21, San Diego. Working full-time as a PM for a local investor. Just closed my first flip. looking to scale and do more by end of year
Looking to redeploy into the next deal ASAP. Goal is to make investing full-time within 12-18 months
Two questions:
1. What systems/software actually moved the needle for you when scaling from 1 → 3+ flips/year?
2. How did you generate consistent deal flow while still working a 9-5?
3. Should i be going direct to seller, on market, wholesalers ?
Congrats on closing your first flip at 21, that’s the hardest one to get done. When it comes to scaling, the biggest “systems” shift usually isn’t software first, it’s tightening your deal flow and decision speed, so you’re not reinventing underwriting every time. Most investors move faster once they standardize their numbers, scope templates, and contractor bids in one place, then layer in simple CRM/project tracking so nothing falls through the cracks while working a 9–5. On deal flow, relying on just one channel is usually what keeps people stuck at 1–2 deals a year. Consistency comes from stacking on-market, wholesalers, and direct-to-seller outreach together instead of choosing one. Also worth noting, some investors your age expand into Midwest markets alongside their local deals because it can be easier to find repeatable numbers and build volume faster while you’re still learning systems and execution.
Great questions. I will answer number 2 and 3 with some thoughts for you
2. build a team around you (realtors, lenders, trades) that understand your situation and will operate in a way that works for you. Also I had great success with my standardized purchase list and decision tree for flips so the trades could make a certian level of decisions without discussing them with me (i.e. I used the same paint color every time, I used the same light fixtured...etc). You will need a lender who will work quickly and not create delays in your process (pick me) 3. I would do all 3, or pick the one you are most comfortable with. I give my realtor a 1 page sheet of exactly what I am looking for (buybox) I then tell them not to bring me any deal that doesnt fit. That way I don't spend alot of time looking at deals that don't work.
Feel free to send me a message and we can chat more!
21, San Diego. Working full-time as a PM for a local investor. Just closed my first flip. looking to scale and do more by end of year
Looking to redeploy into the next deal ASAP. Goal is to make investing full-time within 12-18 months
Two questions:
1. What systems/software actually moved the needle for you when scaling from 1 → 3+ flips/year?
2. How did you generate consistent deal flow while still working a 9-5?
3. Should i be going direct to seller, on market, wholesalers ?
Congrats on closing your first flip at 21, that’s the hardest one to get done. When it comes to scaling, the biggest “systems” shift usually isn’t software first, it’s tightening your deal flow and decision speed, so you’re not reinventing underwriting every time. Most investors move faster once they standardize their numbers, scope templates, and contractor bids in one place, then layer in simple CRM/project tracking so nothing falls through the cracks while working a 9–5. On deal flow, relying on just one channel is usually what keeps people stuck at 1–2 deals a year. Consistency comes from stacking on-market, wholesalers, and direct-to-seller outreach together instead of choosing one. Also worth noting, some investors your age expand into Midwest markets alongside their local deals because it can be easier to find repeatable numbers and build volume faster while you’re still learning systems and execution.
Congrats on the first flip! For scaling, I'd focus less on adding more software and more on having a repeatable system for lead tracking, underwriting, follow-ups, and contractor management. A simple CRM + solid spreadsheet can go a long way at 3+ flips/year.
For deal flow, I'd use a mix rather than relying on one source. Direct-to-seller can give you better margins but takes consistent outreach, while wholesalers and on-market deals can help you find opportunities faster. I'd track all three for a few months and see which produces the best deals for your criteria.
Since you're still working full-time, I'd prioritize channels that can be systemized and followed up consistently rather than trying to chase everything.
Working as a PM for an investor is genuinely the best position you could be in right now because you're seeing how deals get evaluated and managed, so lean on that. For systems the real bottleneck at 1-3 flips isn't software, it's your scope-of-work template and your underwriting speed. Build one Excel or a Google Sheets model you trust completely, then stop rebuilding it per deal. For project tracking, a simple Trello board per property with columns for pre-close, demo, rough, finish, punch, and listed works fine at your volume. A basic CRM keeps your leads from dying in your text messages. Now with the deal flow and working full-time. Wholesalers are the fastest path because they do the sourcing work. Build relationships with five or six active ones in your market and actually respond fast. The good buyers get first call simply because they're reliable. Direct mail to pre-probate and absentee lists takes 3 to 4 months to generate callbacks but costs less per deal once it works. On-market can still work in San Diego if you know your ARV cold and move, within hours and not days. Most people doing 3 or more flips are running at least two of these simultaneously. Your PM job is also an underrated network. Sellers, agents, and contractors your boss knows will eventually have deals that don't fit his criteria. I would ask about those directly. San Diego margins are thin, so your numbers need to be tighter than most markets. Know your comps at the address level before you ever walk a property.