One on Ones with Remote workers- What makes them unique?

In a typical workspace, a manager is often seen nudging an employee for a deliverable, catching up for coffee during a breakout session or indulging in lunch time banter. During all this, a rapport is being built, a personal connect established that can break the ice and make one on ones more accessible and productive.

We hear often enough that the future of the workspace is remote and early adopters are already reaping the benefits of it. From lowered office rentals to lesser funds being spent on corporate outings and being able to expand their search for the right candidate across the globe, the reasons are aplenty.

Here, it is important to first define who we call a ‘remote worker’. While a strict definition, as per the Cambridge English dictionary says ‘an employee who works mainly from home and communicates with the company over telephone and email’, we know in reality it can be much broader. So, it is fair to categorise those in a different geographical location (client location) and those who are partial remote workers together.

And these are the ‘remote workers’ we will be speaking about further in the piece.

After our exhaustive One on Ones guide, here’s a ready reckoner for helping your managers through the challenging task of One on Ones with remote workers.

The World Economic Forum calls it ‘one of the biggest drivers of transformation’ in the workspace.

And we know the world is shrinking with every passing day and remote workers in teams, even remote only teams are becoming a reality and business need. The Bureau of Labor Statistics reported a rise in remote workers from 19 percent to 23 percent between 2013 and 2015.

Not just that, in a millennial-driven world, as per a survey by AfterCollege, as many as 68 percent job aspirants claimed that the ability to work remotely would greatly influence their interest in an organisation.

According to the Remote Future Summit held in 2019, by 2027, a majority of the US workforce will be remote and flexible working arrangements are rising at three times the rate this year.

So, the writing is on the wall and as more and more companies embrace remote work cultures, keeping them connected and engaged remains a task for HR managers.

The Challenges with remote workers


When working outside the office, often, both remote workers and their managers face communication issues. These might be availability related or sometimes simply the lack of a means to express concerns face-to-face.

Based on a 2019 State of the Digital Workspace by Igloo, 70 percent remote workers feel left out of the workplace. And this has been attributed largely to knowledge sharing and communication practices. As many as 57 percent here miss out on important information and 55 percent get excluded from meetings owing to their remote location.


As such, the figures contribute to their engagement in the workspace at large, an HR nightmare most often.

This also is a factor in building lasting workspace relationships, something we get to in our next section.

One on Ones thus, are an effective tool is bridging this rampant communication gap and helping remote workers integrate in the workspace.

Building relationships

“Remote workers sometimes struggle with forming strong relationships with peers or inter-functional partners,” says Divya Verma, HR Consultant (formerly with Gallup) emphasising the need for effective One on Ones with them.

And building relationships, as per an SHRM survey played a significant role in job satisfaction. As many as 40 percent of respondents confirmed it.

And when it is remote workers we are talking about, a lot of the heavy lifting here rests on the manager’s shoulders. Whether it is collaborative work arrangements, including the remote workforce in meetings and celebrations or simply keeping them updated about company news.

As HR managers, no emphasis on this approach is truly enough. “Sometimes even a small gesture like updating a remote worker about a team lunch and a small budget for them to order in a treat for themselves can go a long way,” suggests Verma.

Effective One on Ones with remote workers

The case for preparation

In a Quartz article, Jody Greenstone Miller, co-founder and CEO, Business Talent Group maintains that there is only one key difference in managing in-office and remote teams. “you have to be more organized and deliberate than you are when managing people in one location,” she says.

The rules of ice breakers, a personal connect and the focus on career development in One on Ones remains the same. However, with in-office staff the manager has the additional advantage of access to data like behaviour, body language and attitude. The communication with remote workers is often restricted to emails and deliverables.

It is therefore of utmost importance that both the manager and the employee prepare for a One on One conversation in this case and use the exercise effectively to bridge existing communication gaps.

