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Interview: How to Build a Profitable Agency You Actually Like Running (and Escape the Referral Trap)
Behind the Agency Podcast with Jason Swenk, Founder of Agency Mastery 360
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Prefer the highlights? Key takeaways and summary below.
TL;DR – Key TakeawaysJason started an agency “by accident” in 1999, grew it for 12 years, then sold it after hitting 8 figures.
Worst advice: “Make a sub-brand for smaller clients.” Translation: do the same work for less money and get beat up more.
If you’re stuck under $1M–$2M, the problem usually isn’t tactics… it’s foundation + the owner being the bottleneck.
Two clarity exercises that actually work:
Fist-circle exercise: write what you hate outside the circle + what you love inside it.
Calendar highlight exercise: mark meetings red (draining) and green (energizing).
Qualification framework: NBAT = Need, Budget, Authority, Timing. Find it in the first 20–30 minutes or you’ll waste months.
Pricing mistake to avoid: don’t start low when asking budget. Jason uses a “reverse auctioneer” approach to force a real range.
Marketing mistake to avoid: leading with “about us” fluff (awards, process, office dogs). Lead with the prospect’s pain first.
Hiring lesson: don’t hire your twin. Hire for core values and fill your weak spots. Then coach with 1-3-1 so people stop depending on you.
More clients than you've ever had, less profit than last year, and a pipeline that runs on people remembering you exist. Somewhere in the last two years you started making worse decisions because you had less time to make them.
Jason Swenk hit that wall at $2M. He started an agency by accident in 1999, grew it for 12 years working with the likes of LegalZoom and Porsche, and sold it at eight figures, so he's been through the part you're in.
His diagnosis for anyone stuck under $1M or $2M is blunt. It usually isn't tactics. It's the foundation, and it's the owner sitting in the middle of everything.
So he uses two exercises that take an afternoon. Draw a circle, put the work you love inside it and the work you hate outside it.
Then go through your calendar and mark every standing meeting red if it drains you and green if it doesn't. Where your week goes is the answer.
And his qualification framework will save you months. Need, budget, authority and timing, settled in the first 20 to 30 minutes.
His line on the aftermath is the one I'd pin up. There's no such thing as a bad client, only a bad prospect or a bad process.
Take the free Bottleneck Score →
Meet the GuestJason Swenk is the founder of Agency Mastery 360 and host of The Smart Agency Masterclass podcast (10+ years, never missed a week). He built and sold his own agency after growing it over 12 years, working with big names like LegalZoom, Lotus Cars, and Porsche. After selling, he tried the “I’ll go build an app” path and hated it—then found his real lane: helping agency owners build agencies that are profitable, scalable, and not miserable to run.
Episode Summary1. Accidentally starting an agency (and learning the hard way)
Jason’s story is peak agency-world chaos in the best way.
He graduated college, took a corporate job at Arthur Andersen, hated it, and made a fake band + website as a joke. That site got attention, then people started asking him to design websites… and suddenly he had an agency.
He didn’t even know what an invoice was at first. He just kept learning by getting punched in the face repeatedly (like most founders do).
2. The main tension: referral growth feels good… until it turns on you
Jason nailed the trap a ton of agencies fall into:
Referrals bring you work. Then you hire to handle work. But the work is the same price (or worse), so you add stress without adding profit. And eventually you start making less money while working more.
Jason hit this around $2M and flat-out hated his agency. His wife basically called it out: “You’re miserable—why don’t you shut it down and get a job?”
That moment forced clarity.
“Our business was really kind of based on referrals, which aren’t scalable… and I just hated the agency.”
3. Their unique way of solving it: get clarity, then rebuild your role
Jason’s core point: most agencies don’t have a growth problem. They have a founder-role problem.
You can’t scale past the owner’s capacity, skill set, and tolerance for chaos.
So he did the uncomfortable work: figuring out what he hated, what he loved, and what he needed to stop doing.
4. The circle exercise, and the calendar you mark red and green
Here are the key models Jason laid out:
A) The “Circle” clarity exercise (simple, brutal, effective)
Grab paper. Put your fist on it. Draw a circle around your fist.
Spend 30–40 minutes writing everything you hateoutside the circle.
Then write what you loveinside the circle.
This is how he realized he liked:
coaching/mentoring the leadership team (not everyone)
setting direction
building key relationships
…and disliked the stuff that was draining him (project management, HR, account management, etc.)
