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Off the Books

Off the Books

著者: Collective
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概要

Running a business of one means you’re the CEO, marketing team, bookkeeper, and the person who answers the 9 p.m. emails. Off the Books is where real solopreneurs pull back the curtain on how they make it work.


Each week, hosts Nikita Turk and Jonny Styron sit down with a member of the Collective community to get past the highlight reel. You’ll hear how they started, how they price their work, how they find clients, what a typical day looks like, and what they’d do differently. Every guest wraps with their “off the books” advice: the one piece of wisdom they’d pass along to other solopreneurs.


Expect conversations that are inspiring, interesting, and informative, with a healthy dose of honesty and humor. Whether you’re thinking about starting small, figuring out your finances, or growing from a team of one to something bigger, you’ll walk away with ideas you can use.


Off the Books is brought to you by Collective, the back-office solution for businesses of one, with S Corp formation, bookkeeping, payroll, and tax services in one place.


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© 2026 Off the Books
マネジメント・リーダーシップ リーダーシップ 経済学
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  • AI Stole Her Client. Here’s Why She’s Doubling Down on People | Jasz Rae Joseph
    2026/11/04
    One of Jasz Rae Joseph’s longtime clients called to pause their contract. The reason? He’d rebuilt everything she did for him inside Claude.It’s the moment a lot of solopreneurs in marketing and digital services are bracing for. But Jasz didn’t walk away from that call panicking. She walked away inspired, and more convinced than ever that the future of her business is human connection.In this episode of Off the Books, Jonny and Nikita sit down with Jasz Rae Joseph, founder of Jasz Rae Digital, a data-driven marketer who helps B2B founders build simple, repeatable lead generation systems. Jasz has a refreshingly human take on a topic that makes most people cringe. To her, lead generation isn’t cold emails and spammy DMs. It’s relationship building at scale: becoming the person people already know, like, and trust, so when a need comes up, you’re the first one they think of.Jasz takes us back to where it all started. She spent years at a small marketing agency that felt surprisingly entrepreneurial. She owned her client accounts, built their strategies, and got a rare behind-the-scenes look at how agency pricing actually works. But the billable-hour grind eventually caught up with her. Her breaking point came while folding laundry at home, when her brain automatically logged it as “0.25 of an hour.” That’s when she knew she needed out.Under a strict contract that didn’t allow side work, she landed her first client quietly, a $3,000-a-month retainer she was sure was entirely hers. (Spoiler: taxes had other plans.) When she called her CEO to quit, he didn’t just wish her well. He became her second client.From there, Jasz made a choice that shaped everything: she didn’t set out to be a freelancer. She set out to build an agency. That meant planning from day one to partner with other solopreneurs, budget for them within her margins, and set clear boundaries around what she owned and what she passed off, instead of doing everything herself and trying to untangle it later.We also talk about how she finds clients through a “web” of networking, community, referrals, LinkedIn, and her newsletter; why consistency beats chasing every platform (she’s openly not an Instagram person); and how she’s using AI as a tool without letting it define her. Plus, she shares the story behind the women founders’ retreat in Tulum she launched as an experiment, and why it’s become proof that bold ideas are worth testing.Whether you’re a marketer watching AI reshape your industry, a new solopreneur figuring out how to find clients, or someone who just needs a reminder to find your people, this episode is packed with practical, honest advice.IN THIS EPISODE, WE TALK ABOUT:Life in Pittsburgh, her rescue beagle Uno, and rediscovering her hometown’s food scene as an adultWhy Jasz thinks of lead generation as “relationship building at scale”What her work looks like as a fractional CMO for larger companiesThe lead generation roadmaps she builds for fellow solopreneurs, and why that work is her passion projectWhy in-person community is gaining traction, and how it accelerates growth in ways social posts can’tThe founders’ retreat in Tulum she launched for women business ownersThe day a longtime client paused their contract because Claude could do her workWhy business owners of every size need peers they can be vulnerable withThe feast-or-famine reality of solopreneurship, and why only other founders really get itHow her clients find her, and why there’s never just one sourcePlanting seeds that may take months or years to growChoosing the channels that feel natural to you, and doubling down on consistencyHer agency background and how it gave her a head start on pricing and client managementThe laundry moment that made her quit the billable-hour lifeThinking she could keep her entire $3,000 retainer, before learning about taxesHow her former CEO became her second clientBuilding to scale from day one, instead of doing everything yourself firstEmbracing AI while figuring out what only you can bring to the tableWhy feeling “behind” on AI is often relativeOutsourcing, whether to tools, platforms, or people, and how to find ones you trustWhy you need financial partners who understand your specific business modelHer best advice for solopreneurs right now: experiment, and fail fastTIMESTAMPS:00:00 Welcome to Off the Books 01:08 Three things to know about Jasz 03:02 The elevator pitch: lead gen as relationship building at scale 04:16 What the work actually looks like 07:06 Building community and a women founders’ retreat 09:55 The day AI replaced a client 13:35 How clients find her 16:02 Planting seeds and showing up consistently 18:01 The origin story of Jasz Rae Digital 19:38 The laundry moment that changed everything 20:28 $3,000 a month, and a CEO who became her second client 22:17 Why ignorance was bliss, and building like an agency from day one 25:00 Staying current as AI ...
