Hands of a seamstress sewing beads on a wedding dress.

What to look for in your first employee, according to successful small business owners

November 17, 2025
nazileozturk // Shutterstock

What to look for in your first employee, according to successful small business owners

What to look for in your first employee, according to successful small business owners

How small business owners know it鈥檚 time to hire鈥攁nd who they bring on first

The trait small business owners say matters most when building a team

The first hire formula: How founders know it鈥檚 time鈥攁nd who they bring on first

For Gaby Bayona, operating as a solopreneur was no longer cutting it, literally. At 18, Bayona began making dresses on her apartment floor, cutting and sewing her own designs with just one sewing machine and the skills she picked up from her seamstress mother.

鈥淚 was working super late nights, weekends, constantly. It was a really crazy schedule to the point where I simply could no longer do more,鈥 Bayona says on . Thirteen years after starting Truvelle, Bayona now leads a team of 40 full-time staffers and many contractors across multiple bridal brands and retail stores.

It can be difficult for entrepreneurs to relinquish some control and entrust others with their dreams. But if you鈥檙e a team of one, your growth skids to a stop once you鈥檝e tapped out your finite personal time and energy. Hiring can be a major growth lever, freeing you up for higher-level tasks and allowing your business to soar.

For Bayona, hiring has allowed her to focus on the big picture and explore several additional ventures. 鈥淢y role now is so much more forward-thinking than before,鈥 she says. 鈥淚鈥檓 able to grow the company and launch all these new brands, and there鈥檚 no way I could have done that without a team."

How will you know when is the right time to hire for your business鈥攁nd who you should hire? spoke with entrepreneurs to share their practical guidance and tips.

Recognize when you鈥檝e maxed out your personal capacity

According to a of business owners and leaders conducted by The Harris Poll for Shopify, 39% of respondents said that setting sales or growth goals that stretch beyond personal capacity is a sign it鈥檚 time to hire.

Bayona鈥檚 tipping point came when a retailer in Ottawa asked if she could wholesale dresses. It was the start of Truvelle鈥檚 rapid scaling from side hustle to global brand鈥攁 journey that required a team.

鈥淪tarting with the first [hire], every time I鈥檝e hired a new staff member, it鈥檚 because I, literally, physically could not do it anymore myself,鈥 Bayona says.

This was also the case for Jono Pandolfi, who started Jono Pandolfi Designs in 2004 to make unique dinnerware for the hospitality industry. The New Jersey-based studio is now the go-to ceramist for the Four Seasons Hotel, numerous Michelin Star restaurants, and even the TV show The Bear. At the start, though, he worked with just one wheel and one kiln.

In 2017, the studio鈥檚 artistic pieces were in high demand, but it couldn鈥檛 produce enough supply to meet all that demand and grow further. Jono鈥檚 brother Nick Pandolfi left his job at Google to help solve this problem, joining as general manager and chief operating officer to scale the business.

鈥淥ur growth was always constrained by the sheer fact of how many ceramic pieces we could make,鈥 . 鈥淲e, of course, understood that if we hired more people, we could make and sell more stuff. But it was ambiguous how many people it would take to get us where we needed to be.鈥 His early challenge was to remove that ambiguity.

Crunch the numbers

Ensuring your business鈥檚 finances can handle the added expense of an employee鈥檚 salary is crucial before making your first hire. Thirty-eight percent of Shopify survey respondents agreed that having sustainable cash flow that can cover payroll for at least three months is a milestone to meet before hiring, and another 38% look for consistently hitting revenue targets.

Nick spent much of his first year at Jono Pandolfi Designs analyzing the sales pipeline, deal close rates, revenue forecasts, production metrics, equipment capacity, and other data to understand how many people they could bring onto the team.

鈥淲ithout any visibility into those factors, you have to take a much bigger leap of faith to grow your headcount,鈥 Nick explains. 鈥淐ompare that to being able to say, 鈥極K, we have 30 deals in the pipeline and a 33% close rate, so we can pretty confidently say we鈥檒l close 10 of these deals and need to make X amount.鈥 That kind of model gave us the confidence to open up headcount strategically.鈥

Nick was the fifth employee at Jono Pandolfi Designs; eight years later, the team has grown to 44 people and counting.

Start slow鈥攁nd be intentional

Bayona approached Truvelle鈥檚 early hiring slowly and carefully. Her first hire was a seamstress whom she met through her mother, and the second was someone looking to shadow her. The first five to 10 hires started by working alongside her in her apartment, and many of them remain at the Vancouver-based company today.

