Hiring a CTO The Right Way, According to an Executive Search Firm

hiring a CTO

Hiring a CTO for your business is a huge undertaking. There’s no exact science for when and how to hire a CTO since every business is different; however, there is knowledge you’ll need and best practices you can follow to help ensure success.

Here’s everything you need to know to hire the best CTO for your company.

Role of a CTO: What Does a CTO Do?

Understanding CTO roles and responsibilities is essential for hiring the best leader. 

Here are some notable responsibilities of a CTO:

  • Creating tech team culture
    • Helps with hiring decisions, promotions, and understanding churn
    • Sets an example of what it’s like to work in tech at this company (work-life balance, feedback, level of collaboration, etc.)
  • Building the process for technical development
    • Health of your product (secure, scalable, maintainable?)
    • Tracking development
  • Supervising IT budget
  • Determining how to use technology to maximize company’s growth and output
  • Staying updated on the latest trends and innovations in the tech sector
  • Planning product architecture
  • Working with product managers to build product roadmap
  • Introducing new technologies to the company as needed

Hiring a CTO means finding someone to lead the company’s technical needs and manage any technology-related problems. CTOs work closely with the rest of the C-suite and may report to the CEO or CIO.

CIO vs. CTO

What’s the difference between CIO and CTO? 

Chief Information Officers (CIOs) are usually responsible for internal operations. 

Chief Technology Officers (CTOs) tend to have an outward-facing view and work more operationally. They manage technologies that grow the business externally and service customers.

Large companies often have both, but smaller companies may pick one or the other to save costs. If your company’s current goals are more outward facing, then a CTO may be the better choice.

Do You Need to Hire a CTO?

Let’s look at the different types of CTOs to help determine whether hiring a CTO is right for you.

Consumer Focused

This type of CTO serves as a liaison between customers and your business. They’ll have an excellent understanding of your target market, customer sentiment, and will help deliver IT products to consumers.

Infrastructure

An infrastructure CTO helps set the company’s technological roadmap and oversees the organization’s security, data, and maintenance. This is a more technical CTO role.

Strategic Planning

Hiring a CTO for strategic planning means finding someone who envisions how your company will use technology. They’ll also set technical strategies and determine how to use current or new technology to grow your business.

General Strategy

A strategist CTO contributes to corporate strategy by analyzing target markets and building business models. They’ll work closely with other senior management to utilize technology to further the company’s overall goals.

Consider these four main “types” of CTOs and their responsibilities. If your company is at the point where you need a dedicated expert for any or all of these functions, it’s time to hire a CTO. 

The CEO’s job is to grow the company as a whole, not focus acutely on technology, and there will be an inflection point where an expert is needed for technology alone. This is particularly true if the CEO lacks a technical background.

CTOs often serve a mixture of these four functions. When hiring a CTO, look for someone with proven experience in all four areas.

CTO Skills: What to Look Out For

The strengths and abilities of a CTO are vast, as you’d expect for a C-suite leader. These are the top skills to look out for when hiring a CTO.

Skill 1: Interest in Technology

It may seem obvious, but when hiring a CTO, find a candidate passionate about tech. You want someone who’s constantly educating themselves on the latest technological trends and takes a personal interest in them.

Skill 2: Strategic Thinking

Like other C-suite roles, the CTO will need to think about the bigger picture and how technology plays a role. They’ll guide people – developers, project managers, designers – in the right direction and must be able to anticipate next steps.

Skill 3: People Skills

Much of a CTO’s role will involve leading people and inspiring teams. When hiring a CTO, look for someone who leads with empathy, puts people first, and knows how to inspire even in tough times.

A track record of excellent leadership and people who will vouch for the candidate will demonstrate strong people skills.

More Skills to Consider

Here are some other skills to consider when hiring a CTO:

  • Setting and executing visions/plans (project management)
  • Communication
  • The ability to hire
  • Time management
  • Customer service
  • Mentorship 
  • Research abilities

How to Hire a CTO in 5 Steps

Hiring your CTO is a big task. Using the information we’ve already discussed, here are 5 steps you can take to find your perfect tech leader.

