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Meet our experts

The HR answers you need, from experts who’ve been there. Whether it’s hiring, compliance, or the unexpected, they’ve seen it all - and they’re here to help.

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Don Doidge

HR Solutions Consulting Manager

Don Doidge is currently a Manager, HR Solutions Consulting at Rippling. Prior to joining Rippling in 2022, he spent 12 years in HR starting as an HR Generalist and progressively moving up to ultimately to the Head of HR.

headshot of Shannon Kirkman
Shannon Kirkman

Senior HR Solutions Consultant

Shannon spent nearly 20 years in HR, specializing in recruitment, performance management, and training. After experiencing a Rippling demo firsthand, she knew she needed to be part of the rocket ship and made the leap from HR to a Solutions Consultant role.

headshot of Meagan Castle Day
Meaghan Castle Day

HR Solutions Consultant

Meaghan, SPHR, is a data-driven people leader with expertise in HR management, org design, and systems administration. Before joining Rippling as an HR Solutions Consultant, she led strategic People Ops teams in tech, non-profits, and entertainment.

Photograph of Michelle McEleney, HR Solutions Consultant at Rippling
Michelle McEleney

HR Solutions Consultant

Michelle is a seasoned HR tech expert with a background in HCM and HRIS platforms. Before joining Rippling, she held key roles at Oracle and HiBob, helping organizations scale their HR, payroll, and IT systems through automation and integration.

Workplace Culture & Employee Experience

I work for a very traditional industry—gym memberships, kombucha on tap, and ping pong tables are not an option. What can I do to boost employee engagement in the absence of a dedicated budget for employee engagement?

Even without a big budget, you can still boost employee engagement by focusing on authentic connections and thoughtful gestures. 

  1. Check in regularly: Make sure managers are scheduling casual, frequent check-ins to make sure their teams feel heard and supported.
  2. Give recognition: Acknowledge wins—whether it’s a quick shout-out or a personal thank-you note, encourage employees and leadership to recognize everyone’s efforts. 
  3. Support growth: Encourage learning by offering mentorship or running internal training sessions or workshops. 
  4. Offer flexibility: If possible, let your team adjust their hours or work remotely. Summer Fridays are an affordable way to improve employee satisfaction.
  5. Team bonding: Simple activities like virtual coffee breaks or lunch-and-learns can help build relationships without breaking the bank.
  6. Be transparent: Keep your team in the loop about company goals and progress—it helps them feel part of the bigger picture.

Engagement is about showing you care—it doesn’t have to cost money.

My company rolled out a new lunch and learn series, but it's falling flat. Leaders are disengaged, and employees don't seem excited. How can I fix it?

Lunch and learn sessions are only as successful as the content itself. Ask yourself the following questions to see if you’re creating engaging sessions. Implement these tips and you’ll see an uptick in attendance.

  • Why are we doing this? Is it something employees are asking for or something we think is necessary?
  • What is the frequency? Don’t overdo it. Make them more of an "event" by hosting them monthly or quarterly.
  • Who is picking the topic? Survey employees to see what topics they are interested in and the types of sessions they'd like to see (lecture, discussion, activity, etc). Have employees submit questions ahead of time.
  • Who is leading the session? Can you get an external speaker to lead the session? This keeps it interesting and can drum up excitement.

How can I motivate my team? Recent reorg has led to low morale and general disengagement. Any advice?

Disengagement after restructures are so common, so first, know that you’re not alone! Studies show that 74% of employees report declines in productivity after a layoff. Change management is tricky, but after the initial period of adjustment, you can turn things around for your team by doing the following:

  1. Have open, honest conversations: Disengagement can stem from feeling unheard or misunderstood. Jumping into positivity mode too soon can further those sentiments, so take the time to acknowledge the change that has occurred and how it has impacted the team. Ask what’s going well and where they feel things could improve, and assure them that you’re in their corner.
  2. Set clear, meaningful goals: Work together with your team to establish goals that everyone can get behind. Now more than ever, understanding the why behind certain deadlines and outlining how their work is tied to the company’s goals is critical to increasing engagement.
  3. Recognize and celebrate small wins: Acknowledge achievements, even the small ones, whether it’s during your weekly meetings or on team Slack channels. Celebrating progress can reignite energy and a sense of accomplishment.
  4. Provide opportunities for growth: Ensure that team members have chances to develop professionally. People are more motivated when they see a path forward, both personally and as part of the team. Ask them what their ideal role looks like in three years , so you can support their long-term goals.

