7 Steps: How to Hire A CTO for your Startup

Debbie Madden
Sep 09, 2014

There’s a tech talent war in New York City right now. The established firms like Facebook and Google are only getting bigger, and there are more tech startups than ever making NYC their home. As a result, hiring great tech talent is more challenging than ever.

Yet, as a startup founder, it’s critical to find a great CTO. From overseeing quality of work from the tech team, running effective agile retrospectives, and meeting the goals of the business team, hiring the right CTO can have significant improvements to your company. 

There is no one right time to find a CTO. Some startups can go a long time without a CTO, some need one early on. Regardless of the stage of your startup, if you are looking to hire a CTO, follow these 7 steps to find your ideal candidate. 

The Seven Steps to Hiring Your Startup CTO

Use the links below to jump to specific sections of the post. 

1. Consider bringing on a Technical Advisor BEFORE you hire a CTO.

2. Define the CTO role requirements and Craft a Job Description

3. Create 1:1 Mapping

4. Prioritize Motivation, Integrity and Culture Fit

5. Sell the position

6. Find the Best Candidates

7. Make an offer they can’t refuse

1. Consider bringing on a Technical Advisor BEFORE you hire a CTO.

The difference between a Technical Advisor and a CTO? A Technical Advisor keeps his day job. The Technical Advisor works for you 2-4 hours per month, and serves as someone who’s not in the weeds day-to-day. He might do weekly or monthly code reviews, act as a sounding board for your CTO, and serve as a checks-and-balances system with your CTO. If you find a Technical Advisor first, this person can be a huge help with finding the right CTO. They can vet CTO candidates, do interviews and review job descriptions.

Finding a Technical Advisor will likely be easier than finding a CTO, because you aren’t asking someone to quit their job to come work for you. Rather, you are asking them to keep their job and take on an advisory role that takes a few hours per week.

In some cases, you can get away with having a Technical Advisor and not hiring a CTO. One company that I advise has 2 co-founders who are entrepreneurs. They hired a great offshore software engineering team to code their MVP. They are happy with the offshore team results, but can’t read code themselves. They thought they needed a CTO, but we found a Technical Advisor instead. The Technical Advisor reviews the offshore tech team’s code weekly, and gives a high level code assessment to the founders. So far, all is going well, and the Technical Advisor is giving the co-founder peace of mind that their offshore team is writing high quality code.

If this works for you, great. Step 1 is all you need. If you do want to hire a CTO, read on to steps 2-7.


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2. Define the CTO role requirements and Craft a Job Description

Determine what your ideal candidate “looks like”. What soft skills does she possess? What tech talent does she bring to the table? Consider these:

  • Ideally, you want to find someone that will see this job as a rung up on the ladder in their career, such as a senior software developer or technical team lead who is hungry to take on the CTO role.
  • You might want someone that’s walked your path before. If you are 40 trying to grow to 100, having someone that’s seen what that looks like can be valuable.
  • Find someone who approaches things from a ‘seek to understand’ perspective, not someone that thinks they have all the answers.
  • Look for someone that can pick up multiple technologies (perhaps including back end, front end and mobile). Avoid people that say they’ll only program code in one language.
  • Look for someone that WANTS to wear multiple hats. I know many amazing senior level web developers that specifically do not want the CTO role because they specifically want to be coding most of the time.

Specifically define what success looks like, ask yourself these questions:

  • What does success look like for the person in this role in 3 months, 6 months, and 12 months?
  • What SMART (specific, measurable, achievable, realistic, timely) goals are there for this role?
  • What are your company values, and how does this tie into success in the role?
  • What approach to problem solving are you looking for?

Make sure you identify elimination factors. For example:

  • Is specific tech stack experience a deal breaker, or is it something they can learn?
  • Does your company sponsor H1B visas if needed?
  • Is working remotely an option?

Tie it all together by using all of this information to craft your job description.

Want help increasing your velocity and reducing risk of failure? Learn how here.

3. Create 1:1 Mapping

The best CTO for your startup is going to be one that has the right mix of technical skills and soft skills, and the one that has a strong cultural fit. We’re not solely looking for how well this person can code. So, before talking to any CTO candidates, it’s vital to map out the list of skills that you are seeking in the role. Create a map that looks like the one below, with each Skill mapping to one Interview Step. That is, at what point in the interview process will you specifically ‘test’ to see if the candidate has the skill. It’s also helpful to prioritize the skills, for example:


*How do you hire for integrity? Find out here. You will likely find that some things aren’t currently specifically ‘tested’ in any interview activity. These are indicated with “?” in the chart above. This tells you that you must create an interview activity that will evaluate this skill.

