I'm currently working with 7 different clients, and I've discovered something that many experienced professionals overlook: you don't have to depend on one employer to build a successful, rewarding career.More companies are turning to fractional professionals, freelancers, contractors, and consultants to access experienced talent without hiring full-time employees. And this could create opportunities for people who already have valuable professional skills.In this video, I share how I've built my freelance business around multiple clients, why this approach can give you more control over your income, and what you need to know about the growing world of fractional work.Inspired by a Fast Company article about building a fractional executive career, I'll also share practical strategies for finding opportunities that may never appear under the title "freelance."You may already have the skills companies need. You just need to know where to look.Subscribe to The Freelance Shift for practical freelancing strategies, AI tools, and real-world insights into building a profitable independent business.#Freelancing #FractionalWork #CareerChange #FreelanceBusiness #ConsultingThe Freelance ShiftThe Career Alternative Most Professionals Overlook (Ep 134)https://thefreelanceshift.com

  5. Oct 13

    Why More Professionals Are Choosing Freelancing (Ep 133)

    The freelance economy is booming—but are experienced professionals missing out on one of the biggest career opportunities?xI recently came across an Inc. magazine article, "The Freelance Economy Is Booming Right Now," and it got me thinking about why more professionals are choosing to build their own freelance businesses instead of relying on traditional employment.After more than 20 years in education, training, and instructional design, I've built a freelance business working with multiple clients in consulting, training, and AI. And one of the biggest lessons I've learned is that you don't have to start over to become a successful freelancer.In this video, I share four reasons professional freelancing is becoming more attractive, how it can give you greater control over your career and earning potential, and why your existing experience may be your greatest advantage.Whether you're considering freelancing after 40, exploring independent consulting, or looking for ways to earn more using skills you already have, this video will help you see what's possible.📰 Read the Inc. article that inspired this video:https://www.inc.com/brian-honigman/the-freelance-economy-is-booming-right-now/91302893Subscribe to The Freelance Shift for practical strategies, AI tools, and real-world advice on building a profitable freelance business.#Freelancing #FreelanceBusiness #CareerChange #FreelancingAfter40 #IndependentConsultantThe Freelance Shift Why More Professionals Are Choosing Freelancing (Ep 133)https://thefreelanceshift.com

About

Welcome to The Freelance Shift. I’m Jennifer, and I help freelancers simplify their tools and workflows so they can work less, earn more, and avoid burnout. This is your go-to space for practical, real-world freelancing—covering clients, pricing, systems, and the simple tech that actually makes your business easier to run. If you’re tired of feeling overworked and disorganized, you’re in the right place. Each week, I’ll share clear, actionable strategies to help you work smarter, stay organized, and build a freelance business that actually works for you. Follow along for weekly tips.