What I Learned about Management from Scaling one of Southeast’s Asia Fastest Growing Series B Startup

I joined iPrice in the summer of 2016. At the time, a very promising regional affiliate player with an encouraging initial traction and around 1M monthly users. I left at the end of last year, after a terrific journey which saw us becoming the leading meta-search e-commerce aggregator in SEA, growing our userbase to over 15M monthly users, close two rounds of funding from some of the best VCs in the region and grow our headcount to more than 150 employees from all around the world (>30 nationalities).

During those three years, as part of iPrice Leadership team, I spent the majority of my time in finding ways to maximise managerial leverage and increase our organisational output. Above all, creating and maintaining highly productive teams as our organisation faced rapid growth.

In other words, learning and practicing the art and science of Effective Management.

Reflecting on my experience, I’ve decided to write down the most important management lessons I have learned during my journey. The hope is to provide some valuable insights to managers and leadership teams in other scaling organisations, especially in the region.

I’ve split the learnings in 5 different sections: Hiring, Promoting, Communication, Relationships and Performance Management.

Hiring

Front-load your People Investment

“At Google, we front-load our people investment. This means the majority of our time and money spent on people is invested in attracting, assessing, and cultivating new hires. We spend more than twice as much on recruiting, as a percentage of our people budget, as an average company. If we are better able to select up front, that means we have less work to do with them once they are hired,”

Laszlo Bock, (former) VP of People Operations at Google

It all starts with hiring.

The moment you fully realise it, you should consider making a few fundamental adjustments to your hiring practices.

First, hire more slowly. Never, ever, compromise quality over speed. Even when you think it’s taking too much time, and especially if you are hiring managers (more on that below). The cumulative amount of time you will spend fixing your bad hiring decisions will almost always be of an order of magnitude higher than your initial time investment.

Second, invest enough time in writing a truly articulated and inspiring job description (JD)Assuming your employer branding is not on the same level of Google or Go-Jek, you need to put the work to differentiate you from the competition and inspire top applicants. Especially the best candidates always pay attention to a well written JD. Most of the best candidates I have interviewed referred to the job description as one of the major factors that convinced them to apply. Despite this empirical evidence, few companies get it right.

Third, add written screening questions to each of your openings. For three main reasons:

  1. It’s the fastest way to screen out candidates and therefore minimise time spent interviewing.
  2. Again and again, I found the quality of the answers to be among the most correlated factors in determining whether the candidate is truly a top talent.
  3. It motivates the best candidates to apply (self-selecting them). Instead of becoming a burden in preventing the busiest and most talented candidates to invest time in the application process, it reinforces their interest in your company. You are showing how structured and articulated your hiring process is from the get go. The best candidates want to work with highly selective companies. They are also given a chance to show their value from the very beginning, limiting human biases which typically kick in once you interview a candidate face to face.

Beyond the above tips, at iPrice we started to gradually implement some of the hiring and interviewing process used internally by Google, resulting in a substantial improvement in the quality of our hiring.

Two books have been particularly valuable in giving us an inside look of some of the most valuable Google hiring practices:

From structuring a collegial interview process, to building candidates ‘packet’ or making internal hiring calibration. There are plenty of actionable practices you can start adopting into your organisation if you are serious about making hiring one of your company’s competitive advantage.

Hiring Managers

When hiring managers, your focus should be in assessing their ability to manage people. Simple in theory, hard to execute in practice.

Assessing how smart a future manager is or her strategical savviness is relatively easier. Assessing her ability to truly manage people effectively is way trickier.

Especially with senior managers, past performance is typically the best indicator of future performance. Therefore, how to assess ‘past performance’ when it comes to managing people?

The biggest and most recurrent mistake when hiring managers is to confuse the quantity of people managed in the past vs. the quality/effectiveness in managing them. That is, assuming that since the person managed lots of people in the past, she must know how to manage them effectively.

Therefore, don’t rely too much on questions such as “How many people did you manage in the past?”

Below, some of questions that I found to be much more effective to ask when assessing new managers:

  • “Tell me an example of person you are particularly proud of having hired and coached during your career? What make you so proud about it?”
  • “What are you doing today as a manager that you weren’t doing 5 years ago?”
  • “How do you structure your 1:1s? Which topics do you cover, with which frequency, etc”
  • “Have you ever promoted someone in your team from individual contributor to manager? If so, which reading material did you recommend her?
  • “If you had to spend only 1h per week with your newly promoted manager, what would you spend your time teaching her?”
  • “When managing a new team, what are the first things you do in your first 30 days?”

I also recommend you to ask your candidates to share with you one or more examples of performance evaluations they did in the past for their direct reports.

Regardless of how poorly structured the performance evaluation process was in their previous companies, when a manager truly cares about her people (which is among the most important pre-requisite for being a good manager), you can see it from how she has written her performance evaluation in the past.

