small-business

(136)
Legend
Sabrena Gartland and the Art of Getting Out of the Way
Founder · Executive · Operator

Sabrena Gartland and the Art of Getting Out of the Way

The founder of Frogman Media Group learned to take responsibility for other people’s brands. Building her own agency meant learning how to share it.

sabrena-gartland · frogman-media-groupRead →
Legend
Aman Bhutani and the art of getting better
Executive · Operator · Engineer

Aman Bhutani and the art of getting better

He once taught Expedia’s engineers to dance. Now GoDaddy’s CEO is applying a craftsman’s habit of daily improvement to the business of helping people begin.

aman-bhutani · godaddyRead →
Legend
Itzik Levy and the business of getting your day back
Founder · Executive · Engineer

Itzik Levy and the business of getting your day back

After co-founding a company acquired by Microsoft, Itzik Levy turned to businesses with no IT department. At vcita, a scheduling tool became a long-running attempt to give small business owners more time for the work they chose.

itzik-levy · vcitaRead →
Legend
Martha Bitar and the business of being understood
Founder · Executive · Operator

Martha Bitar and the business of being understood

Before Flodesk reached $36 million in annual recurring revenue, Martha Bitar was making coffee for prospective customers in her living room. Her next company asks what those same people might build for themselves.

martha-bitar · flodeskRead →
Legend
Alex Chernavsky and the trouble with the next step
Founder · Executive · Operator

Alex Chernavsky and the trouble with the next step

The BusinessRocket founder has built a business around the chores that follow a business idea. His approach comes into focus when the software stops and somebody has to follow up.

alex-chernavsky · businessrocketRead →
Legend
Matt Hyman’s Big Bet on the Small Return
Founder · Executive · Operator

Matt Hyman’s Big Bet on the Small Return

Before SpotOn became a restaurant technology company, Matt Hyman was trying to give local businesses a reason for customers to come back. Two payment-company exits, a stubborn sales problem and a seat at a poker final table help explain the founder behind the counter.

matt-hyman · matthew-hymanRead →
Legend
Max Braden Wants to Put the Checkout in Your Pocket
Founder · Executive · Operator

Max Braden Wants to Put the Checkout in Your Pocket

He started selling heating and cooling equipment at twenty. Now the Ottawa founder of CPOS is building payment tools for small businesses, with a family tradition of sales and some hard-earned hiring lessons behind him.

max-braden · cposRead →
Legend
JB Kellogg and the advantage of being a beginner
Founder · Operator · Executive

JB Kellogg and the advantage of being a beginner

Before he co-founded Madwire with his father, JB Kellogg talked his way into a website project he did not yet know how to build. That willingness to learn on the job runs through a career shaped by football, small businesses, and family.

jb-kellogg · madwireRead →
Legend
Yali Saar and the business behind the logo
Founder · Executive · Operator

Yali Saar and the business behind the logo

He began by helping small businesses look the part. Then Yali Saar discovered how much work stood between a good-looking logo and an actual livelihood.

yali-saar · tailor-brandsRead →
Legend
Dan Holt and the business hidden inside the business
Founder · Executive · Operator

Dan Holt and the business hidden inside the business

He built BillGO to make paying bills easier. The harder lesson was learning which parts of his own company to leave behind.

dan-holt · daniel-w-holtRead →
Legend
Daniel P. Maloney Followed the Traffic
Founder · Operator · Executive

Daniel P. Maloney Followed the Traffic

A wedding-planning site led Danny Maloney to Pinterest, and Pinterest led him to Tailwind. His career turns on a practical habit: noticing what people need, even when it changes the plan.

daniel-p-maloney · danny-maloneyRead →
Legend
Boris Diakonov and the business of getting out of the way
Founder · Executive · Operator

Boris Diakonov and the business of getting out of the way

A theology student became a banking technologist, then a founder with a peculiar ambition: give small business owners less to do. At ANNA Money, even the meowing card has a serious job.

boris-diakonov · boris-dyakonovRead →
Legend
Paul Sarvadi and the value of a second pair of hands
Founder · Operator · Executive

Paul Sarvadi and the value of a second pair of hands

Before he built Insperity, Paul Sarvadi knew what it felt like to run a small business. His answer to the owner’s overflowing desk became a forty-year experiment in how people work together.

paul-sarvadi · insperityRead →
Legend
Mike Simonds and the value of being new
Executive · Operator

Mike Simonds and the value of being new

He spent decades learning how large companies work. At TriNet, Mike Simonds is betting that better technology should give people more room to begin.

mike-simonds · michael-q-simondsRead →
Legend
Allan Jones and the cost of doing it yourself
Founder · Operator · Executive

Allan Jones and the cost of doing it yourself

A family mini-market taught Allan Jones how expensive a missing HR department could be. After a clothing startup failed and a marketing career took off, he built Bambee for owners who could not afford one.

allan-jones · bambeeRead →
Legend
Rizwan Kermalli and the arithmetic of a small parcel
Founder · Operator · Executive