Build trust and transparency: Be consistent in your efforts and maintain open communication. Motivation often follows when there is trust in leadership and transparency in the team’s direction.

What strategies are effective for fostering an engaging workplace culture while also managing compliance for earlier stage startups?

Balance is key—startups need autonomy where people closest to problems make decisions, but with appropriate guardrails. The challenge is determining the minimum necessary controls while maintaining trust. Practically, map your organization's risk tolerance across different domains with leadership—be stricter on critical compliance areas like payroll but more flexible elsewhere. This creates a roadmap for policies that support both culture and compliance while keeping your team agile against larger competitors.

Leadership & Organizational Development

I’m working at a rapidly growing startup and am starting to get pushback from leadership when I try to launch new initiatives. Any advice on how I should navigate this?

The main challenge is what can sometimes be referred to as "the fog of war"—as teams grow, leaders become increasingly removed from day-to-day problems, making it harder to communicate strategic goals while empowering autonomous action. When there's pushback between leadership demands and frontline realities, the solution is for leadership to get in the trenches with your team. Where possible, leaders should work alongside the team to understand problems granularly.

Any recommendations for where strategic leaders (Directors, VP, C-Suite) could gather to continually learn and grow?

Beyond books and formal resources, the most valuable learning comes from intentionally seeking peer-to-peer connections with diverse perspectives. Find people both inside and outside your industry and function, and create space for unstructured conversations about challenges you're facing. These discussions with people solving different problems in different contexts help you see situations differently. The contrast of viewpoints—whether from a CEO, analyst, or product manager—provides invaluable perspective that structured learning alone can't offer.

Strategic Planning

Our remote team is all over the place—literally and financially. Some employees want big-city salaries in low-cost areas, others feel underpaid compared to job postings. How do we set competitive salary bands without breaking the budget?

Clear, consistent salary bands start with a few key decisions: Are you paying based on the company’s HQ, employee location, or a hybrid model? Once that’s set, market data (adjusted for location, industry, and role) will help define fair pay. The real challenge? Getting leadership and employees to trust the structure. Transparency is key—share how bands are set, when they’re reviewed, and how employees can move up. And for those “Can we stretch it?” conversations? Set guardrails for exceptions and stick to them. Pay fairness isn’t just about numbers—it’s about consistency. Stick to the framework, communicate it well, and you’ll spend less time playing referee.

What are some cultural differences to consider when hiring a contractor outside the US?

You’re already thinking about it, which means you’re on the right track. Some companies make the mistake of forgetting that there are different cultural norms and rules around communication, vacation, and meeting norms, to say the least. Before hiring a global contractor, make sure you understand that:

  1. Public holidays are different: While it’s true you don’t have to pay self-employed workers for public holidays, you’ll need to take these into account, as many nations’ public holidays differ from those in the US. Canadians, for instance, will celebrate a Civic Holiday on August 4, 2025.
  2. Work schedules: Beyond holidays and time zones, keep in mind that some countries, like every major part of the Middle East, have Friday-Saturday weekends instead of Saturday-Sunday.
  3. Communication styles: In some cultures such as the US and Germany, directness is valued, while in others like Japan and Mexico, people may use indirect language to maintain harmony. This also impacts how people receive feedback, as people in the US may be more accustomed to constructive criticism at work, but in other cultures it can be perceived as highly confrontational.

Work style: Pace of work differs across the globe, as some cultures may prioritize thoroughness over speed, while others may emphasize quick delivery. In individualistic cultures (e.g., US, UK), people may prefer working independently, while in collectivist cultures (e.g., China, Mexico), collaboration might be more important.

What’s the difference between a strategy and a plan?

