Transitioning from a tech large like Microsoft to an early-stage startup generally is a daunting however thrilling expertise.
Earlier than becoming a member of Tidal, I made this leap to change into the fourth worker and founding marketer at hyper-growth startup Dovetail.
On this article, I’ll share the precious insights I learnt alongside the way in which, I’ll share my essential realisations throughout this transition, and provide recommendation for thriving in a startup setting.
Swim lanes
After I was considering by means of the method of shifting from huge to small, I chatted with a load of various individuals about it.
One dialog particularly caught out—it was with enterprise capitalist, self-professed dumbest man on the desk and founding father of Australia’s first unicorn David Shein.
He requested me why I wished to hitch a pre-seed startup, and my response was that I used to be sick of swimming in my very own swim lane.
At Microsoft, job descriptions usually outline our roles and obligations fairly concretely. However I discovered at startups that these descriptions are extra like beginning factors primarily based on the staff’s assumptions and greatest guesses.
I realised that swimming in my very own swim lane, confined by a job description, was nowhere close to as fulfilling because the prospect of becoming a member of a pre-seed startup and, in flip, embracing ambiguity and being open to taking up duties outdoors of the normal boundaries of a job.
It required me to shift my mindset to view job descriptions as evolving representations quite than fastened roles.
Readability is king
We frequently stroll round our workplaces making assumptions and filling in data gaps all day.
That’s type of how our brains work—we save vitality by forming patterns. At startups, you don’t have time to your mind to make an assumption and ship you down some random path so that you can lastly come up for air on the totally fallacious observe.
It’s in your greatest curiosity to ask all of the questions that make the implicit express—which requires a quite painful mind retraining. We’re used to expressing our effectivity and mind as how rapidly we will grok an idea and run with it, however that gained’t do you any good at startup; you don’t have time to play Russian roulette along with your technique hoping your assumptions are legitimate.
So be prepared to sound like an fool with all of your clarifying questions; your profitable future self will thanks.
Socialise your concepts
From my expertise, bigger organisations are followers of the large reveal. I discovered the other true at a startup—even earlier than you’ve achieved something, start to seed your methods to your colleagues to get their suggestions and supply indicators.
Suppose you toss stuff on the market and get crickets from somebody who must be purchased down the observe.
In that case, you might need an issue along with your thought or the way in which you’re promoting it—both manner, a hell of much more than if you had been strolling round with that concept bouncing round your personal echo chamber of a mind. This can be a finger-in-the-air estimate, however by the point you’re set to formally ‘announce’ one thing, 75% of individuals in that session ought to already be considerably aware of what you’re suggesting.
Purchase-in shouldn’t be assured when there’s a giant reveal, however for those who’ve made a bunch of micro course corrections primarily based on the symptoms you’ve acquired, it ought to set you heading in the right direction.
Talk brazenly
After I say open communication, I don’t imply open your coronary heart and talk freely; I imply publish shit in a public Slack channel so individuals can see it.
Persons are usually okay with sharing issues in particular conferences or with sure individuals, however 86% of individuals blame lack of collaboration or ineffective communication for office failures.
So if another person may benefit from the background you’re offering, if it might assist align one thing strategically, or if that info may help somebody in doing their job (quite than hinder their route)—then what’s the hurt in choosing a public Slack channel. It saves time on reposting, supplies context, and permits others to play alongside at dwelling and amass details about what you’re doing and the way which will have an effect on their function.
There’s a sure level the place this breaks, and the noise could be an excessive amount of, however that’s a lot additional down the observe than one may suppose. Weigh up the advantage of sharing context with complete groups and empowering individuals to take management of their Slack/Notion alerts versus the associated fee to the enterprise of each 10-minute context-sharing rabbit gap you must go down since you saved the whole lot closed till that time.
Share early, share usually, and cop the suggestions—you’ll be much less wedded to the undertaking for those who share it earlier than you’ve added your blood, sweat, and tears.
Context swap
Context-switching refers to stopping work on one undertaking and resuming after performing a unique job on one other.
Context-switching is proven to negatively influence productiveness and trigger psychological fatigue. On common, it takes about 9 and a half minutes to regain a productive workflow after switching between digital apps.
Google context switching, and also you’ll discover many articles explaining the way it kills your productiveness, saps your vitality and will increase cortisol ranges.
That will very properly be true, however what you’re going to want to do at a startup is get actually good at it in order that it doesn’t have those self same detrimental impacts.
Perhaps what I’m speaking about isn’t a lot task-switching however basic mindset alterations you’ll have to make constantly all through your day. It’s no manner simple; it takes immense quantities of follow and is absolutely tiring if you first begin however problem your self—how rapidly are you able to be deep in a job, then swap to being 100% current when somebody asks you a query, to then going again deeply into that job.
It additionally turns you right into a dwell executor who begins to execute a job when you’re discussing it, figuring out you’re 100% current at that second for the time it requires. I’m not saying it’s sustainable, however constructing this functionality lets you oscillate between totally different states of focus—it offers you an engagement superpower, a strong commodity in startups.
Hearth your self
Hearth your self in your present function and rehire your self in a very new capability each 90 days.
First, change is fixed, and the phases of a scaling enterprise are relentless, so your job is to self-regulate. There are a great deal of rising pains in startups, and also you usually gained’t discover formal efficiency evaluations going down. You’re always doing a job that you just’ve by no means achieved earlier than, so essential evaluation of the way you’re going and what it is advisable to do to develop into the brand new iteration of your function in three months is crucial.
You may have to take the step to think about that you just’re your personal boss and critically consider your personal work.
Think about you had been contemplating firing your self and hiring another person; what expertise would they’ve? Do you’ve got these expertise? What’s the delta?