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    39 分
  • "I Quit My Dream Job With No Plan” | Mari Serrano
    2026/10/23
    She had the title, the salary, and the leadership role she’d worked her whole career for. Six months later, she knew it wasn’t right.In this episode of Off the Books, Jonny and Nikita sit down with Mariana “Mari” Serrano, founder of The Cadence of Social Impact, a social enterprise that partners with organizations, coalitions, philanthropic groups, and companies to turn big visions for social change into real strategy and lasting impact. Mari’s story is one that a lot of solopreneurs will recognize: doing everything “right,” reaching the goal, and realizing the goal wasn’t actually yours.Mari came up through public health. She earned her master’s, built her career, and landed a social impact role created specifically for her at a $50 million nonprofit. On paper, she’d made it. But within weeks, something felt off. She watched high-impact projects disappear the moment grant funding dried up, and saw organizations competing for resources instead of working together. After one afternoon crying in her car on the drive home, she took a weekend outside to sit with herself, and started daydreaming about what an organization built on relationships could look like.Then she did something bold. LinkedIn suggested she connect with a stranger named Taylor Tucker, so she slid into his DMs and asked him to coffee. That one-hour coffee turned into three hours, a brainstorming session at her house the next day, and eventually the foundation of The Cadence. Four months after that first conversation, Mari quit her job with no business plan, no roadmap, and no backup funding. Two and a half years later, The Cadence works with clients ranging from grassroots organizations to Microsoft, and juggles nearly 20 projects at a time.In this conversation, Mari opens up about trusting your gut when your brain says it’s a bad idea, changing your relationship with fear and failure, and why she believes the best business strategy is relationships. She also walks us through the surprisingly creative business model behind The Cadence, including how a for-profit social enterprise uses fiscal sponsorship to bring grant funding to clients who couldn’t otherwise afford support.Whether you’re thinking about leaving a stable job, building a business around your values, or just trying to keep all the plates spinning as a business of one, this episode is full of honest, practical, and genuinely inspiring insight.IN THIS EPISODE, WE TALK ABOUT:Why Mari was named after her great-great-great grandmother, and the “ancestral wisdom” she carries with herConnecticut’s case for being the pizza capital of the nation (New Haven, we see you)Her childhood dream of becoming the next Andrew Zimmern, and what food and travel taught her about cultureHer first job at 12, tutoring elementary students through a youth workforce program in Waterbury, Connecticut, and why she still goes back to visitWhat she spent her first paycheck on (graphic tees were involved)Landing a dream role at a $50 million nonprofit and realizing six months later that it wasn’t the right fitThe limits of grant-funded impact, and why she wanted to build something that lasts beyond a funding cycleThe LinkedIn DM to a complete stranger that changed the course of her careerQuitting with no plan, and why investing in the right people mattered more than a business planThich Nhat Hanh’s idea that a flower is made of non-flower elements, and how it shaped her approach to building a businessWhy “our bodies know first” and how to trust that signalBefriending fear instead of ignoring it, and the value she calls “pragmatic faith”Why The Cadence started as an LLC and later moved to an S CorpThe three buckets of The Cadence’s work: transformative consulting, communities of practice and learning labs, and reparative capital through seed grantsHow their membership model puts 15% of dues into a collective fund that members decide how to useBuilding a mutual aid economy through “offers and needs” gatheringsGrowing entirely through word of mouth, with no marketing spend beyond a websiteDiscovering she was already a consultant before she knew the word for itSliding scale pricing, and how fiscal sponsorship helps keep services accessibleWhy The Cadence calls its clients “partners” and works to be non-extractiveMari’s best advice for solopreneurs: practice random kindness and senseless acts of beauty, starting with yourselfThe tools that help her manage it all, including Collective, Monday.com, and Google WorkspaceTIMESTAMPS:00:00 Welcome to Off the Books 00:46 Three things to know about Mari 03:58 Her first job at 12 years old 06:01 What she did with her first paycheck 07:16 The movie trailer version of her story 08:47 “Six months later, I don’t like it” 10:27 The afternoon in her car, and the daydream that followed 11:50 One LinkedIn DM to a complete stranger 15:08 Quitting with no plan and no roadmap 17:13 Giving yourself permission to ...
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    32 分
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