Promoting

The speed at which fast growing startups typically require their junior staff to take on managerial roles can often create big organisational frictions, increasing employees churn and ultimately slowing down the growth of the company. You can think of it as ‘organisational debt’ (not unlike technical debt).

When it comes to promotions, there are typically three types of bad promotions you should avoid:

  1. promoting individual contributors (ICs) who don’t have any desire in managing other people
  2. promoting ICs who think they can manage people, but in reality don’t want to put the efforts to become good at management
  3. promoting ICs who want to manage people and are willing to put the efforts to learn, but are left alone in figuring it out by themselves

The first case of bad promotion is the easiest one to avoid. If you have transparent and frequent enough conversations with your direct reports, you should know whether managing people is something a person wants or not.

The second case of bad promotion is trickier. Many ICs can be seduced by the prospect of managing other people as the only (or fastest) way to progress in their careers. To reduce such instances, you should establish, company wide, separate career tracks for both ICs and Managers.

See below an example of dual career track we implemented at iPrice:

iPrice’s Managers and ICs career progression

Besides this, to further reduce the risk of promoting ICs to a managerial position they are not ready for, you can do the following:

  • have them manage first one ore more interns
  • have them onboard and train new team members

You will be surprised by how much you will learn from just observing them performing the two above activities.

The third case of bad promotion can be avoided only if your managers are willing to put the time and effort to provide the necessary guidance and training to their first time managers.

As the former CEO of Intel Andy Grove writes in his (highly recommended) Management bible:

“Training is the manager’s job. Training is the highest leverage activity a manager can do to increase the output of an organization.”

Andrew S. Grove

You shouldn’t expect your first time managers to learn all by themselves. It won’t happen (fast enough).

I found a few areas to be the ones where guidance is most needed:

  • how to hire – don’t expect someone who has never drafted a JD nor interviewed someone to know how to do it. Review their JDs, share with them example of questions to ask during the interview, sit with them during the initial calls to provide them feedback and teach them what great answers look like
  • how to run effective 1:1s – which topics to discuss, which inputs to expect from their direct reports, with which frequency, etc
  • how to write and deliver a performance evaluation – review every single written performance evaluation until they get to the level of depth and quality you expect. Run the first ones together with them, to provide feedback on their delivery
  • how to handle performance management – this is probably the hardest one for any first time manager. Michael Brown, former UBER APAC Head, puts it best in a First Round Review article:

“I’ve learned that young managers tend to move too slowly to address underperformers on their teams. They hope something will change, and they want to avoid uncomfortable conversations — so they let low performance fester. More senior or experienced managers must recognize when this is happening and give their younger or less seasoned colleagues the push they need to proactively deal with these situation”

Last and probably most importantly, be a great manager yourself. By being a great manager, any person in your teams, once in a managerial position, will start to naturally imitate your behaviours and practices.

This is why management (both good and bad) is so contagious and can create so much leverage within an organisation.

Communication

Structure your 1:1s

Establish a company wide cadence for each of your managers’ 1:1s and make them stick to it. Weekly is the most popular frequency and what we were doing at iPrice.

Especially once you start having multiple people reporting to you, ask each of your report to set up the agenda of the discussion. Ideally sticking to a certain format and even better, ask them to send you the topics of discussion ahead of your f2f meeting. This will not only allow you to make the most of your limited time, but will also allow them to focus on what matters the most to them, thus empowering them.

Provide impromptu guidance

Don’t wait to schedule for ad-hoc meetings to provide feedback to your reports. Do it after each meeting with internal or external stakeholders or after each email sent, if necessary.

Don’t wait for your weekly or monthly alignments to share your feedback. It will be much less effective.

Even worst, don’t wait for any quarterly/bi-annual/annual formal performance review to dump all of your feedback at the same time. Performance reviews should never come as a surprise to the recipient.

Praise Publicly, Criticise Privately

Public praise gives more weight to your appreciation, thus incentivising the person to do more of the same. It also gives you the opportunity to reiterate the company values to your team(s) and to the entire company.

When it comes to criticism, any public display of it will most often have negative consequences. It makes it much harder for the receiver to accept it, due to the triggering of her/his natural defensive reaction. If you need to criticise over email, just reply to the individual removing any other people in the email thread.

Relationships

Care Personally

If you are not able to build strong personal relationships with your reports, you will face an uphill battle in your role as a manager.

The best way to build personal relationships is by showing genuinely care for your people. There is no way around it and you can’t fake it. You need to genuinely and personally care for their personal and professional development.

By building such layer of personal care, you will be able to challenge them directly without deteriorating your relationships. On the opposite, challenging them directly will become one of the best way to show that you care about them.