And when somebody new joins the staff, think about what obligations you need to give away to allow you to give attention to new issues.
View suggestions as information
Suggestions’s a present, proper? WRONG!
Suggestions is an information level. Actively problem the notion that suggestions is all the time a present.
Suggestions is subjective and influenced by the giver’s perspective. Think about the intent and experience of the individual delivering suggestions to find out its worth and relevance.
There can nonetheless be worth within the information for those who acknowledge its potential distortion and perceive that it requires a cost-benefit evaluation.
That manner, you will be extra intentional about responding to suggestions.
Clients are your best allies
Deep empathy and understanding of the client are essential for each startup staff member.

Tidal VC’s Liz Ross
To attain this, it’s important that every staff member actively engages with the client. This involvement can take varied kinds, corresponding to becoming a member of buyer calls, shadowing help staff members, and taking part in buyer interviews.
In spite of everything, the client is the very cause that you just’re constructing the product. Being nearer to the client makes you extra motivated, particularly if you witness your influence on their lives.
Buyer satisfaction and appreciation make startup life’s challenges and fluctuations worthwhile. They function your best weapon in discussions in regards to the focus of your technique. Actually, buyer suggestions usually outweighs inside discussions.
By leveraging the insights you obtain from clients, you may form your technique extra successfully and cater to their wants and wishes.
Be all in
An imagined future payday shouldn’t be sufficient to maintain you day in and day trip. Gnarly issues will inevitably come up, and in case your motivation is solely pushed by fairness, they may rapidly go away you feeling defeated.
It’s important to recognise that this journey is an emotionally difficult rollercoaster experience with its fair proportion of highs and lows. To navigate it efficiently, caring deeply is essential. If you end up shedding that sense of caring, it’s a transparent signal that it’s time to maneuver on.
Firm values maintain numerous significance in startups, and your private values ought to be mapped to the corporate’s if you’d like issues to work. By nurturing this concord between your particular person and the organisational values, you pave the way in which for a extra fulfilling and affluent journey.
Create your personal boundaries
Creating boundaries isn’t extra necessary than at a startup; the lifeless authorized entity that may be a startup will take each one among your waking moments to gas its personal progress for those who let it.
An inanimate authorized entity can’t establish if you’re at capability or near burnout, so establishing and sustaining boundaries is essential for productiveness and velocity. Understanding the idea of diminishing returns is crucial, realising that extreme work hours hinder productiveness and create a pile-up of duties in your private life.
Making use of your self to probably the most essential jobs early within the morning and leaving work regardless of any pressing points is essential. Setting and inspiring boundaries establishes some clear guardrails for everybody you’re employed with—clearly talk your availability and follow it; people love nothing greater than readability and clear expectations.
Studying to respectfully say “no” and trusting your instinct earlier than committing to further duties or obligations.
Setting boundaries from the start is extra simple than establishing them in a while, as it’s difficult to regain respect when you’ve proven a scarcity of boundaries.
Let it fester
More often than not, if you see an issue in a startup, you think about the steps you may take to unravel it, and if wanted, you may carry others in—there are simply so many little holes you’re making an attempt to fill. It’s usually the case that you just’ll attempt to tackle an issue head-on to forestall it from getting worse. There are a couple of necessary exceptions to that rule.
Nick Crocker from Blackbird as soon as shared some insightful recommendation with me; he mentioned that 9 occasions out of 10, you rally round an issue, however there are some systemic issues you may need to let fester if you’d like them to get fastened.
You must ensure that everybody has skilled them, so the onus is on the collective to make a change–in spite of everything, how can individuals change what they basically don’t learn about.
I liken it to the act of “paper-mâché’ing over cracks” in concrete; it’s a brief resolution that hides the difficulty quite than bringing it to gentle for everybody so you may collectively create a real and lasting repair.
You’ve bought to discern whether or not an issue falls below your private duty or whether or not fixing it accurately requires publicity to others. It’s essential to evaluate whether or not the difficulty lies outdoors the boundaries of your circle of affect, as specializing in a brief resolution may divert your consideration out of your precise obligations.
Concealing the issue with a fast repair also can hinder Founders from acknowledging its existence, probably resulting in additional problems for all events concerned and frustration that they weren’t conscious of the issue within the first place.
When the issue goes past our private purview, it could be extra prudent to permit it to persist in order that it may be comprehensively addressed.
Create MVPs for the whole lot
To handle present challenges and prioritise fast progress, it’s essential to minimise time spent on hypothetical future issues and keep away from extreme funding in far-fetched situations. Put your head down and give attention to executing properly, studying from previous experiences, and embracing velocity in decision-making and execution.
You possibly can sustainably gas your progress by dedicating 80% of your focus to speedy progress tasks and reserving 20% for future initiatives. Simplicity, adaptability, and a willingness to embrace challenges are important on this fast-paced setting, the place studying happens at an accelerated tempo.
Consider a model 1 for the whole lot you do and iterate on what you’ve ‘productised’ if want be, similar to your product staff does with the product you’re promoting.
Transitioning environments requires a big shift in mindset and method—you need to embrace uncertainty, open communication, steady studying, and nurture a deep understanding of the client. Job descriptions change into fluid, and one should search readability and problem assumptions.
Sharing concepts early and incessantly, in search of suggestions as precious information, and actively participating with clients change into basic practices.
Your means to context swap effectively and create private boundaries is essential for sustaining productiveness and avoiding burnout.
Recognising the necessity for self-evaluation, adapting to evolving roles, and aligning private values with the corporate’s mission is important for achievement. It’s a protracted journey however properly price it.
- Liz Ross is advertising and marketing lead at Tidal Ventures, Australia’s main seed-stage enterprise capital agency.