Step 1: Define the CTO Role

Get clear on exactly what a CTO at your company will do. What focus will your CTO have, or will there be a blend of responsibilities? Consider the four types of CTOs discussed above.

From there, define what your ideal candidate looks like. Consider:

  • Technical skills
  • Leadership style
  • Formal education
  • Project experience
  • Proven experience multitasking (you need someone who wants to “wear multiple hats”)
  • Someone who codes in multiple languages and understands technology from various angles (front end, back end, mobile)

Using all this, write a CTO job description.

Step 2: Prioritize Culture Fit and Motivation

Ultimately, even the most technically qualified candidate will have to be replaced if they’re unmotivated or don’t fit your company culture. Consider what degree of experience you’d be willing to sacrifice in exchange for a motivated, great fit.

An innovative, hard-working candidate who meshes well with company culture will serve your company best.

Step 3: Source CTO Candidates

When hiring a CTO, there are two types of candidates:

  • Active candidates, or those looking for a job
  • Passive candidates, or those who are qualified for the role but aren’t seeking a new job

Active CTO candidates can be found online:

  • Stack Overflow
  • Wellfound (previously AngelList)
  • General Assembly
  • Social media (posting about their skills or that they’re looking for a job)
  • Local or national tech events
  • Job boards (Indeed, LinkedIn) – be prepared to sort through a lot of unqualified candidates

To find passive candidates, tap into your network, ask around, and be open to a diverse set of qualified people. You can also ask other companies that recently hired a CTO to see if they passed on any candidates who might be a good fit for you.

Executive search firms, like Jennings Executive, have vast networks of candidates and are happy to help you hire a CTO. Contact Jennings Executive to get started.

Step 4: What’s In It For Them?

Especially with passive candidates, you’ll need to sell the position of CTO at your company, enough to convince them to leave their current position. And, for qualified candidates actively looking, the same is true since they’ll probably be fielding multiple offers.

What does a candidate gain from working at your company? This can include salary, equity, opportunities, autonomy, and more. 

Step 5: Work With an Executive Recruiter

Finding the perfect CTO is challenging, even with all the right pieces in place. 

It’s also a role you want to fill correctly the first time since, at the executive level, the cost of a bad hire is 213% of the position’s salary. For a CTO, a mis-hire will be staggeringly expensive and set your company back.

When hiring a CTO, consider working with an executive search firm like Jennings Executive. Our years of experience and deep network of candidates will ensure you find the perfect CTO as efficiently as possible. Learn more today!

Related: The US Tech Talent Shortage and 6 Strategies for Companies to Combat It

Kerry Ward

Director of Strategic Operations

Kerry is the Director of Strategic Operations at Jennings Executive Search. Starting her career with a boutique bank management consulting firm specializing in revenue enhancement and regulatory compliance, her engagements with financial institutions within all 12 Federal Reserve Districts propelled her interest for blending client interaction and strategic financial operations. She later transitioned to tax consulting and wealth management becoming registered with FINRA and the SEC and becoming licensed in insurance. Moving into a big four investment bank, and working in a boutique ultra high net worth investment advisory firm, her history spans various aspects of capital markets – both public and private.


Here at Jennings Executive Search, Kerry applies her two decades of experience along with her knack for interpersonal communications in aligning the interest of all stakeholders. Joining the team was a natural return to a highly specialized firm where she can work across all business functions using her energetic candor, enthusiasm for growth and improving processes while fostering relationships with our clients to reach their talent development and overall strategic growth goals.


Kerry graduated with a Bachelor of Business Administration degree from Georgia State University, and earned her MBA in Finance. Outside of the Jennings office, she enjoys traveling with her family for outdoor music festivals, golf and sports.

