Annotations (9)
“If you're buying something from a supplier and you're experiencing a 30% invoice error rate, which is not unusual in the industry, it creates an enormous amount of friction. If you suddenly replace that with a software and invoicing system that creates almost no errors ever, you're more likely to want to channel more volume through that channel.”— Ignacio Jayanti
Operations & Execution · Technology & Engineering · Strategy & Decision Making
DUR_ENDURING
Friction elimination drives volume concentration
“We will generally err on build unless we think that something is pretty specifically fulfilling a gap that we need to fill as part of our strategy. You can waste an enormous amount of time buying stuff, worrying about integration, dealing with disruption that comes with M&A, and it's not often rewarded.”— Ignacio Jayanti
Strategy & Decision Making · Business & Entrepreneurship · Operations & Execution
DUR_ENDURING
Quality growth beats scale in exit value
“When you think about the timing of our transaction, we put in place vendor financing. So instead of having to rely on the external credit markets during Q2, Q3 of 2020, which were in flux to say the least, we were able to secure vendor financing from the seller, which gave us a very comfortable leverage package effectively to move the deal forward.”— Ignacio Jayanti
Economics & Markets · Strategy & Decision Making · Business & Entrepreneurship
DUR_CONTEXTUAL
Vendor financing bypassed frozen credit markets
“Within software payments has become very specialized, so there's value to the strategic industry in payments businesses that have developed really differentiated capabilities of serving certain industry verticals. Specialists within payment software will still be rewarded, generalists will be less rewarded, and building an undifferentiated generalist payments company will likely be less valuable than building the highly specialized payments company that owns industry verticals.”— Ignacio Jayanti
Strategy & Decision Making · Business & Entrepreneurship · Technology & Engineering
DUR_ENDURING
Vertical specialization outperforms horizontal scale
“We did have access to management so we could actually meet with Brandon and his team. That enabled us to understand the basic building blocks of what they had built in terms of the software and its value proposition to their customers. Because we are financial institutions investors, we also understood the balance sheet nature of the business and were able to use our network within the financial services space to explore ways pre actually getting exclusivity to simplify and effectively render th...”— Ignacio Jayanti
Strategy & Decision Making · Business & Entrepreneurship · Operations & Execution
DUR_ENDURING
Specialist knowledge creates deal flow advantage
“The wrong way to do it is hire someone to do a role without giving them adequate insight into what their team is on the ground when they start, or a clear mandate to evolve, grow, or change out that team. It starts with who are the immediate people in your vicinity that you'll be relying on to do your job and fulfill your role, but equally, it's about giving them the exposure ahead of the hiring decision to their counterparts in the C-suite and how they interact with those counterparts.”— Ignacio Jayanti
Leadership & Management · Operations & Execution
DUR_ENDURING
Pre-hire team exposure accelerates effectiveness
“Our ideal company is a company that has developed into a segment of the market that has structural tailwinds where specialization is actually being rewarded, where product market fit has been proven and some basic go-to-market strategy has been implemented. The entrepreneur or founder will typically be sufficiently aware of their growth potential to know that they could benefit from an institutional partner.”— Ignacio Jayanti
Business & Entrepreneurship · Strategy & Decision Making
DUR_ENDURING
Four filters for middle-market targets
“When people have built their businesses from small to medium-sized, they sometimes can get wedded to individuals on their team that have brought the team from zero to 20, and it's hard to recognize that that person might not be fit for purpose to bring it from 20 to 200, and that's where we spend a lot of time with our CEOs.”— Ignacio Jayanti
Leadership & Management · Psychology & Behavior · Business & Entrepreneurship
DUR_ENDURING
Founder loyalty blinds to team mismatch
“Our approach has tended to be reasonably conservative on the underwriting and then very fair on the pricing.”— Ignacio Jayanti
Business & Entrepreneurship · Economics & Markets · Strategy & Decision Making
DUR_ENDURING
Conservative underwriting, fair pricing builds trust
Frameworks (2)
Four-Filter Target Selection Framework
Corsair's Criteria for Identifying Ideal Middle-Market Investments
A four-part filter for evaluating potential private equity targets: structural tailwinds in the market segment, specialization being rewarded, product-market fit proven, and founder readiness for institutional partnership. The framework emphasizes selecting companies at the inflection point where external capital and operational expertise can accelerate growth that is already demonstrably working.
