Investment Banking interview preparation
Every question below is either traced to a named firm from a public candidate report, or tagged at desk level when we could not trace it. Answers are written the way you would actually say them out loud — answer first, then the mechanism, then the limitation.
100 questions, mapped to the firms that asked them
- Questions
- 100
- Traced to a firm
- 100
- Firms
- 46
- Updated
- September 2026
079How would you value your school's most popular food truck, and what assumptions would you make?CitiInvestment Banking · New York · 2026
Say this
Build up the revenue from observable inputs, estimate margin, then apply a multiple appropriate to a tiny owner-operated business. Say every assumption out loud and keep the numbers round.
Then walk it
- Revenue: it serves maybe 150 customers a day at an average ticket of $12, so about $1,800 a day. Open 300 days a year, so roughly $540,000 of annual revenue.
- Costs: food cost around 30 percent, one or two staff plus the owner at maybe $80,000 total, then permits, fuel, maintenance and the truck payment. Call it $120,000 of operating profit before the owner's own wage.
- Normalise for owner compensation, which is the step people skip. If the owner is working full time, you must charge a market salary, say $50,000, leaving about $70,000 of real EBITDA.
- Multiple: this is a tiny business with total key-person dependency, no contracts, and a licence that may not transfer. Two to three times EBITDA, so $140,000 to $210,000.
- Then the cross-checks: the replacement cost of a used truck and equipment is maybe $60,000 to $100,000, which sets a floor. And the location permit may be the single most valuable asset, in which case you are really valuing the licence, not the business.
Where candidates lose it
Applying a public-market multiple to a food truck. Small, owner-dependent businesses trade at two to four times EBITDA, not ten. And forgetting to charge for the owner's labour, which overstates EBITDA enormously in any small business case.
Expect next
- What if the permit is not transferable?
- How would you value an apple tree?
- What would make you pay more than replacement cost?
Reported by candidates at Citi (Investment Banking, New York, 2026). Source: Wall Street Oasis.
080How do you value an apple tree?Lincoln InternationalValuation · New York · 2023Rothschild & CoGeneralist · New York · 2026
Say this
As a finite-life cash-generating asset. Forecast the fruit it yields each year, price it, subtract the cost of harvesting, discount over the tree's productive life, and add any terminal value for the land or the timber.
Then walk it
- Cash flows: say 200 kilos of apples a year at a dollar a kilo, so $200 of revenue, less picking, water and treatment of maybe $80. Call it $120 a year.
- Shape the life curve. A young tree yields little, a mature tree plateaus, an old tree declines. So this is not a flat annuity; it ramps, plateaus for twenty or thirty years, then falls away.
- No perpetuity, because the tree dies. Forecast to the end of the productive life and add salvage, which is the firewood or the cleared land.
- Discount rate: this is a risky agricultural cash flow exposed to weather, disease and commodity price. Something well into double digits.
- Then the three cross-checks that make it a valuation answer rather than an arithmetic one. Market: what do orchards sell for per tree or per acre? Replacement: what does it cost to buy and grow a sapling to maturity, including the years of no yield? And the option value: if the land under it is worth more as building plots, the tree is worth negative, because you would pay to remove it. That last point is the answer they are listening for.
Where candidates lose it
Treating it as a perpetuity. It is a finite-life asset, which is the whole reason the question gets asked. And missing that the highest-value use might be cutting it down, which is the insight that the asset's value depends on the alternative use of what it sits on.
Expect next
- What if the land is worth more as development?
- How does this differ from valuing a mine?
- What discount rate would you use?
Reported by candidates at Lincoln International (Valuation, New York, 2023); Rothschild & Co (Generalist, New York, 2026). Source: Wall Street Oasis.
081How would you value your favourite animal?Rothschild & CoGeneralist · New York · 2026
Say this
Pick an animal with an obvious cash flow so the question becomes tractable. A racehorse: value it on prize money, breeding fees and resale, less training and stabling costs, discounted over its career.
Then walk it
- Choose the animal strategically. A racehorse, a dairy cow or a breeding bull all have identifiable revenue. A panda does not, and you will spend the whole answer fighting your own example.
- For a racehorse: expected prize money, weighted by the probability of winning at each grade, plus stud fees after retirement, which for a successful stallion dwarf the racing income.
- Costs: training fees, stabling, vet, insurance, jockey and entry fees. These are substantial and largely fixed, so most horses are value-destructive.
- Finite life with a terminal value: the residual breeding or resale value at the end of the racing career.
- Then the honest framing, which is the point of the question: the expected value is the probability-weighted average of a few enormous outcomes and many zeros. It is an option, not an annuity, so the way to value it is scenario-weighted, and the market price of a yearling at auction is your best cross-check.
Where candidates lose it
Freezing on the absurdity, or picking an animal with no cash flow and then trying to force a DCF onto it. Reframe the question as 'value any finite-life risky asset', choose an example that cooperates, and name your framework before you touch any number.
Expect next
- What is your personal beta?
- How would you value a business with the same payoff shape?
- How would you cross-check your number?
Reported by candidates at Rothschild & Co (Generalist, New York, 2026). Source: Wall Street Oasis.