Daniel Wilkinson

Vice President of Strategic Initiatives & Client Success

DANIEL WILKINSON IS THE VICE PRESIDENT OF STRATEGIC INITIATIVES & CLIENT SUCCESS. HE BRINGS OVER TWO DECADES OF EXPERIENCE IN COMMERCIAL AND PRICING STRATEGY, HAVING HELD KEY LEADERSHIP ROLES AT DELTA AIR LINES AND DELTA VACATIONS. HIS CAREER IS MARKED BY A PROVEN TRACK RECORD IN DRIVING SIGNIFICANT BUSINESS TRANSFORMATION THROUGH INNOVATIVE DATA-DRIVEN STRATEGIES, CROSS-FUNCTIONAL TEAM LEADERSHIP, AND ENHANCED PROFITABILITY. DAN’S EXPERTISE IS IN HIS ABILITY TO INTEGRATE DATA ANALYTICS WITH STRATEGIC PLANNING, ENABLING ORGANIZATIONS TO OPTIMIZE THEIR REVENUE MANAGEMENT AND PRICING STRATEGIES IN DYNAMIC MARKET ENVIRONMENTS.

AT DELTA VACATIONS, DAN SERVED AS VICE PRESIDENT OF STRATEGIC BUSINESS/IT PLANNING & REVENUE MANAGEMENT, WHERE HE SUCCESSFULLY LED TEAMS IN DELIVERING SCALABLE TECHNOLOGY SOLUTIONS, DEFINING GO-TO-MARKET STRATEGIES AND DRIVING SIGNIFICANT INCREMENTAL REVENUE AND PROFIT.

DAN RECEIVED A BACHELOR OF SCIENCE FROM TAYLOR UNIVERSITY AND AN MBA WITH A FINANCE CONCENTRATION FROM EMORY UNIVERSITY’S GOIZUETA BUSINESS SCHOOL.

Brian Banister

EXECUTIVE RECRUITER

BRIAN BANISTER IS AN EXECUTIVE RECRUITER AT JENNINGS EXECUTIVE SEARCH. BRIAN HAS A BROAD RANGE OF EXPERIENCE, HAVING WORKED IN STRATEGY & CORPORATE DEVELOPMENT, FINANCIAL PLANNING & ANALYSIS, AND PUBLIC ACCOUNTING ROLES FOR LEADING COMPANIES AND CLIENTS IN THE HOSPITALITY, REAL ESTATE, MANAGEMENT CONSULTING, AND TECHNOLOGY, MEDIA, AND TELECOM (TMT) SECTORS. HE BEGAN HIS CAREER AT DELOITTE & TOUCHE, WORKING AS A LICENSED CPA. AFTER DELOITTE, BRIAN PIVOTED INTO CORPORATE FINANCE, WHERE HE HELD POSITIONS IN STRATEGY & CORPORATE DEVELOPMENT AT INTERCONTINENTAL HOTELS GROUP (IHG) AND COX COMMUNICATIONS, AS WELL AS AN FP&A ROLE AT BOSTON CONSULTING GROUP (BCG). THESE ROLES ALLOWED BRIAN TO GAIN VALUABLE EXPOSURE IN AREAS LIKE CLIENT SERVICES, STRATEGIC CONSULTING & PLANNING, FINANCIAL ANALYSIS, AND M&A AND INVESTMENT ACTIVITY.

BRIAN’S EDUCATION INCLUDES BOTH A MASTER OF ACCOUNTANCY DEGREE AND A BACHELOR OF BUSINESS ADMINISTRATION IN ACCOUNTING FROM THE UNIVERSITY OF GEORGIA.

Lori Shad

EXECUTIVE RECRUITER

DRIVING TRANSFORMATION THROUGH PEOPLE IS OUR MISSION AND LORI’S PASSION AS AN EXECUTIVE RECRUITER WITH JENNINGS EXECUTIVE SEARCH. SHE CONDUCTS THOROUGH RESEARCH ON EACH ROLE AND BUILDS STRONG RELATIONSHIPS WITH CANDIDATES TO HELP CONNECT PROFESSIONALS WITH THEIR NEXT GREAT OPPORTUNITY. LORI SPENT 22 YEARS AT A FORTUNE 500 INSURANCE COMPANY IN PRODUCT MANAGEMENT, SALES/BUSINESS CONSULTING, AND RECRUITING ROLES. SHE USES THIS EXPERIENCE AS SHE SEARCHES FOR THE BEST TALENT TO HELP DRIVE CLIENT SUCCESS FORWARD. SHE’S FOCUSED ON DELIVERING RESULTS AND GETS THERE THROUGH EFFICIENCY AND TENACITY WITH AN EMPATHETIC, COMPASSIONATE, FUN, GENUINE, AND POSITIVE APPROACH. SHE HAS BEEN INSTRUMENTAL IN HELPING CLIENTS ACHIEVE BUSINESS OBJECTIVES THROUGH UNDERSTANDING NEEDS, CREATING INDIVIDUAL, DATA-DRIVEN SOLUTIONS, AND SOLVING PROBLEMS, AS WELL AS POSITIVE RELATIONSHIP BUILDING AND TEAMWORK.