B) The calendar red/green audit
Print your last 2 weeks of calendar
Highlight meetings:
Red = sucked the life out of you
Green = gave you energy
Then use that to decide what to delegate/hire for.
C) “The 3 Whos” (hard decisions agencies avoid)
Who do you need to hire?
Who do you need to get rid of? (painful, but real)
Who do you need to become to level up?
Jason’s opinion (that I agree with): the owner is usually the bottleneck, but it’s easier to blame the market than fix your own role.
D) Sales qualification: NBAT
Need: do they need what you do?
Budget: do they have the money?
Authority: can they decide?
Timing: is this real now?
He says you should find this out in 20–30 minutes, otherwise you’ll waste months.
E) The “reverse auctioneer” budget move
Instead of anchoring low (“Is your budget $1k or $500k?”), he lists ranges from high to low to avoid dragging the prospect toward the smallest number.
F) Foot-in-the-door offer
Stop giving away strategy for free. Sell a paid “first step” (blueprint/roadmap/mind map). It qualifies the client and increases odds they buy bigger work later.
G) 1-3-1 leadership coaching
When someone brings a problem:
1 problem
3 options they see
1 recommendation they choose
Then they run with it.
That’s how you stop being the “decision vending machine.”
5. Marketing that leads with your awards, and hiring your own twin
Jason called out two common agency cringes:
Marketing that leads with the agency: awards, process, team photos, office culture, “how many coffees we drink,” etc.
His take: nobody cares (except you and maybe the dog). Lead with the prospect’s problem.
Hiring your twin: founders hire someone who thinks like them, then wonder why operations still suck.
You don’t need a clone. You need coverage.
Also: he had a painful example of losing a deal because he didn’t ask budget and pitched $20–30k to a giant that expected ~$300k. That’s a brutal but common lesson.
6. From accidental operator to intentional CEO
Jason’s “graduation path” is basically:
Founder → accidental do-everything operator → intentional CEO who:
defines direction
builds leaders
creates the right acquisition + qualification system
owns key relationships
stops doing work that drains them
And he made a spicy point I liked:
If your revenue drops but your profit and happiness jump, you might be winning.
“It’s not always about top line revenue… I want everyone to be profitable and do the things they love doing.”
7. Hire for what you’re bad at, not for what you’re good at
Jason’s hiring POV is very “grown-up agency”:
Start with self-awareness: what are you terrible at?
Don’t “fix” your weakness by forcing yourself to become good at it. Hire for it.
Hire by core values, not just skills.
He gave a clean example: he hired a salesperson from a bigger agency, but that person wasn’t resourceful (they were used to lots of support). In a leaner environment, they failed.
Then: set goals, communicate constantly, get out of the way, and coach leaders (don’t solve every problem for them).
Notable Quotes“It’s not always about top line revenue.”
“There’s no such thing as a bad agency client. There’s only a bad prospect or a bad process.”
“Most agencies are trying to go after anybody and everybody.”
“You do not need to hire your twin.”
Related EpisodesEp. 44: Sequencing Your Way Past the $2M Referral Ceiling
Ep. 52: Founder-Led Sales Is a Growth Ceiling (Here's How to Escape It)
Ep. 29: What Happens When Your Inbound Pipeline Disappears Overnight
Visit → agencymastery.io
Podcast → The Smart Agency Masterclass (2x/week)
Want More Interviews Like This?Subscribe to the show on YouTube →
Subscribe to my weekly newsletter →
If this resonates, here's your next step.Pick the path that fits where you are right now. No pitch deck. No pressure. Just clarity.
Start with the free Bottleneck Score →
See how the Program works →
Behind the Agency Podcast with Jackie Sinex, Founder & Operator of Webii
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Prefer the highlights? Key takeaways and summary below.
🔑 TL;DR – Key TakeawaysWebii has been around since 1996 and evolved from early web hosting into a custom web design + development firm.
Jackie got pulled in by early internet culture (IRC, chatting with people worldwide) + a fine arts background that turned into HTML/front-end work.
Early mistake: scope creep from wanting to be liked and saying “yes” too often.
Another common trap: getting overconfident after a great first call and showing up underprepared to the next meeting.
Jackie’s core belief: most agency problems are a communication breakdown (either side).