Strategy involves ruthless prioritization among competing objectives, while a plan is how you execute those priorities. A good strategy acknowledges what you won't do. It recognizes that you're always outnumbered and outgunned, so you can focus on what's maximally value-unlocking and be transparent about trade-offs. As our cofounder says, "strategy is a series of discussions," not a single decision. It requires surfacing tensions and competing priorities while the plan works backward from those strategic decisions to determine implementation.

How do I train leaders and roll out compensation bands at a company that has never had them before?

To roll out compensation bands in a company with no prior experience, start by educating and aligning leadership on the purpose and structure of compensation bands to gain their buy-in. Next, develop and validate the bands using market data and internal equity, then train managers to understand and communicate the bands effectively. Roll out the bands to employees with clear, transparent messaging, and support the launch with Q&As and documentation. Finally, integrate the bands into performance and compensation processes and review them regularly. The focus should be on clarity, fairness, and building trust through education and consistent communication.

HR Operations & Compliance

I don’t come from a very data-forward HR team…and feel a bit behind. How do I get started?

If you're feeling a bit behind when it comes to data-driven HR, you're not alone. Many HR teams are just starting their journey into using data to make smarter decisions. The good news is it’s never too late to start!

  1. Start small and focus on the basics: Pick one or two key metrics that are most important to your team right now, such as time-to-hire or employee retention. Start measuring (and acting on) those, and build from there.
  2. Ask the right questions: Understand what you’re trying to solve before diving into the data. What challenges is your company facing? What insights might help address those issues? 
  3. Leverage existing tools: You don’t need fancy software to get started. Many HR systems already track some  data. Start using what you have to pull basic insights.
  4. Don’t be afraid to look outside your team: If you're not sure where to start, reach out to teams like finance, operations, or data science—they’re often further ahead on data and can share tips and tools that might work for you.

Getting started is the hardest part, but once you see the impact data can have on decision-making, it becomes a powerful tool in your strategy (and your career trajectory). Sound decisions that save the business money or drive growth can help you make the case for tech that makes pulling further insights much easier.

As an HR leader, I feel like I’m always stuck in the weeds with administrative tasks, which can be really draining. How can I free up time to focus on more strategic work?

First, take stock of where your time is going. Keep a log for a week and break your tasks into buckets: admin work, employee support, strategy, etc. Next, look at what you can delegate or automate. Revisit your team’s workflows—are there steps you’re still handling personally that a team member (or better yet, a tool) could take off your plate? For example, automating repetitive tasks like onboarding workflows or time-off tracking might free up hours every week.

Lastly, block out time on your calendar for strategic work, and guard it fiercely. Communicate to your team and leaders that this is your “deep work” time, focused on aligning HR’s efforts with the company’s big-picture goals. Strategic thinking isn’t something you can squeeze in between payroll runs—it requires space.

The bottom line: Clear the noise. The more time you can reclaim from the weeds, the more energy you’ll have to lead, innovate, and build the kind of workplace that people thrive in.

I'm currently working on a lean HR team. We’re a nimble tech startup and it’s just me supporting our entire 110+ person org and I’m starting to experience burnout. How should I keep burnout at bay while maintaining an engaged and productive team?

As the sole HR professional supporting an org of that size, burnout isn't just a risk—it's almost inevitable without boundaries. Start by identifying your highest-impact activities and ruthlessly delegating or simplifying everything else. Build a network of department leads who can handle first-level HR issues, and consider advocating for either part-time help or specific HR functions to outsource.

Remember that your effectiveness depends on your wellbeing. Block non-negotiable recovery time in your calendar, whether it's a proper lunch break, ending work at a reasonable hour, or scheduled days off after intense periods. Many startups mistakenly equate constant availability with productivity, but sustainable performance requires deliberate recovery cycles.

Finally, make your case to leadership with data: track your workload, benchmark appropriate HR-to-employee ratios, and outline the organizational risks of having an overtaxed HR function. The best startups understand that proper support systems aren't bureaucracy—they're essential infrastructure for growth.

My company is scaling rapidly, and I’m struggling to keep up. How should I approach balancing daily priorities while the company grows? For context, I work in a remote environment.

