Best Practices for Hiring in a New Business: Building a High-Performance Team While Minimizing Risk

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Guest author Elena Stewart is a certified life coach who helps aspiring leaders boss up their careers.

Launching a new business means balancing speed with precision especially when it comes to hiring. The right team can accelerate growth, but the wrong one can stall momentum and drain limited resources. Effective hiring is less about filling seats quickly and more about designing a system that attracts, evaluates, and retains people who amplify your company’s mission.

Hiring for a new venture requires clarity, structure, and continuous optimization. Start by defining your culture and roles, attract talent through transparent storytelling, evaluate beyond skills (for adaptability and shared purpose), and build a recruitment process that evolves as your company does. Finally, measure and optimize your recruiting process to balance opportunity with risk. Modern hiring systems increasingly use Ai to improve speed and consistency, while still requiring strong human judgment to avoid bias and misalignment.

Define Before You Hire

Before posting a single job, founders should articulate:
  • The mission and non-negotiables – What does the company stand for? What kind of people will help it thrive?
  • Role outcomes, not just titles – Focus on what success looks like in six months, not just daily duties.
  • Cultural operating principles – Early hires become cultural architects; define the behaviors you want modeled. AI might be used to translate strategic goals into outcome-based position descriptions, getting clarity before interviews begin. In this way, it serves as pre-work, not as a decision-maker.
Example: “We’re hiring a Customer Success Lead to reduce churn by 20% and create the blueprint for scalable onboarding” communicates far more than “We need someone to manage clients.”

Craft a Hiring Funnel That Protects Time and Quality

Use a structured process to reduce bias and hiring errors.
Stage Goal Tools or Methods
1. Sourcing
Reach aligned candidates
Niche job boards1, employee referrals, LinkedIn outreach
2. Screening
Assess fit & clarity
Structured phone screen with defined scoring
3. Skills Evaluation
Test core competencies
Work samples, practical tasks, case studies
4. Values Interview
Test behavior alignment
Peer interviews or founder roundtables
5. Offer Stage
Close with clarity
Define growth path, incentives, and role ownership
Structured hiring creates a repeatable framework that new managers can learn and scale.

Checklist: Hiring Readiness for Founders

Before launching a recruitment campaign, ensure you have:
  • Defined mission, values, and first 12-month goals
  • Clear, outcome-based job descriptions2
  • A standardized interview guide for each role
  • A fair compensation framework with room for future raises
  • A system for reference checks and cultural fit validation
  • An onboarding plan3
  • Clear guidelines on where AI might be used v. where human judgment is required
Without these, even great candidates can flounder in uncertainty.

Optimize Your Recruitment Process

Hiring is not “set and forget.” It’s a living system that must evolve with business goals. Regularly review: Continuously analyze and refine how you source, evaluate, and onboard talent. By doing so, you can know how many applications you typically need before finding the right hire, where your strongest candidates come from, and how to improve efficiency over time. One of the most effective ways to strengthen your approach is to optimize your recruitment process5. Consistent analysis ensures that each hiring cycle is smarter and more predictable than the last.

Risk Management in Hiring: Protect Your Early Momentum

Every early hire is a risk multiplier. Here’s how to protect your startup’s trajectory:

Hire for potential, not perfection

Early roles change quickly. Look for people with high learning velocity and flexibility rather than rigid experience.

Run trial projects before full-time hires

Freelance or contract-to-hire arrangements allow for real-world assessment before full commitment.

Protect equity and morale

Equity should reward long-term contribution, not short-term curiosity. Vesting schedules are essential.

Document processes early

Capture “how we do things” from the first hire documentation builds continuity6 is the team scales.

How To: Create an Irresistible Hiring Message

Your first job ads and outreach messages signal your company’s DNA. Use this template:
  • 1. Open with why your company exists. (“We’re reimagining sustainable packaging for local food brands.”)
  • 2. Describe the real-world impact. (“Your work will help small producers cut waste by 40%.”)
  • 3. Be transparent about challenges. (“We’re still building our first production system expect scrappy work and rapid change.”)
  • 4. Show growth potential. (“This role can grow into Head of Operations within 18 months.”)
People don’t just join startups they join missions that feel alive.

