TThe Diary of a CEO
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13 September 2021

Moonpig Founder: How I Built A $150 Million Business WITHOUT Sacrifice: Nick Jenkins

8Frameworks
14Insights

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 2

Myth Buster09:30

Why Jenkins Thinks Secrecy Cannot Protect an Unpatentable Idea

Jenkins challenges founders who avoid discussing an idea because they fear it will be copied. He notes that selling and advertising will eventually expose the concept, and says Moonpig could protect its unpatentable idea only by becoming the best and biggest operator.

  • A business must reveal enough of its idea to attract customers and capital
  • Launching exposes the proposition to potential competitors
  • Jenkins says Moonpig had roughly 20 competitors appear during his time
  • He presents product quality and scale as the practical protection available to Moonpig

at some point you have to tell people what you're doing

Nick Jenkins · 10:00

The only way you can protect it is be the best and be the biggest

Nick Jenkins · 10:00
#ideas#competition#execution#moonpig
Myth Buster31:00

Jenkins Rejects Constant Overwork as a Requirement for Founders

Jenkins says he generally ran Moonpig during reasonable hours and expected employees to recharge in evenings and at weekends. He distinguishes that norm from rare emergencies, recalling one printing backlog when he says he worked almost continuously for several days because he was the only available qualified operator.

  • Jenkins says running a business did not normally consume all available hours
  • He expected the same reasonable-hours standard for himself and employees
  • He believed exhausted, miserable people would struggle in a creative business intended to make customers laugh
  • The printing-room incident is presented as an exceptional operational emergency
  • His account challenges, but does not disprove for every business, the host's broader hustle narrative

I like to manage a business during reasonable hours

Nick Jenkins · 32:00

go and do something different and recharge their batteries

Nick Jenkins · 32:30
#work-hours#leadership#sustainable-work#culture

Hot Take· 4

Hot Take02:30

Jenkins Says Decisiveness and Risk Tolerance Mark Entrepreneurs

Jenkins argues that entrepreneurs need to choose a direction before perfect knowledge arrives and tolerate the possibility of failure. He believes these tendencies have an innate component, while education and experience can still make someone with them a better operator.

  • Jenkins contrasts decisive action with presenting several unresolved strategic options
  • He says founders often have to choose without perfect information
  • He links entrepreneurship with an attitude to risk and a lower fear of failure
  • His view that these traits are partly innate is a personal judgment, not established proof that entrepreneurs cannot be developed

sometimes you've just got to say I haven't got the perfect knowledge

Nick Jenkins · 03:00

if you're risk-averse you're not going to do it

Nick Jenkins · 04:00
#entrepreneurship#decisions#risk#failure
Hot Take14:30

Jenkins Thinks Some Self-Delusion Can Help a Founder Begin

Jenkins believes that knowing every difficulty in advance might have stopped him from starting Moonpig. He says investment experience later made him better at seeing why ventures could fail, but also more cynical, suggesting that incomplete awareness can sometimes make an ambitious start psychologically possible.

  • Jenkins considered working in venture capital before founding Moonpig
  • He thinks several years evaluating failures might have made him less willing to begin
  • His early optimism did not prevent Moonpig from facing a difficult five-year period
  • He presents self-delusion as a possible enabling factor, not a guarantee of success or a reason to ignore evidence

an element of self-delusion is very very important

Nick Jenkins · 14:30

you can become too cynical about it

Nick Jenkins · 15:30
#optimism#founders#risk#moonpig
Hot Take50:00

Jenkins Says Money's Emotional Returns Diminish After Freedom

Jenkins distinguishes relief from financial problems, freedom from compulsory work, and the additional wealth that follows. In his view, money can reduce misery and create options, but beyond financial freedom its personal returns diminish, especially when wealth becomes a status contest against people who are always richer.

  • Jenkins says financial problems can bring misery
  • He describes freedom as having the option not to do a conventional job
  • He believes additional money produces diminishing returns after that point
  • He warns that competitive wealth hierarchies can create an unreachable target
  • This is Jenkins' personal philosophy rather than a universal psychological law

financial problems brings you misery

Nick Jenkins · 50:30

pretty diminishing marginal returns

Nick Jenkins · 51:00
#wealth#freedom#happiness#status
Hot Take52:30

Jenkins Prefers Being Driven by Passion Rather Than Demons

Jenkins contrasts enjoyment of the work with a compulsion to prove an old critic wrong. He says achievement driven by an unresolved slight may fail to provide the expected satisfaction, whereas he found fulfilment in building, learning, collaborating, and seeing an idea become real.

  • Jenkins distinguishes passion-driven work from work driven by old wounds
  • He suggests a long-running need to prove someone wrong may not make a person happy
  • He rejects the assumption that happiness arrives automatically at a business exit
  • He locates much of the reward in the process of learning and building with people
  • His language is metaphorical and should not be read as a clinical assessment

you can be driven by demons or driven by passion

Nick Jenkins · 52:30

happiness comes from the process of building a business

Nick Jenkins · 54:00
#motivation#passion#happiness#entrepreneurship

Explainer· 1

Explainer23:30

Why Moonpig's Model Needed Almost No Finished Stock

Jenkins explains that digital printing and online ordering made one-off personalized cards economically possible. Moonpig held cardboard and envelopes rather than finished card inventory, charged customers before paying suppliers, and could sell an improved product at a higher price than a standard shop card; he says he only later appreciated how favourable the model was.

