Portfolio = Proof

Fratella has spent eight years building a consulting practice almost entirely on referrals. She knows publishing her ideas would grow her reputation, but client work wins every time. Preston and Kendall Cherry, ghostwriter and author of Here to Sell, dig into how busy freelancers can turn what they already know into content that brings in clients. Kendall explains why she reposts a library of about 50 "greatest hits" over and over, how moving her old Instagram posts to LinkedIn closed more business in three months than she'd landed the entire previous year, and where to find ideas when you're starting from zero—inquiry forms, sales calls, social comments, and even the things that annoy you most about your industry. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Kendall Cherry → https://kendallcherry.com Here to Sell (Kendall's book) → https://www.heretosellbook.com Kendall Cherry on LinkedIn → https://www.linkedin.com/in/kendall-cherry/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Kendall Cherry walked out of a Fortune 100 C-suite ghostwriting job with $10,000 in savings and built a multi-six-figure ghostwriting business from scratch. Now, with AI pumping out more content than ever, she's seeing something most people wouldn't predict: demand for premium, human-written sales copy is climbing. Preston calls an audible on this episode and puts his own question to Kendall: what does AI really mean for the future of writing careers? They dig into "lowest common denominator messaging," why editing an AI draft can take an expert twice as long as writing from scratch, how Kendall tackles the AI question head-on in her sales process, and why people's craving for real, human connection isn't going anywhere. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Kendall Cherry → https://kendallcherry.com Here to Sell (Kendall's book) → https://www.heretosellbook.com Kendall Cherry on LinkedIn → https://www.linkedin.com/in/kendall-cherry/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Preston and guest AJ Cassata dive deep into the art of pricing, revealing how freelancers can confidently raise their rates without losing momentum. Learn the counterintuitive strategies that can help you attract better clients, work less, and earn more. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of Freelance to Founder, we dive deep into the art of finding your niche, exploring practical strategies for designers and content creators navigating the complex world of freelance work. Preston and Christine break down the myths about specialization and offer invaluable insights for finding your unique professional path. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

Are you a freelancer struggling with the nerve-wracking task of increasing your prices? In this eye-opening episode, Preston Lee and guest host Christine Olivas dive deep into the art and science of rate increases, offering invaluable insights for freelancers at any stage of their career. Whether you're battling imposter syndrome or wondering if your rates truly reflect your worth, this episode is your roadmap to confident pricing. Links: Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

It can be a real challenge to create a portfolio that actually converts new clients. This episode of Freelance to Founder dives deep into creative ways to showcase your professional expertise, even when you're new to the freelance world. Preston Lee and Christine Olivas share insider tips on how to build a compelling portfolio that attracts clients and demonstrates your value. Links: Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

Tired of networking groups that feel more like spam factories than genuine connection opportunities? In this episode, Clay breaks down the art of finding professional groups that actually deliver value, sharing insider tips from his own successful agency-building journey. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

What happens when a client's spouse starts meddling in your carefully crafted design process? In this episode, we dive deep into the tricky dynamics of managing client relationships when unexpected stakeholders enter the scene. Whether you're a freelance designer, consultant, or creative professional, you'll want to hear our strategies for navigating these delicate professional waters. Support our show sponsors: https://freelancetofounder.com/sponsors Submit your own question: https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

Drowning in proposal and contract paperwork? Clay and Preston reveal the surprising truth about client management tools—it's not about finding the perfect software, but something else entirely. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices

Have you ever sent a proposal, completed extra work, and then panicked about sending the invoice? Laura did exactly that—and she's convinced she's about to lose a valuable client. But here's the thing: the disaster she's imagining might only exist in her head. In this episode, Clay and Preston tackle the all-too-common problem of freelancers building up worst-case scenarios before anything bad actually happens. They break down why you should send that invoice, how to handle pushback if it comes, and why the story you're telling yourself is probably far worse than reality. If you've ever hesitated to bill a client for work you've done, this episode will give you the confidence to stop panicking and start acting. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Learn more about your ad choices. Visit megaphone.fm/adchoices