Bonus Section: BambooHR

BambooHR offers user-friendly onboarding/employee data management7 for small teams. It helps early businesses organize candidate pipelines and performance records as they scale, providing visibility into the full employee lifecycle.

Key Takeaways in Bullet Form

  • Define outcomes, not just responsibilities.
  • Build a structured, bias-resistant interview process.
  • Continuously track and refine recruiting data.
  • Protect company culture with onboarding and documentation.
  • Don’t rush the hire—rush the clarity.

Conclusion

In a startup, every hire is an inflection point. The right people don’t just execute tasks they multiply the founder’s vision, energy, and resilience. Approach hiring as an iterative design process: one where each hire teaches you more about who your company truly is becoming. When you define clearly, recruit wisely, and refine continually, your team doesn’t just grow it compounds.

FREQUENTLY ASKED QUESTIONS

Focus on meaning, not money. Sell flexibility, ownership, and the opportunity to shape something new.
When you reach 10–12 employees or find yourself spending 30%+ of your week on hiring tasks.
Both matter, but culture fit without capability stalls growth. Aim for values alignment plus demonstrated learning agility.
Watch for vague answers about past results, resistance to feedback, and low curiosity about your mission.

Job search strategies during COVID for career growth

Most of my posts are directed towards corporate leaders. This time is different. The number of people looking for employment, including senior executives who may be looking for a job for the first time in a decade, is historic. I am speaking to this group.

Executive Springboard usually gets involved with leaders once they have begun a new position. In this respect, we can be considered in the “search aftermarket.” We talk to search firms, human resource groups, transition coaches and outplacement organizations all the time. And the advice I offer here is the result of the wisdom they have shared.

Get over it.
​Losing your job is a blow to the ego. Separating from what gave you a sense of worth is best described as grief. And grief doesn’t go away immediately. Allow your grief to happen and to dissipate before you attempt a search. I have spoken to dozens of executives who started their search too early. Their bitterness was the first thing you noticed, and it overpowered our networking meeting. Wait until you can achieve the proper perspective to talk about the positives of your last employer and the contribution you made.



Know what you want.
Transition is always a good time to take stock of the arc of your career. A good sense of what you’d like to do will spare you a lot of wasted time investigating opportunities. It will also help bring a sense of commitment to your discussions.

I’ve noticed a split in how senior and middle management searches are being addressed in the COVID recession. If you’ve been a manager or a director, you have about six times as much competition for your next position as you had back in February. Don’t expect hiring companies to exhibit much imagination in projecting how you might perform in a role you haven’t held before. There are too many others who can demonstrate their relevant experience.

It’s different at senior levels. A Silicon Valley executive recruiter told me that he started three new CEO searches the day California shut down. The reason: CEOs decided that fixing their businesses was just too hard. They had enough money to walk away from their position, even if their wealth took a hit in the first quarter. Boards were panicking and the recruiter got the calls. So, counterintuitively, there may be more room for stretch at senior levels than at junior ones.

Don’t take things too personally.
I’m not talking about what happened when you were let go, but about what happens in the search itself. Having been in a position of authority in your last gig, there are a few things that are hard to get used to you. First, your search is more urgent to you than it is to anybody else. Target companies, headhunters and networking connections won’t get back to you immediately. There are simply other things on their plate. And the radio silence can be unnerving.

Even more disheartening can be the amount of rejection you face. An Emmy Award winning actor once told me a story. His niece was staying with him in NYC, looking for a job out of college in publishing. Interview after interview went poorly. It got to the point that, as an interview began, she just broke down and cried. When she told him what happened, he asked her, “Would you consider me a professional success?” ‘Of course,” she said. Then he asked, “How often do you think I get rejected?” “I don’t know, maybe half the time?” “More like 90% of the time!” he replied. “But I don’t let the rejections get me down. I remain confident in my ability.”