Growth has mostly come from referrals, backed by SEO/inbound, plus a “Texas advantage” (local buyers prefer proven in-state vendors).
Their differentiator isn’t “better code” — it’s communication + collaboration, especially for clients burned by poor vendor communication.
Retention play: treat small projects with enterprise-level respect (“concierge service”) and make the marketing lead look good to their boss.
Simple but powerful: ask happy clients for Google reviews with a clear 5-minute ask.
Team retention: skip the once-a-year checkbox review and do regular conversations about workload, what’s working, what’s not, and what they want.
The prospect on your call has been burned. Their last developer was technically fine and then went quiet for three weeks, and nobody mentioned the slip until the launch date had already passed.
So they're not really asking about your stack. They're asking whether you'll go quiet too.
You win those deals. You win them because you pick up the phone and say the awkward thing early. But that's you doing it personally, on every account, and it isn't written down anywhere.
Jackie Sinex has run Webii since 1996 and has kept it under twenty people on purpose. Nearly three decades in, her answer for what makes the business hard to replace isn't the code. It's communication, run as a deliverable with a process behind it instead of a founder trait.
So she made the habits repeatable. Small projects get the same concierge treatment as the big ones, and the client's marketing lead gets made to look good in front of their own boss.
Happy clients get a specific five-minute ask for a Google review, not a vague request for a testimonial.
And she's candid about what it cost her to learn this. Early on she let scope creep happen because she wanted to be liked, which is a more common origin story than most founders admit.
Take the free Bottleneck Score →
🎙️ Meet the GuestJackie Sinex is the founder and operator of Webii, a custom web design and development firm that’s been operating since 1996.
Webii works with a mix of:
higher ed + e-learning
B2B companies
nonprofits
They’re a small team (under 20) and have stayed intentionally lean while building long-term client relationships.
📌 Episode Summary1. Origin story: fine arts + early internet obsession → agency life
Jackie didn’t start out dreaming of “owning an agency.”
She got hooked on the early internet (mid-90s) after a friend showed her tools like IRC — the idea that you could talk to people all over the world instantly.
At the same time, she was studying fine arts, and gradually started mixing “art + digital” through graphic work and HTML/front-end development.
Then reality hit: she graduated into a rough job market and couldn’t land the graphic design roles she wanted.
So she teamed up with her partner on what was originally more of a web hosting company, and over time it evolved into a custom web dev firm.
At some point she basically said:
“Enough job hunting. I’m going all-in on this.”
2. The main tension: agencies don’t fail from bad work — they fail from silent drift
Jackie’s take is blunt and pretty accurate: most problems in agency life come from not communicating early enough.
Sometimes it’s the agency not asking the right questions.
Sometimes the client has internal drama (acquisitions, leadership changes, shifting priorities) that they don’t share until it blows up.
You can’t prevent every curveball, but you can stop most fires by setting the expectation that communication is frequent and normal.
“Most of the problems… is just a lack of communication at some point.”
3. Their unique way of solving it: “communication + collaboration” as the product
Jackie said her two favorite words are communication and collaboration — and that’s not fluff for her, it’s positioning.
She’s noticed something a lot of clients learn the hard way:
There are plenty of talented devs who are terrible at communication, project management, and running a business.
So prospects often show up at Webii after a disappointing experience somewhere else.
Webii wins by:
listening first
understanding the real pain (usually stress + risk + feeling stuck)
offering a solution that fits the client, not forcing them into a box
A simple analogy you used in the interview nails it: it’s like a good doctor. People don’t just want a prescription — they want someone to actually listen before diagnosing.
4. Four rules that turn communication into a deliverable
Webii’s “framework” is less a named system and more a few repeatable rules:
Say “no” early (or renegotiate) the moment scope starts creeping
Treat communication like a deliverable, not an afterthought
Don’t confuse “good rapport” with “deal closed” — show up prepared every time
Respect small projects like big ones (clients feel “concierge-level” care)
5. Scope creep from people-pleasing, and the second meeting she stopped preparing for
Two honest ones from Jackie:
Scope creep from people-pleasing:
“Can you do this for no more money?” → and you say yes → and eventually the project loses money and the team suffers.
Overconfidence after a great first call:
Feeling “we’re definitely getting this” → showing up less prepared to the next meeting → losing the project.