This would mean setting time aside in advance and working on an agenda (refer to suggested agenda items below). Experts suggest, with remote workers, the agenda as a shared responsibility can reap additional benefits.

Time zones and cultures

Remote work comes with its share of challenges and it is not uncommon for a manager to encounter unavailability from the employee on account of different time zones and priorities.

How does one, then motivate a manager to keep at the One on One game?

It goes without saying that since this conversation is largely employee focussed, the employee’s time zone must be taken into account while scheduling a One on One.
While at it, encourage them to keep in mind local holidays and salutations. As HR managers, this could well be an exercise in integrating diverse workforces.

As with the actual conversation, ensure the manager keeps it focused on career development and addresses the employee’s concerns and this includes those that arise out of the remote work arrangement. Common questions could include assistance needed in interdepartmental collaborations and the issues the employee faces there.

Keeping it going (duration, technology and follow-through)

A remote workforce isn’t always different because of their location, sometimes employees who work remotely have a skill that is critical and not available locally, or they are located at the client site or managing a specific market.

These situations mean that the manager may have to work much harder to understand their work and local context/problems. It is for these reasons that HR experts suggest that the duration of a One on One with a remote worker should be 50 percent longer than those with in-office employees. This ensures, all topics on the agenda are roadblocks navigated till the next One on One.

It also helps to leverage technology and find a way to ‘see’ each other as opposed to a telephonic conversation, Verma insists. Other methods like asynchronous screencast recording can also be used for effective results.

Lastly, as discussed in our One on One guide, note taking is an underrated but integral skill. “Clearly documented and detailed notes are important in any One on One. In some cases, sharing a summary of the discussion with the skip level manager or HR could help resolve inter-functional issues, help socialise the work being done by or challenges being faced the remote employee”, explains Verma.

In a nutshell

In the end, every activity suggested to managers must keep the focus on ensuring a remote workers is treated, even informed of company news, in the same manner an in-office worker is. Because, until line managers and we as HR managers transcend these critical boundaries, we will continue to see the challenges that the arrangement brings and barely scratch the surface of the larger employee engagement battle.

CategoriesOne on Ones

Building a One on One culture in your company- the ultimate HR Guide

One on One – An Exhaustive Guide

If you are an HR manager who believes in One on Ones, read on. Whether you want to begin rolling them out, build a sustainable culture or just want your managers to have more effective ones, this is for you.

Let’s begin with a story. A well-known tech giant decided to scrap its traditional yearly appraisal cycle, replacing it with a year-round system of check-ins. Considered quite forward-thinking back in 2014, it encountered its share of sceptics.

A year later, things looked different. The company had seen a staggering 30 percent drop in attrition levels. In addition, there was a 50 percent increase in voluntary departures as problems were being dealt with as they happened without waiting for the appraisal cycle.

We are talking about Adobe and their Vice President – HR, Donna Morris, an oft-quoted case study. And yet, the story never gets old.

What is it that transformed a system so widely accepted to suit the needs of a large company? The answer, as it always does, lies in something more basic, more human.

One on Ones. Let’s take a moment to let this sink in.

This isn’t the only such case. Ed Catamull, co-founder and president, Pixar speaks of One on Ones with equal gusto in his book Creativity Inc. He rates them higher than the open-door policy he used during the making of Toy Story explaining ‘being on the lookout for problems is not the same as seeing problems’.

As HR managers, we don’t need much to validate their positive outcomes but are equally aware of the challenges involved in getting managers to do One on Ones right.

‘being on the lookout for problems is not the same as seeing problems’ – ED CATAMULL

One on Ones as a tool

Illustration of Two people sitting and talking to each other

Before we delve into One on Ones in detail, it is important to recognise the role of a manager in a company. Not only are they key stakeholders but act as ambassadors of the company and play a crucial role in attracting new talent while getting work done on a daily basis. According to a Gallup study, a staggering 50 percent employees leave a manager, not a company. A statistic that we are all aware of but can’t dismiss.

