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03 · Professional & Academic

Questions to Ask Business Partners

Questions to work through with someone before you go into business together, or with an existing partner when things have never been written down. They cover what each of you wants, what you can each put in, who decides what, how you behave under pressure, and how one of you leaves. Awkward to ask now, far more expensive to skip.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. What do you want this to be in five years?

    Why ask it

    One of you may be building something to sell and the other a job with autonomy, and both are reasonable. The mismatch does not show up until the first acquisition conversation, by which point the disagreement is worth real money.

  2. Why do you want a partner rather than doing this alone or hiring someone?

    Why ask it

    Sometimes the honest answer is capital, sometimes a skill gap, sometimes not wanting to be alone with the risk. If the reason is only company, a partnership with shared ownership is an expensive way to buy it.

  3. What are you clearly better at than me?

    Why ask it

    Partnerships work when the overlap is small, and this question surfaces whether you are actually complementary or just both want to do the interesting half. Two people who are strong at the same thing will compete over it.

  4. What part of this work will you not do?

    Why ask it

    Everyone has a refusal: cold calls, bookkeeping, difficult customers, weekends on site. Better to hear it now than to discover in month four that neither of you is doing collections.

  5. How many hours a week will you genuinely be on this, and around what else?

    Why ask it

    Unequal effort is the most common source of partnership resentment, and it is almost never confronted early. Ask for a number and what it sits alongside: another job, study, a young family.

  6. Is this your only commitment, or do you have other clients and ventures running?

    Why ask it

    Side commitments are fine if disclosed and dangerous if not, particularly where they touch the same customers. Ask specifically whether anything you build together could benefit their other work.

  7. How much do you need to draw each month, and from when?

    Why ask it

    A partner who can go a year unpaid and one who needs income in month three are running different businesses. This single answer determines how fast you must reach revenue and how much you need to raise.

  8. How much cash can you put in, and how much could you lose without it damaging your household?

    Why ask it

    The second number is the real one. Someone investing money they cannot afford to lose will make risk-averse decisions later and may need to pull out at the worst moment, and neither of you should be surprised by it.

  9. How are we splitting ownership, and does any of it vest over time?

    Why ask it

    Equal splits agreed on enthusiasm cause the classic problem: one partner leaves in year one holding half the company. Vesting over a few years is the ordinary protection, and how someone reacts to the suggestion is informative.

  10. Will either of us be personally guaranteeing a lease, a loan or a card?

    Why ask it

    A personal guarantee can survive the business, so the person who signs it carries risk long after any split. Establish who signs, whether the other reimburses, and what happens to the guarantee if that partner leaves.

  11. Who has the final say over what? Let's name the areas.

    Why ask it

    Splitting authority by domain, one on product and operations, one on sales and finance, prevents most day-to-day friction. Partnerships where everything needs both signatures move slowly and argue often.

  12. What do we do if we deadlock and neither of us will move?

    Why ask it

    An even split with no tie-breaker is a structural flaw, not a sign of trust. Options include a casting vote by area, a trusted third party, or a written buy-out mechanism, and you must choose one while you still agree.

  13. How do you behave when something has gone badly wrong and it is somebody's fault?

    Why ask it

    Ask for an actual instance rather than a description of their style. Whether they go quiet, get loud, or start assigning blame is the thing you will be living with during the worst week of the business.

  14. How did your last close working relationship end?

    Why ask it

    Past partnerships, co-founders, long-standing employers all count. Listen for whether they can describe their own contribution to the ending, since a pattern of blameless departures is the pattern to worry about.

  15. How does your household feel about you doing this?

    Why ask it

    A partner whose spouse is against the venture will face pressure you never see, and it usually surfaces as sudden caution or an unexplained exit. In many places a spouse also has a claim on the shares.

  16. Is there anything in your financial or legal history I should know before we sign together?

    Why ask it

    Bankruptcy, a disqualification, unpaid tax, a live dispute or an existing personal guarantee can all affect the business's ability to borrow or bid. Asking directly gives them the chance to disclose it rather than you finding it in due diligence.

  17. What would count as serious enough that one of us should have to leave?

    Why ask it

    Agree the short list in advance: dishonesty about money, competing on the side, disappearing for a month. Written into an agreement, it becomes a process; left unwritten, it becomes a fight.

  18. What would make you want out?

    Why ask it

    People have a threshold, whether it is a certain amount lost, a number of years without pay, or a level of stress. Knowing your partner's threshold lets you see the exit coming instead of being handed it.

  19. What happens if one of us dies, becomes seriously ill, or goes through a divorce?

    Why ask it

    Without provisions, shares can pass to a spouse or estate who has no interest in running the business but now owns half of it. This is solved with agreements and sometimes insurance, and only while both of you are well.

  20. If we split up, how do we value the business, and who keeps the name and the customers?

    Why ask it

    Agree the valuation method and payment terms while nobody has an interest in the outcome. Also settle the awkward specifics: the brand, the client list, the domain, and whether either of you can start something similar.

Setting Up a Partnership That Survives

Practical guidance for the conversation itself

Before Any Money Moves

Do a small paid project together first

One real piece of work with a deadline and an invoice teaches you more than months of planning conversations. You find out how they handle a client complaint, a missed deadline and a payment dispute while it is still cheap to walk away.

Get a written agreement, and use separate advisers

A partnership or shareholders agreement covering ownership, vesting, decision rights, deadlock and exit is the whole point. Using one lawyer for both of you saves money and means nobody is actually representing your side.

Write down what each of you is contributing

Cash, equipment, customer relationships, existing intellectual property, unpaid time. Value each honestly, because unrecorded contributions become the basis of later claims about who built what.

Avoid a bare fifty-fifty split with no tie-breaker

Equal ownership is fine as long as there is a written way to resolve a deadlock. Without one, a single disagreement can freeze the company and the only route out is a legal one.

Things Partnerships Argue About Later

  • Unequal effort, especially once one partner has children, another job or a health problem.
  • Money out of the business: salary versus reinvestment, and who decides when there is a surplus.
  • One partner hiring or firing someone the other would not have.
  • Whether a slow-growing business should be sold, and at what price.
  • Credit and public face, who speaks for the company and whose name is on it.
  • Spending that one partner considers necessary and the other considers indulgent.

Common Mistakes

Assuming friendship replaces documents

The people most likely to skip an agreement are old friends and family, and they are the ones with the most to lose. A written agreement protects the relationship as much as the business.

Splitting equity for an idea

Ownership should follow ongoing contribution rather than who thought of it. Equity given for an idea, with no vesting and no continuing work attached, is the arrangement people most often regret.

Leaving roles deliberately vague

Sharing everything sounds collaborative and produces duplicated work, dropped tasks and disputes over who was responsible. Assign clear ownership by area even if you consult on everything.

Never revisiting the arrangement

The split that made sense at the start often stops matching reality within two years as contributions change. Build in an annual review of roles, pay and ownership, so adjusting is normal rather than a confrontation.

Once You Are Trading

  1. 1Open a business account and keep personal spending out of it from day one.
  2. 2Keep bookkeeping current and make sure both partners can see the accounts and the bank without asking.
  3. 3Hold a short standing meeting with a written record of decisions, so what was agreed is not a memory contest.
  4. 4Review the agreement once a year against what each of you is actually doing.
  5. 5If resentment about effort or money appears, raise it in the next meeting rather than saving it. Almost every partnership breakdown began with something both people had noticed and neither had said.