Rizwan Kermalli and the arithmetic of a small parcel

He began as a courier driver in New York. With eShipper, Rizwan Kermalli built a business around a useful proposition: small merchants become harder to overlook when their parcels travel together.

rizwan-kermalli · eshipperRead →
Legend
V. S. S. Mani and the value of being easy to remember
Founder · Operator · Executive

V. S. S. Mani and the value of being easy to remember

His first telephone directory venture faltered. His second became Justdial. V. S. S. Mani spent three decades turning a simple request - help me find a business - into a company that outgrew the telephone.

vss-mani · v-s-s-maniRead →
Legend
René Lacerte and the paperwork that outlived his grandfather
Founder · Executive · Operator

René Lacerte and the paperwork that outlived his grandfather

Four generations of small-business owners taught René Lacerte what happens after the customers go home. At BILL, he has spent two decades trying to give those hours back.

rene-lacerte · billRead →
Legend
Eddie Machaalani and the $500 website that kept calling back
Founder · Operator · Executive

Eddie Machaalani and the $500 website that kept calling back

Five clients were enough to expose the problem: business owners could buy a website, but every small change sent them back to the developer. From BigCommerce to Zarla, Eddie Machaalani has spent his career trying to give them the keys.

eddie-machaalani · bigcommerceRead →
Legend
Brett L. Prager’s bet on the person behind the numbers
Founder · Investor · Operator

Brett L. Prager’s bet on the person behind the numbers

Before CPA2Biz became CPA.com, Brett L. Prager helped build a business around an existing relationship: the one between an accountant and a client. His later return to accounting as an investor gives that early idea a second chapter.

brett-prager · brett-l-pragerRead →
Legend
Adam Guild and the Value of Being Useful
Founder · Executive · Operator

Adam Guild and the Value of Being Useful

He learned to find customers in Minecraft, then put those skills to work for his mother’s dog-grooming shop. The Owner.com co-founder has been following that same problem ever since: how a small business gets a fair chance online.

adam-guild · owner-comRead →
Legend
Abhinay Peddisetty took the notebook seriously
Founder · Executive · Operator

Abhinay Peddisetty took the notebook seriously

His mother ran an optical store. Years later, a restaurant ledger in Indonesia helped Abhinay Peddisetty see the business he wanted to build: BukuWarung, starting with the small matter of who owes whom.

abhinay-peddisetty · bukuwarungRead →
Legend
Josh Reeves and the surprisingly long life of payday
Founder · Executive · Operator

Josh Reeves and the surprisingly long life of payday

After selling his first startup, Josh Reeves wanted work he could care about for decades. He found it in payroll, alongside two friends who thought small businesses deserved a better deal.

josh-reeves · joshua-reevesRead →
Legend
Ethan Dobson and the value of a little more time
Founder · Executive · Operator

Ethan Dobson and the value of a little more time

Ethan Dobson helped turn a credit card rewards idea into a business built around the gap between paying and getting paid. The ipaymy founder’s story runs through customer feedback, unpaid invoices and an unusually modest answer to a very large question.

ethan-dobson · ipaymyRead →
Legend
Brendan King and the business hiding inside the business
Founder · Executive · Operator

Brendan King and the business hiding inside the business

A shorts shop, a computer store, a homeowner network that changed course. The Vendasta co-founder keeps finding his next business by paying attention to what people actually need.

brendan-king · vendastaRead →
Legend
Zach Hyman and the Trouble With Selling Something Better
Founder · Operator · Executive

Zach Hyman and the Trouble With Selling Something Better

Zach Hyman knew how to sell payment processing. Building SpotOn meant learning why that knowledge could get in the way - and what restaurant owners needed beyond a cheaper transaction.

zach-hyman · zachary-hymanRead →
Legend
Pedro Sánchez de Lozada and the business of paying attention
Founder · Operator · Executive

Pedro Sánchez de Lozada and the business of paying attention

Before Canid, Pedro Sánchez de Lozada worked on online courses, laundry logistics and recruiting. His career keeps returning to the same question: what would let a small business owner get on with the job?

pedro-sanchez-de-lozada · canidRead →
Legend
Oz Alon and the business of getting paid
Founder · Executive · Operator

Oz Alon and the business of getting paid

Before HoneyBook, Oz Alon ran a Tel Aviv bar and lived among the invoices he remembered from his father’s house. His next business began with a familiar question: why was getting paid still so much work?

oz-alon · honeybookRead →
Legend
Parag Mamnani Keeps Asking Where the Money Went
Founder · Executive · Operator

Parag Mamnani Keeps Asking Where the Money Went

He began by selling websites from the Yellow Pages. At Webgility, Parag Mamnani has spent nearly two decades on the question that follows a successful sale: how much did you actually keep?

parag-mamnani · webgilityRead →
Legend
Jack Knott and the case for thinking smaller
Founder · Executive · Operator

Jack Knott and the case for thinking smaller

After decades leading packaging manufacturers, Jack Knott helped build ePac around the orders big factories struggled to welcome. His wager was that small brands deserved a production system of their own.

jack-knott · epac-flexible-packagingRead →