Build your marketing campaign.
Make sure your resume and your social media presence are attractive to HR algorithms. How are you stacking up keywords? Here is a strategy worth considering: Take your resume and input it into tagcrowd.com. Do the same thing with your LinkedIn profile. Now copy the specs for 8-10 jobs that get you excited. Look at the resulting word clouds. How close do your marketing efforts match your desired positions? If there is a disconnect, you are not talking about yourself in a way that is consistent with your goals.

Create themes from your resume that differentiate you and are important to the hiring company. Capture those themes in your cover letter and interviews. Do you have success in turnarounds? Do you have extensive global experience? Have you scaled businesses from $2M to $20M? Your command of the details and metrics in your resume is less important than driving home how you offer a unique solution to them. You are taking an essay exam, not a multiple choice!

Developing your channel strategy.
The three major channels of a search involve networking, headhunters and online postings.

Most senior positions get filled with the help of search firms. So, being in a headhunter’s data base is important. So is having the headhunter know who you are, to a point. People sometimes have the wrong idea of the role of an executive recruiter. The search firm wants to present you in a positive light, as a reflection of their good selection skills, but they work for the hiring company, not for you. And outside of an initial conversation when sending them your resume, continued conversations at your initiative have diminishing returns.

If a search firm contacts you for a position they are trying to fill, recognize that you are one of a couple hundred contacts they are making. Don’t read into the interaction that there is necessarily something special happening. They want to keep you warm, while they continue to contact another hundred candidates. The search firm is looking for three broad areas of fit: skill fit, culture fit and career motivation fit. Leave your self-doubt behind when you speak to them about your accomplishments, how you like to work and what you are passionate about. Have the headhunter play a role in selling you on the company.

Responding to a post on a job board or on LinkedIn is what an expert once referred to as “pajamas and slippers work.” I liken it to a reptilian approach. Here’s what I mean… A reptile lays hundreds of eggs, trying to beat a low chance of survival through sheer numbers. And you can easily respond to 15-20 Easy Apply opportunities before lunch. But you’re probably one of 300 applicants. And if you get a call from the corporate recruiter, chances are you won’t even remember what the company is about.

Compare this to a mammalian approach: fewer applications well researched. Focusing on companies that excite you for work that fits your goals. There is probably no better way to find these than online, particularly if you are open to a new geography. And to get consideration, you will need to apply online. But that is only the beginning of your work. Tailor your resume and your cover letter to the opportunity. And use your network, as I will describe two paragraphs from here.

At least 70% of successful searches are a result of using your network well, especially the “ripples” beyond the people whom you know. Your buddy seldom comes through with a job for you (and you might not want to work with them), but friends of friends do a lot of heavy lifting. Coronavirus may have made networking easier. Few people are meeting at Starbucks; they are meeting on Zoom instead. This saves commuting time and effort, making people more open to talk.

Don’t stop with these investigative meetings. The endorsement of people in your network is one of the strongest tools you have. As good as your resume might be, don’t rely on the company’s artificial intelligence to select you. Get your resume in front of a decision-maker or influencer. Do you have a friend who works there? Tell them you’re interested, explain how you can add value and ask them to be your ambassador. Do you have a friend who shared a position with you? Ask them to recommend you to the recruiter instead of doing it on your own. Target as far up in the organization as you can. A resume sent from the president to HR is bound to get attention, and it leaves the internal recruiter trying to ascertain whether this is a suggestion or a direction.

Screening and interviewing in the age of COVID.
A cottage industry has developed on preparing executives for interviews. At a time when virtually all are being conducted virtually, getting your scene right is important. My wife and I have running commentaries on the backgrounds of cable news contributors being interviewed from their homes. What does it say when the books on their library shelves are arranged by color? When they are in a spotless kitchen with just a perfect bowl of fruit or maybe flowers behind them? Before jumping on Zoom, go to Photo Booth and see how you and your background appear. Are you well lit? Is the background a distraction? And be aware of the level of background noise and assume the other person on the call will be, too. Organizations are forgiving because so many of us are making do in home offices, so apologizing for your dog barking is an ice breaker. But if your next-door neighbor is mowing her lawn, maybe you should close the window. Remember that looking at their image on the screen has you looking down from the camera. Try to remember to look the camera “square in the eye,” at least occasionally.

