You are Valentina Rincón-Ospina, founder and CFO of a startup in Bogotá opening its Series A round. Your co-founder wants to "raise a lot now so we don't have to worry again." You're not sure: raising too much today, at the low valuation of a still-young company, could cost you the company in dilution.
The situation
To reach profitability you need a total of about US$ 40M. Today your pre-money is US$ 40M. If the next milestones (product, revenue) raise the valuation, future rounds will be raised at a much higher pre-money —say US$ 120M— which dilutes far less per dollar.
That's the logic of staged financing: raise just enough to reach the next value milestone, not the whole plan at today's low valuation. Raising it all now eliminates financing risk, but dilutes you the most at the lowest price. Raising too little minimizes dilution per dollar, but leaves you without runway to reach the milestone —and if you don't reach it, the next round doesn't show up (or arrives at a lower valuation)—. Sun Microsystems and Spotify staged their rounds by tying each one to a value jump.