Kim Scott, visualises it best in her Radical Candor diagram (another highly recommended management book)

Make Your Pasture a Safe Place*

In order to get the most out of your teams, you need to create an environment where people feel psychologically safe and secure under your Leadership. More specifically:

  • make it clear that they won’t be punished if they make a mistake
  • try to always be the first one to let them know the bad news, so they don’t get distracted by rumours
  • defend them from outside criticisms. Always take the blame while always give the credits to your team

If you are able to create such environment, you will experience unconditional loyalty from your team.

*For more on the topic, you can read The Way of the Shepherd

It’s OK to Micromanage

This will probably sound as controversial, given the widespread belief that good management is mainly about ‘getting out of your people way’ and ‘letting them do their job’ with low to none interference. I found this to be an easy excuse typically used by lazy and/or bad managers.

To the opposite, a good manager is someone that will keep on challenging you directly.

You should micromanage each of your direct reports until they get to perform at the high standards you should expect from them. Then gradually let it go.

In practice, this means investing energy and time into things which often might seem trivial from the outside: correcting the emails they send or the terminology they use in their verbal communication. I found both activities to have extremely high ROI and leverage in the long term.

At the end, it boils down to establishing a culture of high standards from the get go. Borrowing one of my favourite quote on the topic:

A culture of high standards is protective of all the “invisible” but crucial work that goes on in every company. I’m talking about the work that no one sees. The work that gets done when no one is watching. In a high standards culture, doing that work well is its own reward – it’s part of what it means to be a professional.

Jeff Bezos

You are a Public Figure

As a manager, especially if in a senior/leadership position and especially if you are working in a multi-cultural environment, what you do outside the office (hours) matters.

The better you do your job as a manager (and the higher your seniority), the more people will start looking at you as a role-model not only inside the office.

You will need to live with it.

Performance Management

It’s not what you Preach, but what you Tolerate

Jocko Willink

Especially in Asia / SEA, I found the bar for complacency and conflicts avoidance very high when dealing with performance management.

When having to make tough calls, a few principles can help you address such situations with enough proactivity so to avoid under performance to spread.

First and foremost, a low performer is always, in 100% of the cases affecting the rest of the team and their morale. As a manager, when you start noticing the under performance of an individual, you can be sure that the rest of the team is already well aware of it (in well functioning and performing teams). Addressing underperfomers is a matter of respect for the other people in the team that are doing a great job.

Second, reject the claim that “someone is better than nobody”. Poor performers typically create more extra work for everyone else in the team (and their manager).

Third, it is possible to let someone go and still leave in good terms. Demonstrate to the person that you care personally and that the judgment is only about his work. Reach out some weeks after he has started his new job to check how he is doing. More likely than not, he will tell you how happier he is now in his new environment.

How you handle the people that you let go will have a big impact on how your team perceives both you and the company. Don’t underestimate it.

Managers’ Performance

When it comes to the performance of your managers, you will need to be much stricter. Bad bosses have huge negative consequences for the team and for the entire company. Always think about the damages a bad manager can have on the career of an individual to help you make the tough call when facing such situations.

How to evaluate the performance of your Manager?

First, start looking at a Team as the by-product of your Manager. Jocko Willink, in Extreme Ownership, summarises it best : “There are no bad teams, only bad leaders”. If any of your manager doesn’t fully own the performance of his teams, you have your first red flag.

Second, you can encounter cases where the team is performing well from an overall output perspective, but your Manager is not performing up to expectation. The single most effective way to discover such cases, is by start doing recurrent skip-level meetings with his team members. Establish it as a normal practice from the get go. This way you will prevent the Manager to feel threatened by it.

Third, there is typically a strong correlation between how well the performance reviews of a Manager are written and the performance of the Manager himself. Take a look at them as an additional performance proxy.

Finally, you can run teams happiness surveys across the company.

How to proactively know if you are doing a good job as a Manager yourself?

The survey mentioned above is typically a good tool. Another very insightful exercise we implemented at iPrice were quarterly bottom up reviews from your direct reports. Some example of questions we have been using:

  • Value Creator – Her/his involvement in my activities maximize the impact of my work
  • Availability – I get the right amount of support I need from her/him
  • Communication – Communicate to me tasks clearly and concisely in verbal and written communications
  • Problem Resolution – Able to quickly resolves issues/problems that I bring to him or questions/doubts I have
  • Personal Growth – Allows me, by direct coaching or indirectly to keep learning at the speed I want (new or existing skills)
  • Career Growth – Able to provide me with a clear career trajectory

Bringing it all together

Effective Management is among the most scalable and defensible assets a leadership team can build to increase the output of their organisation and support its growth.

As an individual, if you’re motivated to become a better manager, start training yourself. You can achieve greatness, improving your own and your group’s performance and productivity, regardless of what is happening in the rest of your company.