Come with 3-4 killer questions for each interview. Those that show you have researched the industry, the company and the person you’ll be talking with. My daughter, Jess, gave me this invaluable lesson: Get the interviewer to talk about themselves and their company. The more they talk, the better they feel about the interview.

Remember what I said about themes in your resume? These are the talking points that you want to make clear in an interview. Maybe this is a company that grew quickly to $10M in a market and has stalled out. How does your experience in opening new markets apply? Perhaps their lack of financial controls created a problem. Can you relate a mistake your company made in the past and how you learned from it to come up with a solution?

Have a goal of what to emotional impression to leave the interviewer with. These can tie into your themes of differentiation, but that is not necessary. For example, working too hard to convince somebody how you can solve their problems may come across as arrogant. Instead, can you inspire them? Make them want to have a beer with you? Feel like you could have their back in a tough situation? Many interviewers take no notes during your time together. They may scribble some things down afterwards, or they may forget almost all content of the discussion, when they have to address the next crisis immediately after your interview. They may not remember facts from your interview, but they will remember how they felt about you and how you made them feel about themselves.

Use your buying skills, not just your selling skills. How do they address hard questions about their business? Dig deeper, if you are skeptical of the answer. It’s better to piss somebody off by shining a light on an inconvenient fact than to gloss over it in the interview and own it once you have the job. Do the answers you get match up with Glass Door or other platforms? Ask questions about the culture that are non-judgmental, but can help you decide if you fit…
  • 1. Where does the power lie?
  • 2. What are the preferred means of communication?
  • 3. What behaviors have led to promotions or discipline (maybe more telling than asking about the corporate value statement)?
  • 4. How are decisions made?
  • 5. How is cross-functional collaboration encouraged or blocked?
  • 6. How does leadership respond to bad news?
  • 7. What are examples of the organization’s immune system at work?
Negotiating your offer.
Once you accept your position, enhancements in compensation and benefits will only be incremental. Negotiating your offer is the best chance for a step-change from your last position, or at least not to take a giant step backwards. Here are some things for your consideration:

The company made you an offer because you are their top choice. They have an investment of time, money and emotion in a decision to bring you on board. They don’t want you to wriggle off the hook, because their proposed compensation is not satisfactory, unless what you want creates equity issues with other employees.

Know the market value of your position. I don’t think that fundamentally changed because of COVID-19. If the work is similar to your last position, adjusting for company size, etc., where you were before is a good starting point. Most likely, you would be comfortable with that compensation level. If the new employer knows what you made before and holds firm on something substantially lower for an equivalent position, they have to realize that they are only renting your services short-term.

Salary is not the total picture. Consider how you can get to a desired outcome through short- and long-term bonuses, vacation, PTO and other benefits. The value of a week’s vacation may be $5K for a $250 salary. A company that resists that last $5K in salary might be willing to break policy and give you an additional week of vacation.

If you’ve been waiting for me to become self-serving, here you go (and at least I saved it for the end!)… incorporate onboarding and development as a benefit. Companies often recognize the ROI in retention and accelerated performance that comes from hiring a coach or mentor, at least for the critical period of assimilation. If this is a new concept for the company, consider splitting the cost of a coach with the company for a few months until the value is made clear. Executive Springboard works with executives over an 8-month time frame; by the end of that period, an exec has found their footing, is performing at a high level, has adjusted to the culture and has made the alliances needed to sustain success.

Good luck in the weeks that follow. As always, I welcome your comments.