The fix is simple (and hard): boundaries + preparation, every time.
6. Setting the standard, and backing the team when a project goes sideways
Jackie’s still involved in business development because she enjoys it, but her “founder value” really shows up in two places:
setting the culture and expectation that communication matters
backing up her team when projects get stressful (“we’ll solve it together”)
That second part is sneaky important. People don’t burn out just from hard projects — they burn out when they feel alone in them.
7. Under 20 by design, and the review that replaced the annual checklist
Webii has stayed under 20 people by design.
Jackie changed their people management approach after hearing a conference speaker share a different way to do reviews:
Instead of the annual checklist, just ask real questions regularly:
How’s your workload?
What’s working / not working?
What resources do you need?
What’s a waste of time?
What should we change?
Then actually implement good ideas employees share.
When people see their feedback turn into reality, they feel respected — and they stick around.
💬 Notable Quotes“I honestly just wanted everyone to like me… and I would allow scope creep to happen.”
“Most of the problems… is just a lack of communication.”
“Communication and collaboration.”
“You may be giving them peace of mind by taking a monumental task off their shoulders.”
Related EpisodesEp. 35: How to Win Clients Who Got Burned by Their Last Agency
Ep. 49: Weekly Client Calls, Referral Networks, and 15 Years of Retention
Ep. 34: How Fan Emails and Case Studies Built a 25-Year Agency
Visit → webii.net (or webii.com)
LinkedIn → JSinex (JSINEX)
Want More Interviews Like This?Subscribe to the show on YouTube →
Subscribe to my weekly newsletter →
If this resonates, here's your next step.Pick the path that fits where you are right now. No pitch deck. No pressure. Just clarity.
Start with the free Bottleneck Score →
See how the Program works →
You tried a channel. Gave it three months and a small budget, got nothing usable, and quietly filed it under things that don't work for agencies like yours. So marketing keeps getting labelled a failure when it was really starved, and meanwhile the pipeline still depends on people you already know deciding to call.
Tony Wilson is a fractional CFO for digital and software development agencies, and he is not the protect-the-cash stereotype. His argument is the opposite: most agencies are not overspending on growth, they are badly underspending. Agencies typically put 3 to 8% of revenue into sales and marketing, while high-growth companies are often at 15 to 25%. So when a founder says marketing did not work, his first question is how much went behind it, and for how long.
What's in this one
Tony Wilson
He co-founded Wilson Talbot with Daniel Talbot, a firm for agency owners who want to build a business they love without going bankrupt in the process. He posts on LinkedIn most weekdays.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/your-agency-isnt-bad-at-marketing">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou build demand for a living. You know how to plan a content program, what to measure, and how to keep a client's team honest about it. Then you look at your own and find a blog that stopped in March.
Eddie Saunders Jr. founded SpeakFriend, and his diagnosis is not a tactical one. It is the mechanic driving the junker: client work eats everything, and the longer you are buried in it the further you drift from why anyone hired you. The fastest fix costs nothing. Go back to the people who already said yes, ask what made them choose you, and build the messaging out of their words instead of yours.
What's in this one
Eddie Saunders Jr.
SpeakFriend: speakfriend.io
">https://www.speakfriend.io/">speakfriend.io
He is also active on LinkedIn, and he moonlights as a professional emcee and combat sports announcer.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/create-demand-with-thought-leadership">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou started broad because you had to eat, and you took whatever came through the door. Now the client list has a dozen different shapes in it, every project starts from scratch, and revenue swings hard from month to month. The instability feels like a demand problem.
Greg Mischio would say it is a structure problem. He founded Winbound after years as a copywriter, and he built it on long-term content retainers rather than project work. His line on the fear is the one most founders feel half of: specializing is scary, and not specializing is worse. Niching into manufacturing was not a branding exercise for him, it was a survival decision.
What's in this one
Greg Mischio
Winbound: winbound.com
">https://winbound.com">winbound.com
His newsletter is on the Winbound site.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/niching-into-manufacturing">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosRevenue is up and the margin isn't. You added service lines when things were busy, and now some of them lose money and you would struggle to say which. Your team tracks time for billing, or they don't track it at all because you have heard how much agencies hate it. So the one dataset that would answer the question is the one you don't have.
