Why Landing A WorkHome, C-Level Executive Role Might Be Easier Than You Think


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Titles such as CEO and vice president aren’t usually the first to come to mind when thinking about telecommuting, but that could change. As more companies integrate remote workers, positions up the corporate ladder are welcoming flexible work arrangements. With telecommuting up 115 percent since 2005, more than 75 percent of employees who work from home are earning more than $65,000 a year, according to Global Workplace Analytics.


“The common assumption is that people working in high-level, remote jobs make less money than those who work in an office, but we did a lot of comparisons and found that the salaries are fairly equal,” says Brie Reynolds, senior career specialist for FlexJobs. If a remote, high-level executive role is on your wish list, h ere are some strategies to boost your chances of landing your dream job.

Communicate your ability to lead a team remotely. “Remote work is often about bringing a cohesive team together,” Reynolds says. “Showcase your leadership skills by sharing concrete examples of challenges you encountered and how you solved them.” When interviewing for the position, discuss how often you reached out to members of your team in a previous job, give examples of proactive communication with colleagues and illustrate the depth of these relationships.


Understand how the team operates. Research the organization ahead of time and demonstrate your understanding of the team’s function and role in the industry. For example, learn if the entire team will be remote, or if some people will be working from an office. Then, discuss how your personal strengths will be an asset to the work culture.

Familiarize yourself with remote workplace tools. Whether it ’s Slack, Asana or video conferencing, navigate some of the popular telecommuting tools (and sign up for free trials to test drive some of the tools you haven’t used yet) so that you’ll be fluent in the latest technologies. Perhaps you can recommend a remote tool that hasn’t been used yet within the firm to help streamline communications or promote better project management.


Don’t sell yourself short. If the job description calls for 10 years of experience and you have only eight—but at some of the best companies in your industry—Reynolds encourages candidates to go for it. “If your experience is really solid, I say put yourself out there and see what happens,” she explains.

Consider your connections. Reynolds says you shouldn’t overlook your professional connections. If you’re applying for a position with a certain company, see who you know that might have worked there in the past or knows someone there and seek their insight.


Be proactive in your search. Finally, keep your eye out for high-level, remote job listings and ask your network about possible job leads. Here are a few current openings to get you started:

Chief People Officer (Teach For America)

Chief people officer will assist with implementation of talent strategy. Requires candidate with a related bachelor’s degree, 10+ years of relevant experience, strong cultural leadership abilities and willingness to travel. Some telecommuting.

Vice President of Business Development (Cheat Sheet)

Report to CFO and president directly. Use business acumen for identification and creation of strategic opportunities for extension of revenue growth and audience. MBA and self-motivation will be required. This is a full-time and telecommute role.


Traveling Executive Director (American Heart Association)

Traveling executive director will provide leadership, develop and implement strate gy plans, evaluate campaigns and more. Leadership skills, seven+ years similar experience, strong interpersonal communication skills required. Full-time, remote.

Vice President of Product Marketing (Optymyze)

Vice president of product marketing with a bachelor’s degree and 10 years related experience is needed for a full-time, work-from-home opportunity. Primary responsibilities will include creating product propositions and supporting special projects.


Vice President-Senior Scientist (Premier Inc.)

Remote, full-time job. M.D. or D.O required. Duties include consulting with clients to determine research needs, evaluating data and deliverables, forecasting revenue, maintaining records of proposal submissions & delivery dates and resolving issues.

Medical Director (Cigna)

Full-time, telecommute medical director will investigate claims, build provider relationships, assist team needs, answer inquiries. Psychiatrist board certificati on and valid medical license, five+ years of experience, strong negotiation skills a must.

Chief Data Scientist (Predictive Science)

Full-time and/or part-time chief data scientist will establish data policies, standards, organization and data governance and will develop innovative approaches to linking internal systems with external data. Ten to 15 years of experience required.