Components
- Structural Tailwinds Assessment
- Specialization Reward Validation
- Product-Market Fit Confirmation
- Founder Partnership Readiness
Prerequisites
- Access to company financials
- Management meetings
- Customer reference checks
Success Indicators
- All four filters pass
- Founder actively seeks partnership
- Clear growth constraints identified
Failure Modes
- Forcing fit on marginal companies
- Ignoring founder misalignment
- Overweighting growth rate versus quality
Pre-Hire Executive Onboarding Framework
Accelerating Day-One Effectiveness Through Pre-Decision Integration
A three-phase executive onboarding framework that begins before the hiring decision is finalized. By providing candidates with team assessment, C-suite interaction mapping, and mandate clarity during the interview process, new executives arrive with a working mental model of how to be effective immediately, reducing time-to-impact and integration friction.
Components
- Team Assessment Exposure
- C-Suite Interaction Mapping
- Mandate Clarity and Authority Scoping
Prerequisites
- CEO commitment to extended interview process
- Team awareness of transition
- Clear role definition
Success Indicators
- New executive has working mental model before start date
- Team accepts leadership faster
- First 90 days show measurable progress
Failure Modes
- Candidate backs out due to team concerns
- Overexposure before confidentiality permits
- Unrealistic mandate commitments
Mental Models (7)
Friction Elimination as Volume Driver
EconomicsIn transactional systems, reducing error rates and friction doesn't just maintain existing volume; it concentrates volume because participants actively route more activity through the lower-friction channel. A 30% error rate creates switching opportunities; a near-zero error rate creates lock-in.
In Practice: TreviPay's value proposition: reducing B2B invoice errors from 30% industry standard to near-zero increased customer transaction volume, not just satisfaction
Demonstrated by Leg-ij-001
Specialist Complexity as Competitive Moat
EconomicsIn markets where specialized domain knowledge is required to navigate complexity, that complexity itself becomes a barrier to entry. Generalist competitors are deterred by complexity; specialists convert it into proprietary deal flow by understanding what others cannot.
In Practice: Corsair's financial services expertise enabled them to pre-solve the balance sheet securitization challenge on TreviPay, deterring generalist PE bidders who saw it as a risk
Demonstrated by Leg-ij-001
Conservative Underwriting, Fair Pricing
Decision MakingIn bilateral negotiations, especially with founder-operators retaining stakes, the winning strategy is to underwrite conservatively to protect downside but price fairly at market multiples on that conservative case. This builds trust because the seller sees you are not exploiting complexity to lowball.
In Practice: Corsair's valuation philosophy in the TreviPay carve-out: conservative operating plan assumptions paired with market-rate multiples, not aggressive projections to justify higher prices
Demonstrated by Leg-ij-001
Vendor Financing in Dislocated Markets
TimeDuring credit market dislocations, seller financing becomes a strategic weapon.
In Practice: Corsair negotiated vendor financing from World Fuel Services during Q2-Q3 2020 C
Demonstrated by Leg-ij-001
Founder Loyalty Blindness
PsychologyFounders who build teams from zero often develop loyalty bonds that blind them to unsuitability for next stage.
In Practice: Jayanti's observation that founder-CEOs often get emotionally wedded to early team members
Demonstrated by Leg-ij-001
Vertical Specialization Premium
Strategic ThinkingIn mature software markets, vertical specialization (deep expertise in specific industry use cases)
In Practice: Jayanti's thesis that in payments software, vertical specialists serving industry-specific use cases
Demonstrated by Leg-ij-001
Quality Growth Versus Scale Growth
Decision MakingIn private equity, there are two paths to growth: buying scale through M&A versus building quality through organic investment and product development. Markets reward quality growth at exit because integrated acquisitions often create complexity without defensibility.
In Practice: Jayanti's observation that many PE-backed software companies built scale through roll-ups that created 'Frankenstein' businesses unrewarded by exit markets, versus those that built quality organically
Demonstrated by Leg-ij-001
Key Figures (2)
Brandon Spear
8 mentionsCEO of TreviPay (formerly MSTS)
Brandon Spear was the CEO hired by World Fuel Services to build the MSTS payments division.
- Brandon built MSTS within World Fuel as a payments business with broader relevance
World Fuel Services
6 mentionsFormer Parent Company
Concepts (3)
product-market fit
CL_STRATEGYEvidence that a product solves a genuine customer problem in a repeatable, scalable way
carve-out
CL_FINANCIALA transaction where a business unit is separated from a larger parent company
vendor financing
CL_FINANCIALFinancing provided by the seller of a business to the buyer
Synthesis
Synthesis
Migrated from Scholia