One on Ones thus, can become an effective tool in bridging this all pervasive gap between managers and employees.

Think of it this way, when you drive a car for thousands of miles, across the country, you are bound to incur a few problems. What do you do? You drive to the nearest service centre and run a service check. After all, every machine needs a little oiling here and tinkering there to function as desired.

Or closer and more pertinent, would be the case with your own health. A long run on one day and a balanced meal won’t take you any closer to your fitness goals until it becomes a habit.

Think of One on Ones as a similar exercise.

A long run on one day and a balanced meal won’t take you any closer to your fitness goals until it becomes a habit.

Mark Zucherberg, Facebook Founder and CEO among others endorses One on Ones, waxing eloquent about the role they have played in the company’s success.

What’s in it for us (HR)?

First and foremost, for both a company and HR, Heather Sullivan, Chief People Officer at Discord (and previously Udacity) explains, One on Ones create a much needed connection between an employee and the manager. This in turn results in open communication and does away with the need for mediation.

The results of this, we know, are manifold. From better engagement levels, more employee satisfaction all the way to clearer succession plans. It’s half an employee retention battle won and all it takes is effective One on Ones.

Closer though, it makes our jobs more interesting. Imagine, the time you spend firefighting and resolving conflict being reduced considerably. Wouldn’t it help you focus on your role as a strategic enabler in the company focussing on big-ticket items on your checklist?

One on One guides often speak directly to a manager and that’s a cycle we want to break. It is after all HR managers who enable, facilitate, measure and make One on Ones in a company count. Not to miss, create a culture of them that impacts a company in a more holistic manner.

Rolling out One on Ones

So, your company does not conduct One on Ones? Often, getting started on them can be a tedious process and can be met with much refrain from all parties involved. Don’t let that bog you down, here’s a step-by-step guide to help you roll them out in a systematic, effective manner.

Educate yourself: Learn and read everything you possibly can about One on Ones and conducting them effectively. This blog, is a good start.

Educate managers: Communicate with them while keeping it simple. What they are, why are they important and what are some of the tools (refer to the last section) and resources available to them? Use short role play videos to help managers understand the process clearly.

Training sessions: Conduct regular formal and informal training and information sessions where managers’ queries and challenges are addressed in detail.

Build a cohort: Get together a group of (say 20 managers) in a round table and get them to lead this effort. Equip them with templates and resources that will set the tone for One on Ones in the company.

Set a timeline: For the first round of One on Ones, set a timeline. Follow this up with round tables that include managers and employees to assess what is working and what isn’t.

Finally, as HR managers be available for assistance and any hand holding required during the initial days.

Building a One on One culture

Rolling out One on Ones and doing them right is important. However, while we do talk about One on Ones as an isolated exercise, we reap their benefits in a company only once it forms a culture.

Two people celebrating good culture

The task of creating a healthy One on One culture rests on HR and can form an important pillar in the company’s culture at large.

Before we delve further into the needs and aids of a One on One, let’s take a look at a road map that will help you achieve the long term objective.

Start from the top: This is an HR exercises that could see immense value if implemented top downwards. Check in, monitor and review One on One discipline and quality with senior managers first.

Feedback: Collect formal and informal feedback on the efficacy of One on Ones and wherever possible share positive stories and experiences. This will help employees and managers see the value in One on Ones over time.

Sustained training: Include One on Ones in all manager training and development programmes. Suggest better questions to ask, use role play techniques and prepare them for tough questions that they may encounter in a One on One.

Conflict resolution and accountability: In the event of a performance issue or internal conflict, request One on One notes and their resultant follow-through actions. This will build accountability and commitment to One on Ones.

Skip Level One on Ones: A Skip Level One on Ones is a development conversation with a manager’s manager. These can be done less frequently (thrice a year at best). While they constitute a fairly general agenda and may not be effective as One on Ones per se, they do work as an accountability tool for One on Ones between managers and direct reportees. It is helpful to include a check in on these One on Ones, their frequency and efficacy as part of the agenda.