The key tension is between thinking time and execution time. In a remote environment, it's easy to get caught in the execution trap—checking Slack and suddenly working for hours without strategic thinking. When scaling rapidly, use this rule: if you're spending your entire morning on a single function (recruiting, HR, finance), it's time to hire a dedicated leader. The execution work is necessary, but be intentional about creating space for strategic thinking and recognize when delegation is needed so you can focus on broader leadership responsibilities.

Help! I need advice on how to fight burnout, and I think it’s often due to my own inability to tackle problem-solving challenges?

This often comes down to prioritization. Many high-achievers chasing excellence are perfectionists who try to do everything perfectly. The solution is learning to be strategic about your own work: honestly assessing what you can accomplish, prioritizing effectively, and communicating those priorities to align with managers and teammates. True problem-solving includes the ability to determine what matters most and getting everyone aligned on those priorities, including necessary trade-offs. Consider also evaluating both performance (current output) and potential (capability) to determine the right support approach.

How can a small mental health clinic build a compliant, scalable HR foundation with no budget, no systems, and no existing processes?

If you're helping a small mental healthcare clinic build a compliant and scalable HR department with no budget or systems in place, the smartest move is to bring in a part-time or freelance HR consultant. Even limited support can help set up essential policies, ensure legal compliance (including HIPAA and labor laws), and create onboarding and documentation processes tailored to healthcare. An HR consultant can also recommend tools like Rippling, which is ideal for small teams looking to scale — combining payroll, onboarding, compliance tracking, benefits administration, and employee record keeping in one platform. With expert guidance and the right system in place, the clinic can grow efficiently while staying compliant from the start.

What are best practices, recommended vendors, and tips for implementing background checks in a nonprofit with both employees and volunteers?

To implement background checks effectively in a nonprofit with both employees and volunteers, start by creating a clear, consistent policy outlining who is screened, what checks are performed (e.g., criminal, sex offender, driving), and how often. Always get written consent and apply checks fairly based on role risk levels. Use trusted vendors like Checkr which offer nonprofit-specific services and integrations. Secure sensitive data properly and train staff on interpreting results responsibly. Communicate the purpose of checks clearly to volunteers to maintain trust, and have a process in place for addressing any red flags.

Future of Work

My manager wants me to use AI, but I have no idea where to start. Any guidance?

AI anxiety is real. But AI output can only be as good as the inputs. If your team sits on inconsistent, inaccurate, incomplete or biased data, outputs will match. So before you dive in headfirst, ask yourself (and your manager) the following questions:

  • Do we have access to clean, relevant data housed in one place?
  • Do you have the right permissions in place that ensure sensitive data doesn’t end up in the wrong hands?
  • Do you have the ability to create custom workflows and reports without having a technical background?

How do we ensure employees actually take advantage of unlimited PTO without abusing it?

The key is setting clear expectations and leading by example. Track trends—are employees hesitant to take time off, or are certain teams overburdened? Encourage managers to normalize PTO by taking it themselves and checking in with employees who rarely do. At the same time, have a fair approval process to prevent gaps in coverage. Unlimited PTO works best when employees feel both empowered to take time off and responsible for thoughtful planning.

What predictive HR AI tools are recommended for small teams?

Rippling offers strong foundational support for predictive HR insights, especially for small teams looking to scale without the complexity of enterprise systems. Its People Analytics feature enables custom dashboards and reports that can help identify early warning signs like turnover trends, pay disparities, and changes in employee behavior. While not a full-fledged predictive AI platform, Rippling allows users to set automated alerts and workflows — such as notifying HR of high PTO use or missed onboarding steps — that act as early indicators of disengagement or potential attrition.

Additionally, Rippling supports compensation and headcount forecasting, helping small teams model future costs and staffing needs. While its native predictive features are limited compared to specialized tools, Rippling integrates seamlessly with AI-driven platforms like Lattice, Leapsome, and Humu, allowing for enhanced insights into engagement and performance. This makes Rippling a highly effective, scalable solution for small teams aiming to build a proactive, data-driven HR function.