LORI GRADUATED WITH A BACHELOR OF SCIENCE DEGREE FROM THE UNIVERSITY OF GEORGIA.

Justin Graves

EXECUTIVE RECRUITER

JUSTIN GRAVES IS AN EXECUTIVE RECRUITER AT JENNINGS EXECUTIVE SEARCH.

JUSTIN HAS A VARIETY OF EXPERIENCES WORKING WITHIN PUBLIC AND INDUSTRY ACCOUNTING. HE BEGAN HIS CAREER WITH PATHSTONE FAMILY OFFICE PREPARING TAX RETURNS FOR HIGH NET WORTH INDIVIDUALS AND CORPORATIONS IN THE ATLANTA AREA. IN JANUARY 2015, HE JOINED COHNREZNICK, LLP, A TOP 10 PUBLIC ACCOUNTING FIRM, IN AUDIT & ASSURANCE WORKING PRIMARILY IN THE COMMERCIAL REAL ESTATE AND HOUSING MARKET. PRIOR TO JOINING JENNINGS EXECUTIVE SEARCH, JUSTIN WORKED AT A FAST GROWING TECHNOLOGY COMPANY, SS&C TECHNOLOGIES, WHERE HE WORKED IN THE REAL ASSETS DEPARTMENT DOING FUND ADMINISTRATION.

JUSTIN GRADUATED WITH A BACHELORS OF SCIENCE DEGREE IN ACCOUNTANCY FROM OGLETHORPE UNIVERSITY.

Justin Jennings

EXECUTIVE RECRUITER

JUSTIN JENNINGS IS AN EXECUTIVE RECRUITER AT JENNINGS EXECUTIVE SEARCH. HE COMES FROM THE HEALTHCARE INDUSTRY WITH 15 YEARS OF MEDICAL SALES EXPERIENCE. HE ATTRIBUTES HIS SUCCESS IN SALES TO LISTENING AND LEARNING FROM HIS CUSTOMERS AND ENJOYS THE PROCESS OF SOLVING PROBLEMS. HE IS SKILLED AT DEVELOPING THE RIGHT ACTION PLAN FOR EACH OF HIS CLIENT’S UNIQUE NEEDS AND COMMITTED TO HELPING THEM CHOOSE THE BEST SOLUTION. JUSTIN HAS TAKEN HIS SPIRIT AND PASSION FOR SELLING TO THE WORLD OF RECRUITING. HE HAS A GOAL OF SURPASSING HIS CLIENT’S EXPECTATIONS AND ASSISTING THEM WITH TALENT ACQUISITION.

JUSTIN GRADUATED WITH A BACHELOR OF SCIENCE IN MANAGEMENT FROM GEORGIA INSTITUTE OF TECHNOLOGY. WHEN NOT AT WORK, YOU CAN FIND HIM ON HIS MOUNTAIN BIKE, THE GOLF COURSE, OR SKIING OUT WEST IN THE WINTERS.

Chip Locke

PRACTICE LEAD, TECHNOLOGY RECRUITING

CHIP LOCKE IS THE TECHNOLOGY RECRUITING PRACTICE LEAD FOR JENNINGS EXECUTIVE SEARCH. CHIP BRINGS 15 YEARS OF EXPERIENCE IN TECHNOLOGY AND RECRUITING INCLUDING HANDS-ON WORK AS A SOFTWARE DEVELOPER AND BIG 4 SYSTEMS CONSULTANT. HE IS A TRUSTED CIO ADVISOR WITH EXPERIENCE ACROSS INDUSTRY VERTICALS AND A DEEP UNDERSTANDING OF TECHNOLOGY PLATFORMS AND THE FUNCTIONAL AREAS OF DELIVERY THAT ENABLE BUSINESS OPERATIONS. HIS EXPERIENCE INCLUDES RECRUITING EXECUTIVES AND COLLABORATING ON STRATEGIC PLANNING AND IMPLEMENTATION OF IT ORGANIZATIONS.