Kristin Anne Carideo has worked with and for marketing agencies since 2014 and co-founded Service Crowd, a networked ecosystem of B2B marketing and revenue operations providers. Her subject is the back end of agency growth: delivery economics, operational efficiency and client profitability. Time tracking, used for margin rather than invoices, is where she starts, and she is refreshingly unromantic about it.
What's in this one
Kristin Anne Carideo
Service Crowd: servicecrowd.io
">https://servicecrowd.io">servicecrowd.ioBehind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/agency-time-tracking">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou spent hours on the proposal. Discovery calls, research, a real plan with recommendations and a budget range. The prospect thanked you, said they needed to think about it, and you never heard back. So you gave away the most valuable thing in the room and charged for the part anyone could do.
Max Traylor helps agencies and consultants turn what they know into strategy-led offers they can deliver consistently and charge real money for. He ran an agency young, hated the treadmill of more services and more hires, and later licensed a strategic process to agencies around the world. His framing is the one that sticks: you're either a decision-maker or an order-taker, and most agencies accidentally build an organisation full of order-takers because the whole system is designed to deliver what the client asked for.
What's in this one
Max Traylor
He is the author of the Agency Survival Guide and the Consultant Survival Guide. In the episode he also recommends David C. Baker's The Business of Expertise.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/burn-the-menu">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou have an open role and you've written the job description for the person who'd solve everything. Senior strategist, strong on execution, great with clients, self-managing. That person exists. They cost more than the role earns.
Chris DuBois is an Army veteran turned marketing exec who now coaches agency leaders through Dynamic Agency OS. His framing is that agencies keep trying to assemble a team when the economics only support building one: on roughly 20% margins you cannot outbid the companies that can pay more for less stress. So stop looking for the Avengers and build the Mickey Mouse Club.
What's in this one
Chris DuBois
He coaches agency leaders through Dynamic Agency OS, and he is on LinkedIn, where he also runs a short email course on the biggest mistakes he sees agencies make.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/building-a-team-that-prioritizes-strategy">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou're still the only person who can sell. Not because you won't let go, but because nobody else can credibly speak to healthcare and ecommerce and SaaS and the local services client you took last spring. So sales moves at the speed of your calendar, and when you hand a deal to someone else it stalls, which convinces you the problem was the hire.
Corey Quinn spent about 17 years in agency sales, and his starting point is generous: founder-led sales isn't the problem. Being stuck in it is, and it makes the agency much harder to sell one day. He watched Scorpion grow from $20M to $150M in six years by narrowing, with the sales team going from 6 people to roughly 100 as the pitch became something teachable.
What's in this one
Corey Quinn
His book, Anyone, Not Everyone: A Proven System to Escape Founder-Led Sales:
coreyquinn.com/anyone-not-everyone
">https://coreyquinn.com/anyone-not-everyone">coreyquinn.com/anyone-not-everyoneBehind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/vertical-focus-for-agency-scale">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosYou've got five services and three kinds of buyer. There's a podcast you started and paused, a course outline in a Google Doc, and two channels you're half-testing. Every client needs something slightly different, so nothing in the shop ever gets done the same way twice.
Greg Hickman founded Alt Agency, which has worked with more than 700 agency owners, service providers and freelancers on productizing what they do. His diagnosis is worth the episode on its own: most agencies do not starve, they get indigestion. The problem is rarely too few leads. It is too many different things moving through one set of hands.
What's in this one
Greg Hickman
His YouTube channel: youtube.com/c/GregHickmanTV
">https://www.youtube.com/c/GregHickmanTV">youtube.com/c/GregHickmanTV
He is the founder of Alt Agency.
Behind the Agency
Full write-up and takeaways: hausadvisors.com/podcast
">https://www.hausadvisors.com/podcast/scale-your-agency-without-scaling-headcount-the-5-ones-productization-ip">hausadvisors.com/podcast
Find out how much of your agency's growth still runs through you: take">https://www.hausadvisors.com/score">take the free Bottleneck Score
Weekly newsletter: haus-advisors.kit.com
">https://haus-advisors.kit.com/8dd478d383">haus-advisors.kit.com
David Hoos on LinkedIn: linkedin.com/in/davidhoos
">https://www.linkedin.com/in/davidhoos/">linkedin.com/in/davidhoosFrom the publisher's feed
Candid interviews with agency founders on positioning, pricing, pipeline, and what it actually takes to build a business that runs without them.