083How would a college increase its revenue?Harris WilliamsInvestment Banking · Richmond · 2018
Say this
Price, volume, mix, and new revenue lines. Raise net tuition by discounting less, grow enrolment, shift mix toward full-fee and postgraduate students, and monetise the assets that sit idle.
Then walk it
- Price: the lever is usually the discount rate, not the headline tuition. Most institutions discount heavily; recovering a few points of net tuition is worth more than a sticker price rise and is less visible.
- Volume: more students, but constrained by capacity and by admissions standards, since taking weaker students damages the brand that supports the price.
- Mix is the highest-return lever. International and out-of-state students pay multiples of the domestic rate. Postgraduate and professional programmes carry better margins. Executive education has almost no marginal cost against existing faculty.
- New lines: online programmes that break the capacity constraint entirely, summer and short courses that use the campus in the off-season, conference and event hire, and licensing the brand.
- And the asset side: parking, retail on campus, research commercialisation and licensing, plus the fundraising engine, since alumni giving is a genuine revenue line that responds to investment.
- The reason mix beats price and volume: operating leverage. Faculty cost is already committed, so an incremental full-fee student in an existing class is almost entirely margin.
Where candidates lose it
Listing ideas without ranking them by margin impact. The interviewer wants commercial prioritisation. Naming operating leverage as the reason mix wins turns a brainstorm into an analysis.
Expect next
- Which would you do first?
- What is the risk of the online strategy?
- How would you value the business after those changes?
Reported by candidates at Harris Williams (Investment Banking, Richmond, 2018). Source: Wall Street Oasis.
086What are the formulas for net revenue retention, gross retention and churn?Piper SandlerInvestment Banking · Burlingame · 2026
Say this
All three measure the same cohort a year later. Gross retention counts only what you kept, capped at 100 percent. Net retention adds expansion, so it can exceed 100. Churn is the revenue you lost as a percentage of what you started with.
Then walk it
- Gross revenue retention: starting recurring revenue from a cohort, less churn and downgrades, divided by starting revenue. Expansion is excluded, so it can never exceed 100 percent.
- Net revenue retention: starting revenue, less churn and downgrades, plus upsell and expansion, divided by starting revenue. Above 100 percent means the base grows by itself.
- Gross churn: revenue lost divided by starting revenue. It is one minus gross retention. Logo churn counts customers rather than revenue, and the two can diverge sharply if you lose many small accounts or one large one.
- The critical rule: neither retention metric includes revenue from new customers. Mixing new business into retention is the most common error and it flatters the number badly.
- Benchmarks worth knowing: best-in-class enterprise SaaS runs gross retention above 90 percent and net above 120. SMB software runs materially lower on both because small customers fail.
- Why it matters for valuation: net retention above 110 percent means the business compounds without selling, which is exactly what justifies a high revenue multiple.
Where candidates lose it
Including new customer revenue in the retention calculation. It is a cohort metric. And not knowing which one can exceed 100 percent, which immediately reveals whether you have actually used these numbers.
Expect next
- What is the rule of forty?
- Which matters more for valuation, growth or retention?
- Why can logo churn and revenue churn diverge?
Reported by candidates at Piper Sandler (Investment Banking, Burlingame, 2026). Source: Wall Street Oasis.
088Comparing two identical buildings, how would you value them differently?Apollo Global ManagementReal Estate · Williamsport · 2022Morgan StanleyInvestment Banking · London · 2025
Say this
Identical bricks do not mean identical value. The difference is in the leases, the tenants and the debt. Value is net operating income divided by cap rate, and both terms can differ completely for the same building.
Then walk it
- Net operating income first: what rent is actually contracted, at what escalations, with what vacancy and what recoveries of operating expenses. One building leased at above-market rent is worth more than its twin at below-market, today.
- Then lease duration and tenant credit. Ten years remaining to an investment grade tenant supports a much lower cap rate than two years remaining to a weak covenant. Duration and credit are the risk in real estate.
- Then the cap rate itself, which is where location micro-differences show up: the side of the street, the transport access, the parking, the floor plate efficiency.
- Then the debt in place. Assumable below-market fixed-rate debt is a real asset and can be worth several percent of the value. Expensive debt with prepayment penalties is a liability.
- Then everything outside the four walls: property tax assessment, ground lease versus freehold, capital expenditure deferred by one owner and not the other, and zoning or development rights above the building.
- So the short answer: I would value the cash flows and the risk of those cash flows, not the building. Two identical structures can easily differ 30 percent in value.
Where candidates lose it
Assuming the question is a trick with no answer, or listing only location. Leases and tenant credit are the substance. Naming assumable debt is the detail that marks out someone who has looked at real deals.
Expect next
- Walk me through getting to exit value from gross potential rent using a cap rate.
- What is the cash-on-cash return at a given LTV and cap rate?
- How does a cap rate relate to a multiple?
Reported by candidates at Apollo Global Management (Real Estate, Williamsport, 2022); Morgan Stanley (Investment Banking, London, 2025). Source: Wall Street Oasis.
Firm tags come from public, anonymous candidate reports on Wall Street Oasis: strong signal, not sworn testimony. Firms are named as the places a question was reported, not as partners of Fin Maverick. Answers are written for this page to show how to think out loud; they are not scripts to recite.
