How To Win The Upskill Battle By Investing In Your Most Valuable Resource

How can organizations ensure that their efforts to bridge skill gaps are both effective and inclusive to all their employees?

In this episode, host Becca Banyard is joined by Kristy McCann Flynn—Co-Founder & CEO at SkillCycle—to explore the advantages of upskilling, strategies for identifying emerging roles and fostering employee development, the drawbacks of annual performance reviews, and the impact of continuous feedback on productivity and engagement.

Interview Highlights

  • Kristy’s background [1:19]
    • CEO and co-founder of SkillCycle.
    • SkillCycle is a learning-first talent development platform built to support the entire employee lifecycle and drive business results.
    • Prior to starting SkillCycle, Kristy spent 20 years in HR. She worked in a lot of enterprise organizations like Fidelity Investments, Pearson Education, and mid markets like Constant Contact and a ton of startups along the way. 
    • Started SkillCycle a couple of years ago for a multitude of reasons – war on talent, skill shortage, quiet quitting, etc.
  • How can companies identify the need for specific new roles that haven't even come to be yet and how can they develop their employees in those areas? [4:08]
    • Hard skills, they're easily trainable. What's not is a lot of what we label as soft skills, which are durable skills and power skills and human skills that revolve around change management.
    • Change management, communication, collaboration, situational leadership, emotional intelligence, creating a sense of belonging within organizations – these are all skills that take time to be able to reinforce behaviors and provide outcomes.
    • It's very scary when the tools are a mirror of us and we still don't have the skills to be able to do our jobs.
    • Technology is a mirror of us, so it cannot be replaced. It's more about enabling us to do things and not have to spend hours on coursework.
    • Organizations need to instill the power of constant learning so that we're being proactive and not reactive for what's going to continue to come.
  • How can organizations create the opportunity for their talent to operate at their full potential? [7:31]
    • It's all there, but we haven't been able to enable it ourselves.
    • Whether you're a mid market or you're an enterprise organization, you should only have three to four stacks within HR.
    • On the learning, performance, and engagement side – you have all these monolithic, fragmented tools – performance tools, engagement tools, mentoring tools, coaching tools, goal tools, learning management tools, content tools. It's all monolithic and fragmented.
    • In order to go forward, we need to go backwards, and we need to lock data and development together into one ecosystem that empowers the employee to be able to take the next step to further progress themselves.
    • Performance learning techniques need to be evergreen.
  • How can organizations ensure that their upskilling efforts are inclusive and accessible to all employees? [12:11]
    • There's no agreement necessary. We just need to take the feedback and this feedback needs to be powered.

Feedback is part of how you're doing your goals. It's the 'how' behind a goal. A goal is just a tick mark at the end of the day. Anyone can do a goal. It's how you do it and how you get to that goal that matters.

Kristy McCann Flynn
  • For the employee – it's connected to their feedback, to their job, to their goals, and it drives the ‘what's in it for me’ factor.
  • It really becomes a win-win when you marry the data and the development together.
  • How can organizations ensure that they are filling the skills gaps? [15:37]
    • When you get feedback from your performance reviews that unfortunately are often only once or twice a year – why would you wait six months to a year to get feedback when they could have changed it 364 days ago?
    • It’s tying personal development together with organizational development because you don't have organizational success without the people. And people don't have professional development success without having the skills.
    • We need to create a bar and the bar needs to be connected between the organization and employees and the things that they need to get things done.
  • What are some of the learning and development methods that you would encourage? [20:12]
    • It's tying the feedback that they're getting to actual personalized learning paths.
    • You need to go in the middle. You need to make sure that your middle manager has the skills and the aptitude that they need to be able to do their job, to manage up, manage across, and then manage down.

Middle managers outside of HR are the heartbeat of the organization. And what they do, think, and act is going to be rippled up, down, sideways and everywhere in between.

Kristy McCann Flynn
  • At the end of the day, an employee is not going to understand and learn and digest or listen to the CEO. They're going to learn, understand, and digest from their manager. And their managers need to be prepared.
  • What would you encourage middle managers to do in order to step up to that plate and to take more ownership and responsibility over their own career development and over their own role in the organization? [22:52]
    • Middle managers can be the biggest champions and advocates for HR.
    • Middle managers are stuck in the middle – they gotta lead, manage, coach, deliver, do administrative tasks.
    • Often the path of being a revenue driver is through the middle managers.
    • Learning is a vitamin rather than a pain pill.
    • The number one thing that employees want is: learning and development opportunities, and managerial competency.
    • The number one reason that employees will leave is because of their manager.
    • Instill learning in a way that is personalized and that attaches to the overall revenue growth of an organization.
  • Do you have any personal stories from your HR days of partnerships, allyships with middle managers that stood out in your memory? [27:49]
    • Kristy walked into an organization and she was coming in as the new leader of HR and as a change agent. It was during the economic heydays before COVID.
    • She went through a forecast and realized that the CFO has 40% churn of employees baked into the overall forecast. Which is adding up to millions of dollars right there on a spreadsheet.
    • “What if I can tell you I could bring that down to 30% and I'll make a BHAG goal 20%? And I could save you a lot of money and that we could actually exceed our goal.”
    • She started with customer success. The average turnover was 4 to 5 months – she elongated it to 1.2 years. And they started to see actual revenue success within three months.
    • They were actually able to exceed that 20 million and hit 40 million.
    • HR is not a cost center - we can be a revenue driver. That's what HR needs to do. You're no longer asking to get a seat at the table. You drive money, that seat is yours.
  • What is the number one thing that keeps employees happy in the workplace? [32:01]
    • Learning provides that security blanket. It provides that opportunity. It takes out that fear. And it always wins.
  • What do you personally need to be a successful leader? [33:00]
    • Don't be so hard on yourself.
    • HR is the bedrock to Kristy’s leadership and being a CEO. And that's something that she wants to continue to keep at the forefront.

Meet Our Guest

Kristy is a strategic Human Resource leader, change manager and organizational development expert. Throughout her career in HR, Kristy lived in daily crisis mode – responsible for recruiting, managing and developing companies’ most valuable resources, with a lack of resources and tools to effectively do so. While new HRTech platforms hit the market, they simply digitized and accelerated the same broken system and continued the same vicious cycle of performance management with no actionable outcomes; engagement data and analytics that connected to literally nothing; and generic point-in-time learning that barely scratched the surface of what skills gaps exist within organizations. Additionally, there were no measurable solutions or effective learning and development methods available to grow and upskill new or existing talent or connect professional goals to business goals.

After two decades of playing defense, in 2018, Kristy left her executive HR position to join the offense and build a solution to address the root of the problem at scale. With a true people development approach, a big picture perspective and a hands-on, tactical approach, Kristy is bringing her solution-based vision to life through SkillCycle, a Human Capital Development platform – built for HR by HR – that combines proven methods of learning-led talent development and people success analytics to help companies meet their business goals by developing their most valued resource – their people. She is redefining the Human Capital Development category with a goal to educate and help companies meet their business goals by developing and empowering their employees to take ownership of their careers.

Prior to creating SkillCycle, Kristy has held senior and executive level HR positions at global organizations including Publicis Groupe, Pearson Education, Constant Contact and Fidelity.

photo of Kristy McCann Flynn

HR and middle managers can be revenue drivers. And they will be when they have the tools they need to be able to do their job.

Kristy McCann Flynn