Reboarding strategy session for employees returning to the office

Executive Springboard helps leaders succeed in new roles. It’s easy to call what we do “onboarding” until you consider what onboarding usually entails. We don’t help people with security badges, laptops and benefits selections. We don’t lead people through compliance exercises. Instead, we focus on the strategic and human elements that are critical to accelerating impact and sustaining it long-term. We guide leaders’ learning, engagement, adaptation and performance. We identify key derailers to leaders’ successful assimilation and help executives develop strategies to manage them. The difference between our activities and traditional onboarding is why “Springboard” an appropriate name.

As business begins to dial up again, now’s the time to consider RE-BOARDING. And by this term, I don’t just mean following the CDC or OSHA guidelines. The mechanics of reopening is the equivalent of onboarding. As with “springboarding,” there are strategic and human elements that are important as we return to the office. With thanks to Executive Springboard mentors and long-time HR leaders Gretchen Rawdon and Gregg Tate, I offer these ten considerations: see mentor profiles
  • 1. Help people feel safe coming back to the office. Communicate the steps you’ve taken to minimize the risk of contagion in the workplace. How are work-stations allowing for social distancing? Are there new physical barriers established? Which sanitizing procedures have been enacted? What are new behaviors involving employee interaction that must be followed? And make all of this common sense, so safe behavior can easily become habitual.
  • 2. Accommodate workers who are uncomfortable or fearful of coming back into a shared office space. People will be uncomfortable or fearful coming back into shared space. It might be concern for themselves, their immediate family or because they have responsibility for others who are at higher risk. This fear will remain until a more permanent solution like a vaccine is available. Companies will need to provide flexibility, and they’ll need for all employees to feel like they are getting equal treatment. Even calling this an accommodation might be problematic for equal treatment.
  • 3. Use a clear and consistent process to end furloughs or other temporary salary/benefits cuts. The economic impact of all of this is very real. The communication around those decisions will influence a lot of how the decisions are received, and how much employees trust the thought processes and intent behind them. If employees perceived that there were ulterior motives behind any furloughs or job cuts, distrust will quickly grow across the employee base. The order in which these things are reinstated must also be clear and consistent to ensure trust and fairness are cultivated.
  • 4. Provide creative, consistent child-care solutions for those with school-aged children. These needs will get more complex over the summer. Working from home while kids were distance-learning required parents to balance many complex needs and logistics. Now, as we move into summer schedules, distance-learning/school will be completed, and the daily need for child-care will get more complicated. Many summer camps, which parents counted on for child-care, have been cancelled or will have limited enrollment due to social distancing. Parents may be scrambling to find nannies from a shrinking pool, as many college kids have already moved home. Getting creative in flexible work hours and work arrangements will be a necessity for businesses, due to these critical and evolving child-care realities.
  • 5. Use scheduling innovation to allow for social distancing and reduced on-site occupancy. Suppose office occupancy has to be reduced by half to allow proper social distancing. Those workers who wish to work at home may provide a pressure valve. But another way to ensure social distancing is to build it into the work schedule. If I am in the office Monday, Tuesday and Wednesday, and you are there Thursday and Friday, we can effectively cut our workplace attendance in half. Next week, we can reverse the order; you are in for three days and I am in for two. There are other models that might be tested. Will everybody have the same work week, or might it flex into Saturdays for some with Monday as the second day of the “weekend?” Will four-day work weeks gather steam, either at full or partial pay, to help address child-care and as the path back from furloughs?
  • 6. Address on-site versus WFH silos. A lot of the magic of the workplace happens when people bump into each other in a hallway or lunch room and talk about what’s going on. For all the “good enough” features of our work-from-home routine, we are missing the spontaneity of these random interactions. Those who go back to the office will have the benefit of this experience once again. Those who stay at home won’t. Also, we may have gotten over proximity bias to a large degree the past few months, but it is bound to come back. Those who we have a chance of seeing will be those who are more top of mind. Leaders will need to find ways to be inclusive in unnatural ways. And they will have to build channels of communications so that remote employees continue to work with each other and with in-office colleagues. Silos could develop c from shift work during the week, as well.
  • 7. Provide emotional space. You feel stress. So do your people. Life will be uncertain for all of us. It’s not just people being concerned about being in the office; uncertainty will extend to the health of the business. There is the real threat that we are entering the eye of the storm, and that a second spike could confront us in the fall or winter, with big consequences to the economy as a whole and your business in particular. Employees are facing a more unsettled financial situation than in the Great Recession. Sometimes that stress will be exhibited in behavior. Recognize it, be sympathetic, help your team understand how they can be supportive of each other and remind them of your enduring values.
  • 8. Learn from others and share your own learning. Many of us have had a crash course in remote management. Managing by walking around hasn’t been happening much. But there are people on your team with years of experience managing geographically dispersed teams. Sales functions often have regional territories, and leaders may have been time zones away from reports for years. Get tips from them. CIOs often have outsourced resources, and Ops leaders manage diverse plants with multiple shifts. Tap into their experience. Now is the time to ask functional counterparts in other businesses or industries what is working for them. And it is also the time to be generous with others on what you’ve tried, what has worked and what you’re learning. I’d go so far as to say the normal rules of competition might need to be relaxed a bit. For the next few months at the least, we are more in the business of rebuilding demand than winning market share.
  • 9. We are all works in progress. Build agility and flexibility into your planning. None of us will get it all correct when we reopen. We cannot anticipate all the issues that we will confront. But we have spent the better part of two months planning for the eventuality, so we have a path to take. As you follow your plan, be very sensitive to where your best guesses are not working. Fail quickly and readjust. Or adapt the learning from others who are even more successful than you are in certain aspects.
  • 10. Be human in all you do. Remember, the only thing that is easier about re-boarding than locking down is that we’ve had time to plan for it. It’s hard for you and for your workers. Be authentic. Respect the commitment, creativity and contributions of your team. Demonstrate your confidence in them and in yourself to get things right. Operate with humility, because you won’t have all the answers. Recognize winning ideas wherever they originate. And realize that, with everybody a bit more on edge than usual, it is the best time to implement a “no asshole” rule.
In the spirit of learning from each other, I’d love to get your points of view on steps you are taking to reopen. You can leave a comment below or book a conversation by clicking the button below.