And though those scrappy days and late nights on her own were challenging, Bayona wouldn鈥檛 change any of it. 鈥淚鈥檓 definitely a bootstrapper, and because I pushed to squeeze every ounce of efficiency from myself, I did every role,鈥 she says. 鈥淭hat helped me understand what I needed from the people I would hire, and it gave me a foundation to show people how to do things efficiently, on a tight budget, and with a short timeline.鈥

Similarly, for Jono Pandolfi Designs, Nick is deliberate about each of the company鈥檚 hires. 鈥淥urs is a very labor-intensive business and our products require true craftspeople to make them,鈥 Nick says. 鈥淪o we spend a lot of time thinking about what types of folks we want to hire, and how we can attract and retain them. It鈥檚 a very big part of what I think about at work, and the bigger we get, the more attention and time is spent on hiring.鈥

Seek values alignment

Five key values at Jono Pandolfi Designs guide hiring decisions, Nick says. The acronym BRICK reflects the company鈥檚 core philosophy: Built from scratch, Resourceful, Improving constantly, Collaboration, and Keeping it positive.

"We鈥檙e looking for people with a great attitude who can add to our collaborative environment," Nick says. 鈥淎s my brother says, 鈥楾here are no dinnerware emergencies.鈥 We want to be a positive place to work.鈥 They look for candidates who embody these traits and will strengthen that culture鈥攁nd if they don鈥檛, even the most talented, trained ceramicist simply wouldn鈥檛 be a fit for the studio.

For Marina and Ricardo Larroud茅, cofounders of footwear brand Larroud茅, values are central to hiring. 鈥淚 think that ethics are a very important thing,鈥 of his criteria for selecting new employees. 鈥淚f I start to see that they鈥檙e bendable about what鈥檚 right and what鈥檚 wrong, that usually doesn鈥檛 work for us.鈥 The brand began with just the husband-and-wife team; they鈥檝e since scaled up to 550 employees.

Identify what you can and can鈥檛 train

At Truvelle and her other brands, Bayona considers interviews in part to be a 鈥渧ibe check.鈥 That is: She鈥檚 looking for people who are kind and hardworking, and she says she tends to overindex on those traits rather than worry heavily about direct experiences.

鈥淚鈥檝e always believed that you can train people to do things, but you can鈥檛 train work ethic and personality,鈥 says Bayona. 鈥淓ven though we鈥檝e grown, my business is still quite personal. I try to be a kind and accepting person who people will enjoy working with, and I look for people to reflect that when they represent my brand.鈥

For Ricardo, overconfidence is a red flag; instead, he looks for candidates who are not embarrassed by what they don鈥檛 know. When an employee can admit they don鈥檛 have the answer to a question, it鈥檚 a good sign. 鈥淪omeone that says, 鈥榊ou know what? I鈥檒l ask somebody. I have no clue.鈥 That鈥檚 a good person,鈥 he says.

While Jono Pandolfi Designs does look for related experience, it鈥檚 not necessarily in ceramics, Nick says. Rather, the company wants to see that candidates are accustomed to performing physical work.

鈥淵ou鈥檙e using your body to make stuff, so we鈥檙e looking for relevant experience that demonstrates you can handle the very physical nature of the job,鈥 he says. 鈥淥ften our staff has no ceramics experience whatsoever, but they might have worked as a line cook or waitstaff, so they have that sense of urgency and experience being on their feet all day. Other folks who do well are people who worked in fabrication, metal work, carpentry, and construction. It鈥檚 a path into our industry from places that you might not expect.鈥

Match your must-haves to your business stage

The 鈥渞ight鈥 person for your business can evolve as your business grows. The best candidate to help build the company from the zero-to-one stage may not be the same type of person you鈥檇 seek when you鈥檙e established and looking to scale. So some of the traits you seek may evolve over time.

Adaptability, for example, is generally a positive at any stage, as the unexpected can happen to any business. But this trait is particularly crucial in the .

鈥淲hen we were getting started, I needed people to jump in and do whatever random tasks were required鈥攁nd to see that as a positive growth experience,鈥 Bayona says.

Now that her brands have grown and become steady, however, Bayona says they attract people who value consistency. And for some roles, she now seeks people who are excited to grow at the company in the future.

Don鈥檛 underestimate a growth mindset

Hiring growth-minded staffers can bring unexpected skills and insights that benefit the entire company, as Jono Pandolfi Designs found.

鈥淲e hired a production assistant who had previously worked as a baker in a doughnut shop, and he ended up having incredible insight about how to manage our production process in a very thoughtful and empathetic way,鈥 Nick says. 鈥淣ow he oversees all of our production and has been a tremendous asset in helping the studio grow.鈥

This can also apply beyond an individual鈥檚 career path. When selecting leaders, Ricardo also considers their ability to bring in additional talent who are aligned with the company鈥檚 culture and needs. 鈥淚 sit down and say, 鈥楲isten, I love you, you鈥檙e great, but 鈥 you gotta find five people like you,鈥欌 he says. 鈥淭hat鈥檚 the thing that we do to grow.鈥

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