And lastly, include One on Ones in HR Performance reviews that help close the cycle on accountability from the HR perspective.

In all of the above, HR performs a crucial role in ensuring the One on One machinery is at its best in a company. In the next section, we take you through the process that acts as a ready-reckoner for an HR manager to help conduct One on Ones, bolster managers and track results effectively.

The HR Guide to One on Ones

1. Frequency

Once a month is bare minimum and acceptable, but various HR experts we consulted recommend a weekly frequency. “I believe the ideal frequency for a one on one is conducted on a weekly basis. This ensures that both the employee and their manager/colleague are aligned and driving towards the same goal,” explains Heidi Lynne Kurter, Leadership Coach & HR Culture Consultant at Heidi Lynne Consulting.ᐧ

“I believe the ideal frequency for a one on one is weekly. This ensures that both the employee and their manager/colleague are aligned and driving towards the same goal” – Heidi Lynne Kurter

2. Duration

How long do you spend on a One on One? Is 30-minutes enough or would your employee find that restrictive? Does it cover all the items on your agenda?

HR experts unanimously believe a 30-minute duration is adequate to produce results but it might be fruitful to actually set an hour aside, so they (managers) aren’t seen rushing through it.

If time is running out though, urge them to prioritise.

3. Agenda

To begin with, it is important to establish the difference between a One on One and a regular status update. A One on One is a development-focussed conversation with an employee at its centre, their issues, career growth and so much more. A status update may be one of the ways to break the ice, but cannot form the objective of the conversation.

HR Leaders like Kim Scott and Ben Horowitz among others recommend that it is an employee who should take ownership of a One on One and that includes setting the agenda.

And while at it, let’s talk about the agenda itself, one that is the right balance of being focussed and flexible.

Divya Verma, Employee Engagement Strategy Expert (18 years with Gallup), Freelance Consultant, shares a structure that has worked for her over the years. “The structure should include; a status update on work, recent successes, challenges or problems resolved, challenges or problems that need attention, planning for upcoming work and considering potential roadblocks, employee’s short term and long-term goals and development needs aligned to the same,” she says.

This, while allowing an employee enough space and time to bring up their own issues is what forms the crux of it.

Person taking notes

A ready-to-use agenda

  • What should be your meeting agenda?

  • Review notes from the previous one on one and include pointers in this week’ agenda
    • The agenda should be decided in a way that it helps you take a deep dive into your employees’ perspectives. Some areas that will come in handy during the conversation are mentioned below:
    • Employees’ comments on his/ her performance
    • Employees’ comments on team collaboration
    • Employees’ career goals/ aspirations
    • Feedback on employees’ performance, collaboration, delivery etc.
    • Check if the employee needs any support to perform better.

4. The Conversation

If it was possible to put it down in a phrase, this is what we would say about a One on One- converse, but listen first. Remind a manager that it’s the listening that holds more value in a One on One.

Encourage them to start with a little chit-chat, like a great sporting event that just passed or the weekend, family or anything else you may have in common. It will put the employee at ease and set the tone for the rest of the meeting.

A status update is fine, but don’t make it long drawn, warns Ghandikota.

Similarly, insist on talking about issues without focusing your energies on assigning blame. Instead, find resolutions or a way forward.

Insist on talking about issues without focusing your energies on assigning blame

From here on, move to the agenda (or one created by the employee) addressing every topic on it. Following an order of difficulty will give both of you enough prep time for the difficult questions/ feedback.

Get an update on action items from the last One on One and assign fresh actionable items for this one.

Finally, end on a hopeful note. You certainly want both people leaving a conversation feeling happier and driven, not morose and disappointed.

If this isn’t enough, you could give your managers the following ready-reckoner so they stay on the same page.

What One on Ones are and aren’t for?