4. Prioritize Motivation, Integrity and Culture Fit

Interview for motivation and integrity first, experience and knowledge second.

And never underestimate the importance of a cultural fit for a CTO. This is someone you’ll be working with intimately and trusting with the very core of your “big idea”, so making sure that they fit with your company culture is as important as making sure they have the right technical skills.

Dee Hock, ex President of Visa, says “Without integrity, motivation is dangerous; without motivation, capacity is impotent; without capacity, understanding is limited; without understanding, knowledge is meaningless; without knowledge, experience is blind. Experience is easy to provide and quickly put to good use by people with all the other qualities.”

5. Sell the position

Starting with the job description, and lasting through the offer, keep in mind that the best CTOs will have multiple offers. It’s your job to sell the role to them throughout the interview process. You know that your startup is the most exciting, innovative, amazing company to work for. But keep in mind that the candidates probably don’t know that yet. You need to sell your startup. Don’t just list out the qualities that you need in a CTO, list what they will gain from working with you: exciting challenges, the opportunity to be a part of x, y, and z. Whatever unique qualities your startup has, sell them well. Be sure to explain the position with gender neutral language to attract a balanced and diverse applicant pool. Will the CTO get equity? Will they have autonomy?


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6. Find the Best Candidates

Many of the best candidates are the passive ones who aren’t looking for a new role, or who are discretely looking. When it comes to finding candidates, never underestimate the power of your network, regardless of how big or small it is. Look around you: Who do you know that could possibly fill this role? Who do you know that might know potential candidates? Ask yourself: Who do I know that knows the most CTOs? Reach out to that person and ask for their help.

Talk to peers at other firms who have recently hired a CTO. Ask 2 questions: 

  1. What advice do you have for me?
  2. Do you have any great CTO candidates that weren’t a fit for you and might be a great fit for me that you can introduce me to?

Look at your online networks, which are a great place to find people who are talking about the topics relevant to your startup and the position. People who are passionate about what they do often love to talk about it. The following are great places to look for candidates:

  • Social media standards: Twitter, LinkedIn, Facebook, and Google+. It’s not just for talking, it’s for listening. Looks for candidates in niche tech communities. For example, if you want someone passionate about Node.js, see who’s tweeting #nodejs and related hash tags
  • Craigslist
  • Quora
  • Stack Overflow
  • General Assembly
  • Posting an announcement to a meetup group can be a great way to find candidates. Try asking the organizer of the meetup to post the announcement for you. They likely have a strong network of possible candidates, and their announcement will have more weight than if make one on your own.
  • Local and national tech events

(This list could go on for 15 pages, you get the idea.)

7. Make an offer they can’t refuse

Ask yourself: Why is your ideal CTO candidate going to choose my startup over another company? There is no one-size-fits-all compensation package. You must first decide what you are able and willing to offer. You may not be able to offer the kind of package they may get from a more established company, but you can offer them equity. Giving someone equity in your company could help to them feel personally invested and deliver better results. Be prepared to answer any questions they may have on available benefits and bonuses. Be sure to do research on typical compensation and equity-based packages.

Always make the offer in person if at all possible. This is an important role and you’ve put a lot of thought into the process from day 1, so make sure you finish the process strong with a personal, well-thought-out offer that you can feel confident about.

Don’t expect to find a great full time CTO if all founders aren’t committed to the startup full time. Too often, I see founders that still have another day job, and are looking for a CTO full time. Why would a CTO quit his job to work on your startup full time if he sees that you’re not willing to do the same? Don’t ask CTO candidates to commit more than you are currently committed.

In Summary

There are CTOs of all flavors. Some that have scaled businesses before, some that are technical wizards, some that are visionaries, some that have walked your path before and some that haven’t. Take the time to follow these 7 steps and you’ll increase your chances of finding the perfect CTO for your startup.

Want to learn more strategies to help your company increase velocity and productivity? For Agile teams, proper use of retrospectives are key to a consistently improving team. Our free guide covers everything you need to know to facilitate your retrospectives like a pro.



Editor's Note: This post was originally published in September 2014 and has been completely revamped and updated for freshness, accuracy, and comprehensiveness.


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