HIS CLIENT SUCCESS STORIES CAN BE FOUND AT COMPANIES RANGING IN SIZE FROM STARTUP TO FORTUNE 500 ACROSS AVIATION, ENERGY, FINANCE, HEALTHCARE, TECH, MANUFACTURING, RETAIL AND TELECOMMUNICATIONS. CHIP GRADUATED FROM THE UNIVERSITY OF GEORGIA WITH A BACHELOR OF BUSINESS ADMINISTRATION DEGREE IN MANAGEMENT INFORMATION SYSTEMS.

Brian Gelfand

PARTNER

BRIAN GELFAND IS A PARTNER AT JENNINGS EXECUTIVE SEARCH. HE BEGAN HIS CAREER AT DELOITTE & TOUCHE IN AUDIT AND ENTERPRISE RISK SERVICES, WITH A FOCUS ON THE FINANCIAL SERVICES AND REAL ESTATE INDUSTRIES. AT DELOITTE, BRIAN GAINED VALUABLE CORPORATE EXPERIENCE WORKING WITH A MULTI-BILLION DOLLAR PUBLIC MORTGAGE SERVICING CORPORATION, AND A NOT-FOR-PROFIT FOUNDATION WITH OVER $10 BILLION IN ASSETS. BRIAN PASSED THE CPA EXAM BUT ULTIMATELY DECIDED ASSISTING CLIENTS WITH THEIR PEOPLE STRATEGIES WAS HIS PASSION.

BRIAN’S EDUCATION INCLUDES A MASTER OF ACCOUNTANCY FROM KENNESAW STATE UNIVERSITY AND A BACHELOR OF BUSINESS ADMINISTRATION IN ACCOUNTING FROM GEORGIA COLLEGE & STATE UNIVERSITY

Jon Jennings

FOUNDER / MANAGING PARTNER

JON JENNINGS IS THE FOUNDER AND MANAGING PARTNER OF JENNINGS EXECUTIVE SEARCH. ESTABLISHED IN 2014, HIS VISION WAS TO SHAPE A FIRM ANCHORED IN TRANSPARENCY AND VALUE CREATION. OVER THE YEARS, JON HAS HAD THE DISTINCT OPPORTUNITY TO ENGAGE WITH AND LEARN FROM LEADING INDUSTRY EXECUTIVES, GLEANING INSIGHTS FROM THEIR EXPERIENCES AND COMBINING THIS KNOWLEDGE WITH THOROUGH RESEARCH. THIS HAS EQUIPPED HIM TO OFFER A DEEPER, MORE STRATEGIC PERSPECTIVE ON ORGANIZATIONAL DESIGN AND TALENT IDENTIFICATION. WITH AN INITIAL FOCUS IN FINANCE, THROUGH JON’S LEADERSHIP THE FIRM HAS PIVOTED INTO BROADER COMMERCIAL AND TECHNICAL STRATEGIES AS WELL AS PROFESSIONAL SERVICES.

TOGETHER WITH HIS EXPERIENCED TEAM OF EX-CONSULTANTS AND INDUSTRY PROFESSIONALS, JON COLLABORATES WITH PREMIER CONSULTING FIRMS TO ENHANCE THEIR PRACTICES. SIMULTANEOUSLY, HE ASSISTS PRIVATE EQUITY GROUPS AND THEIR PORTFOLIO COMPANIES IN REFINING AND FORTIFYING THEIR COMMERCIAL AND FINANCIAL STRATEGIC OPERATIONS.

THE CULMINATION OF THESE EFFORTS IS A BOUTIQUE FIRM THAT INC.COM CELEBRATED AS ONE OF THE COUNTRY’S FASTEST-GROWING COMPANIES. BETWEEN 2019 AND 2022, THE COMPANY WITNESSED A STAGGERING GROWTH RATE OF NEARLY 600%.