While it is ok to review work, resolve problems, recognise achievements and effort, it is essential to talk about the future.
Make your feedback specific and actionable, involve your team member in solving problems.
Be open to receiving feedback and turn it into actionable items.
Ask and discuss individual career aspirations and goals; what is the employee’s ambition for the year, the next 2 years and so on? What are the learning needs or experiences that may support these goals?
Break career goals into bite-sized targets and assign actions and timelines.

Questions your manager could ask

  • Start with an ice-breaker – Did you see yesterday’s match? etc.
  • How was your last week/ month at work?
  • What are the things that are working? What are the things that aren’t working?
  • What challenges are you facing? What can I do to help you ?
  • What are your short term and long term aspirations?
    • Action items for short term aspirations (internal(extra inputs)/ external factors (HR approval/ budget etc.)
    • Action items for long term aspirations
  • Are you interested in any work related certification?
  • How comfortable are you with your current team? Do you have any ideas to help the team improve, or work better? 
  • Is there anything that I can do to support your growth in the firm?


Ones to avoid

  • Never use one on ones as a status updates only
  • Avoid using direct yes/ no questions. E.g Do you like your role? Instead ask what do you like about it?
  • Don’t stretch beyond an hour. The ideal time is 30-45 mins. If you have too many items to discuss then prioritise
  • If you are having tough conversations with your employee, don’t leave it open. Always close it with a supportive statement. Remember to start and end the meeting on a positive note.

5. Notes

According to a Gallup survey, managers are accountable for 70 percent variance in Employee Engagement. One on Ones with managers then can be a treasure of resources that are barely every mined enough.

How do you make the most of them? Notes are one such way.

Notes aren’t difficult, but could become much easier with some guidance. And this doesn’t mean a manager needs to spend time buried in a laptop/ notebook.

Note-taking guide

  • Areas could be under any of these categories:
    • Performance 
    • Potential (Growth and Learning Aspirations)
    • Behaviour (Collaboration and Personal)
  • Prioritise and club areas of concern according to importance and urgency. Depending on the criticality or urgency, plan of action either from manager’s end or employees’ end should be created

The next, crucial but controversial question is the sharing of these notes. What do you share with your HR and what do you keep for reasons of confidentiality.

HR experts weigh in here and say that learning and development needs are best shared as are succession plans. Heather Sullivan says she isn’t a fan of the idea and it takes away from what these meetings are about trust, first and foremost.

6. Follow through

Building Trust between two people

Picture a manager who gains an employee’s trust through a One on One, makes promises and fails to live up to them or worst slips up on keeping the employee updated. It’s a lot harder to build trust than break it.

As such, following through is nearly as important as the conversation itself. Assigned action items and notes only add to the accountability and as Ghandikota rightly says ‘minimise human error and ensure everybody is on the same page with what needs to be done’.

7. Tools

Like every other thing in this day and age, technological advancements can make the task of One on Ones easier and more effective for managers and HR managers too. As such, a variety of tools are available that can help with note-taking, scheduling and more.

Nova from Culturegrade is a personalised AI coach for managers that acts as an enabler for great One on Ones. Right from choosing an employee name to scheduling, building agendas all the way note-taking, Nova has your back. It also gives managers much-needed nudges to keep on top of their One on One game.

Now that we’ve addressed nearly every aspect of a One on One, the last, often controversial questions remains.

Should you link OKR/KRAs to One on Ones?

It may sound simple, to link One on Ones to a manager’s OKRs which not only mandates them but pushes them to keep at it with stipulated frequency.

However, there is a reason why this isn’t common practice and can be counter productive in terms of their actual efficacy. Ghandikota comes to our aid here and says, “The air gets sucked out of performance management and invariably the One on One becomes more about the manager than the employee”.

The decision in this case is what suits a company and its practices. In either case, as HR managers, we continue on our journeys to enable and facilitate better One on Ones.

It’s the little things that make better workplaces after all!

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