  • Personalization was difficult to provide economically in a physical store
  • Digital printing enabled production of a single customized card
  • Jenkins says stock represented roughly a quarter of one percent of turnover
  • Customers paid upfront while suppliers were paid later
  • Jenkins describes the model as partly accidental rather than the product of perfect foresight

there's no stock

Nick Jenkins · 25:30

that accidentally was a really good business model

Nick Jenkins · 26:00
#business-model#inventory#cash-flow#personalization

Story· 3

Story16:00

Moonpig's Difficult Period Lasted From 2000 to 2005

Jenkins describes years of uncertainty over salaries and repeated difficulty finding affordable ways to acquire customers. Shareholders eventually advised him that the company would not work and urged him not to invest more, while he says his own savings and home equity were nearly exhausted before the business turned.

  • Jenkins calls 2000 to 2005 one prolonged difficult period
  • Early affiliate arrangements were handled manually
  • Paid traffic channels repeatedly looked too expensive
  • He says he initially invested about £150,000 and eventually drew down savings and home equity
  • The account describes a close financial call rather than a recommended funding strategy

there was just one but it lasted from 2000 to 2005

Nick Jenkins · 16:00

I was pretty much down to zero

Nick Jenkins · 18:30
#moonpig#cash-flow#startup-story#funding
Story45:30

Selling Moonpig Ended With a Bike Ride and a Sandwich

Jenkins says Moonpig was already distributing substantial profits before he sold most of his stake in 2011, so the transaction did not suddenly transform his lifestyle. After signing a large stack of documents alone, he cycled home and made a peanut-butter-and-jam sandwich, describing the sale as a strange anticlimax.

  • Jenkins says Moonpig paid about £30 million in dividends before the sale
  • He sold most of the company in 2011 and retained an interest in the merged group
  • The remaining interest was sold in 2016
  • He describes the signing itself as solitary and uneventful
  • His account undercuts the expectation of an emotionally cinematic exit

I cycled home and I made a peanut butter and jam sandwich

Nick Jenkins · 47:00

a weird anti-climax selling

Nick Jenkins · 47:00
#exit#moonpig#wealth#founder-story
Story1:05:00

Jenkins Does Not Assume Moonpig Needed Him to Reach Its Later Value

Asked whether he regretted selling before Moonpig reached a reported $1.6 billion valuation, Jenkins points to pandemic-era online adoption and the performance of later leaders. He says he would prefer to own a large share of that value, but openly questions whether the company would have reached it had he remained in charge.

  • Jenkins says Moonpig's profit increased after his exit
  • He believes the pandemic gave the online business an unpredictable boost
  • He praises later executives for taking the company further
  • He distinguishes wishing he retained the economic upside from assuming he could have produced the same outcome
  • The $1.6 billion figure is stated in the interview and not independently established by the transcript

there's no guarantee that it would have done what it did

Nick Jenkins · 1:06:30

I'm not sure it would have done

Nick Jenkins · 1:06:30
#moonpig#succession#exit#leadership

Takeaway· 4

Takeaway05:00

Jenkins Admired Friends Who Moved Forward After Business Failure

Jenkins says business failure would be painful but survivable, and praises friends who accepted what they could not change and concentrated on the next step. He presents rumination about what failure says about the self as an obstacle to moving on, while not claiming that recovery is effortless.

  • Jenkins entered entrepreneurship believing he could return to having nothing
  • He distinguishes a severe financial setback from death
  • He admires people for how they respond after a business collapses
  • His emphasis is on the next controllable step rather than repeatedly judging the self

I can't change that

Nick Jenkins · 05:00

all I can do is change the way I approach the next step

Nick Jenkins · 05:00
#failure#resilience#risk#mindset
Takeaway37:00

Persuasion Requires More Than Confident Public Speaking

Jenkins treats persuasion as the ability to articulate an idea coherently in ordinary meetings, not only from a stage. He adds that convincing communication may be spoken, written, numerical, or visual, and says communicators must account for the different ways people understand evidence.

  • Jenkins developed speaking skills through university debating
  • He says unspoken ideas cannot influence a meeting
  • Clear writing matters alongside verbal confidence
  • Financial models can make a proposed outcome more convincing
  • A visually attractive deck can still fail if it omits how the business will make money

the ability to be able to persuade people of your ideas

Nick Jenkins · 37:00

when you can express ideas in numbers

Nick Jenkins · 39:00
#persuasion#communication#writing#numeracy
Takeaway1:00:00

Jenkins Says Ten Small Roles Can Be Harder Than One Full Role

After leaving Moonpig, Jenkins enjoyed the freedom to pursue several interests but found the resulting plural life surprisingly demanding. He says travel between commitments and constant mental switching make ten small involvements more work than concentrating fully on one, leading him to prefer fewer roles where he can make a meaningful difference.

  • Jenkins values the freedom to do different things after serving as a CEO
  • He says fragmented commitments create travel and context-switching costs
  • Limited involvement can still require keeping many concerns active in the mind
  • He wants a smaller number of positions where his contribution is material

doing 10 of 10 things is twice as much work as doing 100 of one thing

Nick Jenkins · 1:00:00

I would like to be more focused

Nick Jenkins · 1:00:30
#focus#portfolio-career#context-switching#workload
Takeaway1:03:30

Jenkins Accepts That He May Never Build Another Moonpig

Jenkins advises Bartlett not to make happiness depend on beating a previous success. He says Moonpig may remain his largest business outcome because timing and catching an internet-era wave mattered alongside the quality of the idea and execution; future work can still be useful, interesting, and rewarding without surpassing its valuation.

  • Jenkins does not know whether he will match Moonpig's scale again
  • He says making each new achievement exceed the last can become a source of misery
  • He credits both good execution and favourable timing for Moonpig's result
  • He proposes usefulness and interest as alternative standards for a next chapter
  • His view does not deny ambition; it separates ambition from a compulsory record

I have to be okay with the idea that I may never better that

Nick Jenkins · 1:03:30

managing your own expectations is an important part of human happiness

Nick Jenkins · 1:04:30
#expectations#success#identity#founders