[DeucesUp]

The answer to your question depends on a lot of factors. How certain do you want to be that you're a winner? What have been the terms of the bets you've made? How good have your results been? etc.


Without knowing more about the bets you made, I can't give you any exact numbers, but a few points:

First, your numbers and description don't quite add up. If you flat bet $110 on 374 bets and netted $2644, your ROI is no where near 14%, so you may want to check that, maybe I'm missing how you're calculating it.

For a point of reference, if all the bets you made were 50/50 propositions (bets with equal odds on either side) your win rate would be about 1.5 standard deviations above random, meaning there's about a 13% chance you'd achieve these results picking randomly. While the chance that you're picking better than 50% is quite good, you'd be much less certain that you're picking >52.4% that you'd need to beat standard vig.

Now if you're primarily picking ML dogs (as you apparently are), this changes things dramatically but you can't really say how much without know what the details of the bets made. Being up about 25 units after almost 400 bets is a starting point. As a side note, there was a thread about a month ago about what constitutes a "unit". I argued that generally one should bet "to win" 1-unit rather than risk 1-unit and this is a perfect example of why. By risking the same on all bets your results are heavily weighted towards how you did on big ML dogs and heavily under-weighted towards how you did on ML favorites. If you hit just a couple "extra" big ML dogs your overall results could be dramatically skewed to look better than they really are and conversely if you've been unlucky so far on big ML dogs and should of hit a couple more, your results might not be doing you justice.

Since these are imaginary bets anyway, I'd suggest you go back and change your bets all to win 1-unit, say $100 so a bet on a +300 dog would be $33 to win $100 and a -180 fav would be $180 to win $100. This will give a much more balanced view of how you're doing on all your bets.

As to whether you should start to bet real money, it's up to you. You've had very good results over a pretty large sample, it's certainly very likely you're a winner. I'd guess very few people establish this extensive a record before wagering real money. I think most books have limits as low as $5 some like the exchanges you can bet as little as you want. So if you're not comfortable putting much money at risk you can start out just about as small as you want and build up a bankroll. You can also churn through some bonuses which makes your risk even smaller.