Future Heros leadership mentorship and growth journey

In late March, I had a conversation with a headhunter in Silicon Valley. At a time of almost universal bad news, he had was upbeat about his business. I found his message unnerving.

In one day, he had received three inquiries to conduct CEO searches. The reason in all three cases? The current CEOs had determined that putting their businesses back together again would just be too hard. They didn’t need any more compensation, although their personal wealth had taken a hit in the previous two months. Quitting was the best thing for their wellbeing. This led panicked boards of directors to seek out this recruiter for searches.

I asked other search firms if they had seen the same phenomenon. Their immediate response made me think this was a one-off, or that the recruiter was just blowing smoke. But, over the next month or so, yes, there were more confirmed cases of COVID-related retirements. And the implication of this micro-trend was pretty startling to me:

In a time of unemployment rates approaching or surpassing 20%, we don’t have enough experienced CEOs.

People will be thrust into top positions for the first time. They will need the support of their leadership teams. They must earn the alignment and engagement of an employee base that is feeling very uncertain. They’ll have to demonstrate confidence in their convictions yet be quick to adjust when things are not working.

Over the past few months, we have lauded the heroic efforts of healthcare workers and first responders. Putting the economy back together will require equally heroic actions from corporate leaders, who will be tested like never before. Gregg Tate, in his series of LinkedIn posts, made clear that The Return will be far more difficult than our recent exit and lockdown. It will require transparency, flexibility, patience and, above all, humanity.

Leadership is often a lonely undertaking; it doesn’t have to be. I urge leaders to seek counsel from those who have lived through other crises, who are willing to share their scars and their wisdom.

In heroic literature, Arthur pulled a sword from a stone, fulfilling a prophesy, and was proclaimed king. Nobody thought he was ready for the role or up to the challenge. But he had Merlin as a mentor. And he had his executive leadership team at the Round Table. To the heroes who are stepping up when they are most needed, I offer this advice.

Find your Merlin and embrace your knights.

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